UNITED STATES SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

FORM 10-Q

☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the quarterly period ended ~~September~~June 30, ~~2020~~2021

☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the transition period from ___________ to ___________

Commission file number: 001-39392

TREAN INSURANCE GROUP, INC.

(Exact name of registrant as specified in its charter)


Delaware						84-4512647
(State or other jurisdiction of incorporation or organization)						(I.R.S. Employer Identification No.)

150 Lake Street West

Wayzata, MN 55391

(Address of principal executive offices and zip code)

(952) 974-2200

(Registrant’s telephone number, including area code)

Securities registered pursuant to Section 12(b) of the Act:

Title of each class

Trading Symbol(s)

Name of each exchange on which registered

Common Stock, $0.01 par value per share

TIG

The Nasdaq Global Select Market

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. Yes ☒ No ☐

Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). Yes ☒ No ☐

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, smaller reporting company, or an emerging growth company. See the definitions of "large accelerated filer," "accelerated filer," a "smaller reporting company," and "emerging growth company" in Rule 12b-2 of the Exchange Act.

Large accelerated filer

☐

Accelerated filer

☐

Non-accelerated filer

☒

Smaller reporting company

☐

Emerging growth company

☒

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). Yes ☐ No ☒

As of ~~November 11, 2020,~~August 6, 2021, there were ~~51,148,782~~51,173,844 shares of the registrant's common stock outstanding.

Table of Contents

TREAN INSURANCE GROUP, INC.

TABLE OF CONTENTS


		Page
PART I - FINANCIAL INFORMATION

Item 1	Financial Statements
	Condensed Consolidated ~~and Condensed Combined~~ Balance Sheets	3
	Condensed Consolidated and Condensed Combined Statements of Operations	4
	Condensed Consolidated and Condensed Combined Statements of Comprehensive Income	5
	Condensed Consolidated and Condensed Combined Statements of ~~Shareholders~~’Stockholders’ Equity and Redeemable Preferred Stock	6
	Condensed Consolidated and Condensed Combined Statements of Cash Flows	98
	Notes to the Condensed Consolidated and Condensed Combined Financial Statements	1110
Item 2	Management's Discussion and Analysis of Financial Condition and Results of Operations	3433
Item 3	Quantitative and Qualitative Disclosures About Market Risk	5557
Item 4	Controls and Procedures	5557

PART II - OTHER INFORMATION

Item 1	Legal Proceedings	5658
Item 1A	Risk Factors	5658
Item 2	Unregistered Sales of Equity Securities and Use of Proceeds	5658
Item 3	Defaults Upon Senior Securities	5759
Item 4	Mine Safety Disclosures	5759
Item 5	Other Information	5759
Item 6	Exhibits	5860

Signatures		5961

Table of Contents

PART I. FINANCIAL INFORMATION

Item 1. Financial Statements

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated ~~and Condensed Combined~~ Balance Sheets

(in thousands, except share and per share data)


		September 30, 2020		December 31, 2019			June 30, 2021		December 31, 2020
Assets	Assets	(unaudited)				Assets	(unaudited)
Fixed maturities, at fair value (amortized cost of $358,506 and $329,640, respectively)		$	375,286	$	337,865
Preferred stock, at fair value (amortized cost of $243 and $337, respectively)		240		343
Common stock, at fair value (cost $1,554 and $492, respectively)		3,458		492
Fixed maturities, at fair value (amortized cost of $414,166 and $388,409, respectively)						Fixed maturities, at fair value (amortized cost of $414,166 and $388,409, respectively)	$	424,943	$	405,604
Preferred stock, at fair value (amortized cost of $243 and $243, respectively)						Preferred stock, at fair value (amortized cost of $243 and $243, respectively)	235		240
Common stock, at fair value (cost $741 and $1,554, respectively)						Common stock, at fair value (cost $741 and $1,554, respectively)	2,741		3,534
Equity method investments	Equity method investments	232		12,173		Equity method investments	0		232
Total investments	Total investments	379,216		350,873		Total investments	427,919		409,610
Cash and cash equivalents	Cash and cash equivalents	165,255		74,268		Cash and cash equivalents	101,361		153,149
Restricted cash	Restricted cash	21,175		1,800		Restricted cash	12,469		4,085
Accrued investment income	Accrued investment income	2,418		2,468		Accrued investment income	2,329		2,458
Premiums and other receivables	Premiums and other receivables	99,635		62,460		Premiums and other receivables	131,930		109,217
Income taxes refundable		797		0
Related party receivables		33		22,221
Income taxes receivable						Income taxes receivable	5,113		1,322
Reinsurance recoverable	Reinsurance recoverable	350,425		307,338		Reinsurance recoverable	361,943		343,213
Prepaid reinsurance premiums	Prepaid reinsurance premiums	103,929		80,088		Prepaid reinsurance premiums	121,004		107,971
Deferred policy acquisition cost, net	Deferred policy acquisition cost, net	3,777		2,115		Deferred policy acquisition cost, net	6,424		1,332
Property and equipment, net	Property and equipment, net	8,439		7,937		Property and equipment, net	7,780		8,254
Right of use asset	Right of use asset	6,558		—		Right of use asset	5,378		6,338
Deferred tax asset		0		1,367
Goodwill	Goodwill	139,575		2,822		Goodwill	140,640		140,640
Intangible assets, net	Intangible assets, net	73,436		154		Intangible assets, net	72,489		75,316
Other assets	Other assets	9,721		3,123		Other assets	8,410		6,878
Total assets	Total assets	$	1,364,389	$	919,034	Total assets	$	1,405,189	$	1,369,783
Liabilities	Liabilities					Liabilities
Unpaid loss and loss adjustment expenses	Unpaid loss and loss adjustment expenses	$	465,502	$	406,716	Unpaid loss and loss adjustment expenses	$	502,560	$	457,817
Unearned premiums	Unearned premiums	143,390		103,789		Unearned premiums	194,388		157,987
Funds held under reinsurance agreements	Funds held under reinsurance agreements	160,614		163,445		Funds held under reinsurance agreements	161,013		174,704
Reinsurance premiums payable	Reinsurance premiums payable	59,756		53,620		Reinsurance premiums payable	51,681		57,069
Accounts payable and accrued expenses	Accounts payable and accrued expenses	73,865		14,995		Accounts payable and accrued expenses	31,017		61,240
Lease liability	Lease liability	7,054		—		Lease liability	5,855		6,893
Income taxes payable		0		714
Deferred tax liability	Deferred tax liability	12,597		0		Deferred tax liability	10,229		12,329
Debt	Debt	39,858		29,040		Debt	31,103		31,637
Total liabilities	Total liabilities	962,636		772,319		Total liabilities	987,846		959,676
Commitments and contingencies	Commitments and contingencies					Commitments and contingencies			0
Redeemable preferred stock (0 and 1,000,000 authorized, respectively; 0 and 51 outstanding, respectively)		—		5,100
Shareholders' equity
Common stock, $0.01 par value per share (600,000,000 and 0 authorized, respectively; 51,148,782 and 0 issued and outstanding, respectively)		511		—
Members' equity		—		78,438
Stockholders' equity						Stockholders' equity
Common stock, $0.01 par value per share (600,000,000 authorized; 51,157,004 and 51,148,782 issued and outstanding as of June 30, 2021 and December 31, 2020, respectively)						Common stock, $0.01 par value per share (600,000,000 authorized; 51,157,004 and 51,148,782 issued and outstanding as of June 30, 2021 and December 31, 2020, respectively)	511		511
Additional paid-in capital	Additional paid-in capital	287,234		17,995		Additional paid-in capital	287,734		287,110
Retained earnings	Retained earnings	104,853		40,361		Retained earnings	120,628		109,060
Accumulated other comprehensive income	Accumulated other comprehensive income	9,155		4,821		Accumulated other comprehensive income	8,470		13,426
Total shareholders' equity		401,753		141,615
Total liabilities and shareholders' equity		$	1,364,389	$	919,034
Total stockholders' equity						Total stockholders' equity	417,343		410,107
Total liabilities and stockholders' equity						Total liabilities and stockholders' equity	$	1,405,189	$	1,369,783

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated and Condensed Combined Statements of Operations

(in thousands, except share and per share data)

(unaudited)


		Three Months Ended September 30,				Nine Months Ended September 30,					Three Months Ended June 30,				Six Months Ended June 30,
		2020		2019		2020		2019			2021		2020		2021		2020
Revenues	Revenues									Revenues
Gross written premiums	Gross written premiums	$	132,284	$	107,534	$	349,755	$	313,488	Gross written premiums	$	156,551	$	109,612	$	303,281	$	217,471
Increase in gross unearned premiums	Increase in gross unearned premiums	(22,963)		(5,612)		(39,601)		(18,099)		Increase in gross unearned premiums	(17,927)		(9,265)		(36,358)		(16,638)
Gross earned premiums	Gross earned premiums	109,321		101,922		310,154		295,389		Gross earned premiums	138,624		100,347		266,923		200,833
Ceded earned premiums	Ceded earned premiums	(81,465)		(79,761)		(238,460)		(230,227)		Ceded earned premiums	(90,681)		(78,968)		(177,846)		(156,995)
Net earned premiums	Net earned premiums	27,856		22,161		71,694		65,162		Net earned premiums	47,943		21,379		89,077		43,838
Net investment income	Net investment income	1,857		1,721		6,653		4,578		Net investment income	2,103		2,525		4,375		6,770
Gain on revaluation of Compstar investment		69,846		0		69,846		0
Net realized capital gains (losses)	Net realized capital gains (losses)	115		(34)		3,345		689		Net realized capital gains (losses)	10		(4)		23		3,230
Other revenue	Other revenue	5,401		2,561		11,323		8,049		Other revenue	1,229		1,530		5,884		5,922
Total revenue	Total revenue	105,075		26,409		162,861		78,478		Total revenue	51,285		25,430		99,359		59,760
Expenses	Expenses									Expenses
Losses and loss adjustment expenses	Losses and loss adjustment expenses	15,564		13,976		40,681		38,446		Losses and loss adjustment expenses	29,725		12,183		54,606		25,117
General and administrative expenses	General and administrative expenses	6,995		5,756		23,437		15,894		General and administrative expenses	15,267		8,293		27,158		16,442
IPO bonuses and contract buyout fee		11,054		0		11,054		0
Other expenses										Other expenses	845		0		845		0
Intangible asset amortization	Intangible asset amortization	1,120		11		1,154		35		Intangible asset amortization	1,413		23		2,827		34
Noncash share-based compensation		307		0		307		0
Noncash stock compensation										Noncash stock compensation	419		0		630		0
Interest expense	Interest expense	520		498		1,482		1,683		Interest expense	425		501		852		962
Total expenses	Total expenses	35,560		20,241		78,115		56,058		Total expenses	48,094		21,000		86,918		42,555
Other income (expense)		209		(8)		263		118
Gains (losses) on embedded derivatives										Gains (losses) on embedded derivatives	(686)		(3,991)		1,990		(5,180)
Other income										Other income	35		40		156		54
Income before taxes	Income before taxes	69,724		6,160		85,009		22,538		Income before taxes	2,540		479		14,587		12,079
Income tax expense	Income tax expense	788		1,395		4,679		4,404		Income tax expense	414		351		3,019		3,218
Equity earnings in affiliates, net of tax	Equity earnings in affiliates, net of tax	401		1,021		2,333		2,494		Equity earnings in affiliates, net of tax	0		1,230		0		1,932
Net income	Net income	$	69,337	$	5,786	$	82,663	$	20,628	Net income	$	2,126	$	1,358	$	11,568	$	10,793
Earnings per share:	Earnings per share:									Earnings per share:
Basic	Basic	$	1.41	$	0.15	$	2.00	$	0.55	Basic	$	0.04	$	0.04	$	0.23	$	0.29
Diluted	Diluted	$	1.41	$	0.15	$	2.00	$	0.55	Diluted	$	0.04	$	0.04	$	0.23	$	0.29
Weighted average shares outstanding:	Weighted average shares outstanding:									Weighted average shares outstanding:
Basic	Basic	49,054,441		37,386,394		41,304,132		37,386,394		Basic	51,152,979		37,386,394		51,150,881		37,386,394
Diluted	Diluted	49,056,001		37,386,394		41,304,652		37,386,394		Diluted	51,166,587		37,386,394		51,173,204		37,386,394

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated and Condensed Combined Statements of Comprehensive Income

(in thousands)

(unaudited)


		Three Months Ended September 30,				Nine Months Ended September 30,					Three Months Ended June 30,				Six Months Ended June 30,
		2020		2019		2020		2019			2021		2020		2021		2020
Net income	Net income	$	69,337	$	5,786	$	82,663	$	20,628	Net income	$	2,126	$	1,358	$	11,568	$	10,793
Other comprehensive income, net of tax:
Unrealized investment gains:
Unrealized investment gains arising during the period		686		1,189		5,715		8,942
Income tax expense		144		249		1,198		1,878
Unrealized investment gains, net of tax		542		940		4,517		7,064
Other comprehensive gain (loss), net of tax:										Other comprehensive gain (loss), net of tax:
Unrealized investment gains (losses):										Unrealized investment gains (losses):
Unrealized investment gains (losses) arising during the period										Unrealized investment gains (losses) arising during the period	2,325		9,242		(6,251)		8,235
Income tax expense (benefit)										Income tax expense (benefit)	488		1,938		(1,313)		1,727
Unrealized investment gains (losses), net of tax										Unrealized investment gains (losses), net of tax	1,837		7,304		(4,938)		6,508
Less reclassification adjustments to:	Less reclassification adjustments to:									Less reclassification adjustments to:
Net realized investment gains (losses) included in net realized capital gains (losses)	Net realized investment gains (losses) included in net realized capital gains (losses)	114		(34)		232		55		Net realized investment gains (losses) included in net realized capital gains (losses)	10		(1)		23		118
Income tax expense (benefit)	Income tax expense (benefit)	24		(8)		49		11		Income tax expense (benefit)	2		(1)		5		25
Total reclassifications included in net income, net of tax	Total reclassifications included in net income, net of tax	90		(26)		183		44		Total reclassifications included in net income, net of tax	8		0		18		93
Other comprehensive income		452		966		4,334		7,020
Other comprehensive income (loss)										Other comprehensive income (loss)	1,829		7,304		(4,956)		6,415
Total comprehensive income	Total comprehensive income	$	69,789	$	6,752	$	86,997	$	27,648	Total comprehensive income	$	3,955	$	8,662	$	6,612	$	17,208

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated and Condensed Combined Statements of ~~Shareholders’~~Stockholders' Equity and Redeemable Preferred Stock

For the Three and ~~Nine~~Six Months Ended ~~September~~June 30, ~~2020~~2021 and ~~2019~~2020

(in thousands, except share and unit data)

(unaudited)

Members' Equity
Redeemable Preferred Stock Preferred Stock Class A - Non Voting Class B - Voting Class B - Non Voting Class C - Non Voting Common Stock Additional Paid in Capital Accumulated Other Comprehensive Income Retained Earnings Total Shareholders' Equity
Shares Amount Shares Amount Units Amount Units Amount Units Amount Units Amount Shares Amount
Balance at June 30, 2020 51 $ 5,100 0 $ 0 65,036,780 $ 65,037 5,045,215 $ 5,045 8,159,775 $ 8,160 235,905 $ 236 0 $ 0 $ 16,542 $ 8,703 $ 35,561 $ 139,284
Issuance of Class C units — — — — — — — — — — 157,270 157 — — — — — 157
Dividends on Series B preferred stock — — — — — — — — — — — — — — — — (45) (45)
Redemption of Series B redeemable preferred stock (51) (5,100) — — — — — — — — — — — — — — — —
Corporate recapitalization — — — — (65,036,780) (65,037) (5,045,215) (5,045) (8,159,775) (8,160) (393,175) (393) 37,386,394 374 78,261 — — 0
Issuance of common shares for acquisition of Compstar — — — — — — — — — — — — 6,613,606 66 99,138 — — 99,204
Proceeds from common stock sold in initial public offering, net of offering costs — — — — — — — — — — — — 7,142,857 71 93,068 — — 93,139
Common stock issuances pursuant to equity compensation awards — — — — — — — — — — — — 5,925 — (82) — — (82)
Stock-based compensation expense — — — — — — — — — — — — — — 307 — — 307
Other comprehensive income — — — — — — — — — — — — — — — 452 — 452
Net income — — — — — — — — — — — — — — — — 69,337 69,337
Balance at September 30, 2020 0 $ 0 0 $ 0 0 $ 0 0 $ 0 0 $ 0 0 $ 0 51,148,782 $ 511 $ 287,234 $ 9,155 $ 104,853 $ 401,753


	Common Stock			Additional Paid in Capital		Accumulated Other Comprehensive Income		Retained Earnings		Total Stockholders' Equity
	Shares	Amount
Balance at March 31, 2021	51,148,782	$	511	$	287,321	$	6,641	$	118,502	$	412,975
Stock compensation expense	—	—		419		—		—		419
Common stock issuances pursuant to equity compensation awards, net of shares repurchased	8,222	—		(6)		—		—		(6)
Other comprehensive income	—	—		—		1,829		—		1,829
Net income	—	—		—		—		2,126		2,126
Balance at June 30, 2021	51,157,004	$	511	$	287,734	$	8,470	$	120,628	$	417,343


				Members' Equity
	Redeemable Preferred Stock			Class A - Non Voting			Class B - Voting			Class B - Non Voting			Class C - Non Voting			Common Stock			Additional Paid in Capital		Accumulated Other Comprehensive Income		Retained Earnings		Total Stockholders' Equity
	Shares	Amount		Units	Amount		Units	Amount		Units	Amount		Units	Amount		Shares	Amount
Balance at March 31, 2020	51	$	5,100	65,036,780	$	65,037	5,045,215	$	5,045	8,159,775	$	8,160	216,247	$	216	0	$	0	$	17,995	$	5,611	$	48,117	$	150,181
Issuance of Class C units	—	—		—	—		—	—		—	—		19,658	20		—	—		—		—		—		20
Distributions to members	—	—		—	—		—	—		—	—		—	—		—	—		(1,453)		—		(18,043)		(19,496)
Dividends on Series B preferred stock	—	—		—	—		—	—		—	—		—	—		—	—		—		—		(83)		(83)
Other comprehensive income	—	—		—	—		—	—		—	—		—	—		—	—		—		7,304		—		7,304
Net income	—	—		—	—		—	—		—	—		—	—		—	—		—		—		1,358		1,358
Balance at June 30, 2020	51	$	5,100	65,036,780	$	65,037	5,045,215	$	5,045	8,159,775	$	8,160	235,905	$	236	0	$	0	$	16,542	$	12,915	$	31,349	$	139,284

See accompanying notes to the condensed consolidated financial statements.

Table of Contents


	Common Stock			Additional Paid in Capital		Accumulated Other Comprehensive Income		Retained Earnings		Total Stockholders' Equity
	Shares	Amount
Balance at December 31, 2020	51,148,782	$	511	$	287,110	$	13,426	$	109,060	$	410,107
Stock compensation expense	—	—		630		—		—		630
Common stock issuances pursuant to equity compensation awards, net of shares repurchased	8,222	—		(6)		—		—		(6)
Other comprehensive loss	—	—		—		(4,956)		—		(4,956)
Net income	—	—		—		—		11,568		11,568
Balance at June 30, 2021	51,157,004	$	511	$	287,734	$	8,470	$	120,628	$	417,343

Members' Equity
Redeemable Preferred Stock Preferred Stock Class A - Non Voting Class B - Voting Class B - Non Voting Class C - Non Voting Common Stock Additional Paid in Capital Accumulated Other Comprehensive Income Retained Earnings Total Shareholders' Equity
Shares Amount Shares Amount Units Amount Units Amount Units Amount Units Amount Shares Amount
Balance at December 31, 2019 51 $ 5,100 0 $ 0 65,036,780 $ 65,037 5,045,215 $ 5,045 8,159,775 $ 8,160 196,588 $ 196 0 $ 0 $ 17,995 $ 4,821 $ 40,361 $ 141,615
Issuance of Class C units — — — — — — — — — — 196,587 197 — — — — — 197
Distributions to members — — — — — — — — — — — — — — (1,453) — (18,043) (19,496)
Dividends on Series B preferred stock — — — — — — — — — — — — — — — — (128) (128)
Redemption of Series B redeemable preferred stock (51) (5,100) — — — — — — — — — — — — — — — —
Corporate recapitalization — — — — (65,036,780) (65,037) (5,045,215) (5,045) (8,159,775) (8,160) (393,175) (393) 37,386,394 374 78,261 — — 0
Issuance of common shares for acquisition of Compstar — — — — — — — — — — — — 6,613,606 66 99,138 — — 99,204
Proceeds from common stock sold in initial public offering, net of offering costs — — — — — — — — — — — — 7,142,857 71 93,068 — — 93,139
Common stock issuances pursuant to equity compensation awards — — — — — — — — — — — — 5,925 — (82) — — (82)
Stock-based compensation expense — — — — — — — — — — — — — — 307 — — 307
Other comprehensive income — — — — — — — — — — — — — — — 4,334 — 4,334
Net income — — — — — — — — — — — — — — — — 82,663 82,663
Balance at September 30, 2020 0 $ 0 0 $ 0 0 $ 0 0 $ 0 0 $ 0 0 $ 0 51,148,782 $ 511 $ 287,234 $ 9,155 $ 104,853 $ 401,753


				Members' Equity
	Redeemable Preferred Stock			Class A - Non Voting			Class B - Voting			Class B - Non Voting			Class C - Non Voting			Common Stock			Additional Paid in Capital		Accumulated Other Comprehensive Income		Retained Earnings		Total Stockholders' Equity
	Shares	Amount		Units	Amount		Units	Amount		Units	Amount		Units	Amount		Shares	Amount
Balance at December 31, 2019	51	$	5,100	65,036,780	$	65,037	5,045,215	$	5,045	8,159,775	$	8,160	196,588	$	196	0	$	0	$	17,995	$	6,500	$	38,682	$	141,615
Issuance of Class C units	—	—		—	—		—	—		—	—		39,317	40		—	—		—		—		—		40
Distributions to members	—	—		—	—		—	—		—	—		—	—		—	—		(1,453)		—		(18,043)		(19,496)
Dividends on Series B preferred stock	—	—		—	—		—	—		—	—		—	—		—	—		—		—		(83)		(83)
Other comprehensive income	—	—		—	—		—	—		—	—		—	—		—	—		—		6,415		—		6,415
Net income	—	—		—	—		—	—		—	—		—	—		—	—		—		—		10,793		10,793
Balance at June 30, 2020	51	$	5,100	65,036,780	$	65,037	5,045,215	$	5,045	8,159,775	$	8,160	235,905	$	236	0	$	0	$	16,542	$	12,915	$	31,349	$	139,284

See accompanying notes to the condensed consolidated financial statements.

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Members' Equity
Redeemable Preferred Stock Preferred Stock Class A - Non Voting Class B - Voting Class B - Non Voting Class C - Non Voting Common Stock Additional Paid in Capital Accumulated Other Comprehensive Income (Loss) Retained Earnings Total Shareholders' Equity
Shares Amount Shares Amount Units Amount Units Amount Units Amount Units Amount Shares Amount
Balance at December 31, 2018 60 $ 6,000 10 $ 1,000 65,036,780 $ 65,037 5,045,215 $ 5,045 8,159,775 $ 8,160 117,953 $ 118 0 $ 0 $ 17,995 $ (2,003) $ 9,779 $ 105,131
Cumulative effect of adopting ASC Topic 606 — — — — — — — — — — — — — — — — 695 695
Issuance of Class C units — — — — — — — — — — 58,976 59 — — — — — 59
Distributions to members — — — — — — — — — — — — — — — — (1,144) (1,144)
Dividends on Series A preferred stock — — — — — — — — — — — — — — — — (34) (34)
Dividends on Series B preferred stock — — — — — — — — — — — — — — — — (110) (110)
Other comprehensive income — — — — — — — — — — — — — — — 7,020 — 7,020
Net income — — — — — — — — — — — — — — — — 20,628 20,628
Balance at September 30, 2019 60 $ 6,000 10 $ 1,000 65,036,780 $ 65,037 5,045,215 $ 5,045 8,159,775 $ 8,160 176,929 $ 177 0 $ 0 $ 17,995 $ 5,017 $ 29,814 $ 132,245

~~See accompanying notes to the condensed consolidated financial statements.~~

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Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated and Condensed Combined Statements of Cash Flows

(in thousands)

(unaudited)


		Nine Months Ended September 30,					Six Months Ended June 30,
		2020		2019			2021		2020
Operating activities	Operating activities					Operating activities
Net income	Net income	$	82,663	$	20,628	Net income	$	11,568	$	10,793
Adjustments to reconcile net income to net cash from operating activities:	Adjustments to reconcile net income to net cash from operating activities:					Adjustments to reconcile net income to net cash from operating activities:
Depreciation and amortization	Depreciation and amortization	1,823		541		Depreciation and amortization	3,374		458
Stock-based compensation		307		0
Net capital gains (losses) on investments		(5,242)		333
Gain on bargain purchase of subsidiary		0		(634)
Gain on revaluation of Compstar investment		(69,846)		0
Stock compensation						Stock compensation	630		0
Unrealized (gains) losses on embedded derivatives						Unrealized (gains) losses on embedded derivatives	(3,189)		3,206
Net capital gains						Net capital gains	(23)		(5,042)
Deferred offering costs						Deferred offering costs	0		(1,339)
Bond amortization and accretion	Bond amortization and accretion	1,465		1,241		Bond amortization and accretion	1,174		944
Issuance of member units as compensation	Issuance of member units as compensation	197		59		Issuance of member units as compensation	0		40
Equity earnings in affiliates, net of tax	Equity earnings in affiliates, net of tax	(2,333)		(2,494)		Equity earnings in affiliates, net of tax	0		(1,932)
Distributions from equity method investments	Distributions from equity method investments	2,953		3,586		Distributions from equity method investments	0		2,413
Deferred income taxes	Deferred income taxes	327		(737)		Deferred income taxes	(781)		(324)
Deferred financing costs	Deferred financing costs	90		76		Deferred financing costs	84		48
Changes in operating assets and liabilities:	Changes in operating assets and liabilities:					Changes in operating assets and liabilities:
Accrued investment income	Accrued investment income	50		(17)		Accrued investment income	129		(137)
Premiums and other receivables	Premiums and other receivables	(13,308)		(19,024)		Premiums and other receivables	(22,714)		(10,666)
Reinsurance recoverable on paid and unpaid losses	Reinsurance recoverable on paid and unpaid losses	(43,087)		(42,775)		Reinsurance recoverable on paid and unpaid losses	(18,730)		(26,786)
Prepaid reinsurance premiums	Prepaid reinsurance premiums	(23,841)		(16,499)		Prepaid reinsurance premiums	(13,033)		(11,223)
Right of use asset	Right of use asset	(5,538)		—		Right of use asset	959		(5,958)
Other assets	Other assets	(8,729)		(2,032)		Other assets	(6,623)		(3,284)
Unpaid loss and loss adjustment expenses	Unpaid loss and loss adjustment expenses	58,787		59,409		Unpaid loss and loss adjustment expenses	44,742		35,784
Unearned premiums	Unearned premiums	39,601		17,213		Unearned premiums	36,401		16,638
Funds held under reinsurance agreements	Funds held under reinsurance agreements	(5,942)		(717)		Funds held under reinsurance agreements	3,080		(1,306)
Reinsurance premiums payable	Reinsurance premiums payable	6,136		9,971		Reinsurance premiums payable	(5,388)		409
Accounts payable and accrued expenses	Accounts payable and accrued expenses	11,448		5,822		Accounts payable and accrued expenses	(4,011)		19,591
Lease liability	Lease liability	5,752		—		Lease liability	(1,038)		6,186
Income taxes payable	Income taxes payable	(1,525)		(1,898)		Income taxes payable	(3,791)		3,270
Net cash provided by operating activities	Net cash provided by operating activities	32,208		32,052		Net cash provided by operating activities	22,820		31,783
Investing activities	Investing activities					Investing activities
Payments for capital expenditures	Payments for capital expenditures	(665)		(567)		Payments for capital expenditures	(73)		(554)
Proceeds from sale of equity method investment	Proceeds from sale of equity method investment	3,000		0		Proceeds from sale of equity method investment	232		3,000
Return of capital on equity method investment	Return of capital on equity method investment	115		0		Return of capital on equity method investment	0		115
Purchase of investments, available for sale	Purchase of investments, available for sale	(84,125)		(74,544)		Purchase of investments, available for sale	(104,183)		(55,695)
Proceeds from investments sold, matured or repaid	Proceeds from investments sold, matured or repaid	89,374		62,433		Proceeds from investments sold, matured or repaid	38,425		60,339
Acquisition of subsidiary, net of cash received	Acquisition of subsidiary, net of cash received	(1,098)		(5,496)		Acquisition of subsidiary, net of cash received	0		(1,098)
Cash received in the acquisition of Compstar		11,891		0
Net cash provided by (used in) investing activities	Net cash provided by (used in) investing activities	18,492		(18,174)		Net cash provided by (used in) investing activities	(65,599)		6,107
Financing activities	Financing activities					Financing activities
Shares redeemed for payroll taxes	Shares redeemed for payroll taxes	(82)		0		Shares redeemed for payroll taxes	(6)		0
Proceeds from initial public offering		99,643		0
Deferred offering costs		(5,839)		0
Proceeds from credit agreement	Proceeds from credit agreement	32,453		0		Proceeds from credit agreement	0		32,453
Principal payments on debt	Principal payments on debt	(41,789)		(4,488)		Principal payments on debt	(619)		(21,843)
Buyback of preferred shares		(5,100)		0
Distribution to members	Distribution to members	(19,496)		(1,144)		Distribution to members	0		(19,496)
Dividends paid on preferred stock		(128)		(164)
Net cash provided by (used in) financing activities		59,662		(5,796)
Net increase in cash, cash equivalents and restricted cash		110,362		8,082
Net cash used in financing activities						Net cash used in financing activities	(625)		(8,886)
Net increase (decrease) in cash, cash equivalents and restricted cash						Net increase (decrease) in cash, cash equivalents and restricted cash	(43,404)		29,004
Cash, cash equivalents and restricted cash ‑ beginning of period	Cash, cash equivalents and restricted cash ‑ beginning of period	76,068		55,962		Cash, cash equivalents and restricted cash ‑ beginning of period	157,234		76,068
Cash, cash equivalents and restricted cash ‑ end of period	Cash, cash equivalents and restricted cash ‑ end of period	$	186,430	$	64,044	Cash, cash equivalents and restricted cash ‑ end of period	$	113,830	$	105,072

See accompanying notes to the condensed consolidated financial statements.

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Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated and Condensed Combined Statements of Cash Flows

(in thousands)

(unaudited)


							June 30,
Disaggregation of cash and restricted cash:	Disaggregation of cash and restricted cash:	As of September 30, 2020		As of September 30, 2019		Disaggregation of cash and restricted cash:	2021		2020
Cash and cash equivalents	Cash and cash equivalents	$	165,255	$	62,250	Cash and cash equivalents	$	101,361	$	97,326
Restricted cash	Restricted cash	21,175		1,794		Restricted cash	12,469		7,746
Total cash, cash equivalents and restricted cash	Total cash, cash equivalents and restricted cash	$	186,430	$	64,044	Total cash, cash equivalents and restricted cash	$	113,830	$	105,072

Nine Months Ended September 30,
Supplemental disclosure of cash flow information: 2020 2019
Cash paid during the year for:
Interest $ 1,391 $ 2,053
Income taxes 5,809 6,864
Non-cash investing and financing activity:
Right-of-use assets obtained in exchange for new operating lease liabilities 8,245 —
Shares issued for the acquisition of subsidiary 99,204 —
Cash paid for amounts included in the measurement of lease liabilities:
Operating cash flows from operating leases 1,484 —


	Six Months Ended June 30,
Supplemental disclosure of cash flow information:	2021		2020
Cash paid during the year for:
Interest	$	768	$	914
Income taxes	7,548		201
Non-cash investing and financing activity:
Right-of-use assets obtained in exchange for new operating lease liabilities	31		6,906
Non-cash transfer of investments to settle funds held for reinsurance	13,562		0
Non-cash transfer of investments to settle amounts held for others in accounts payable	26,211		0
Cash paid for amounts included in the measurement of lease liabilities:
Operating cash flows from operating leases	1,217		906

See accompanying notes to the condensed consolidated financial statements.

109

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Notes to the Condensed Consolidated and Condensed Combined Financial Statements

Note 1. Business and Basis of Presentation

In July 2020, Trean Insurance Group, Inc. (together with its wholly owned subsidiaries, the ~~Company)~~"Company") completed its initial public offering ~~(IPO)~~("IPO") of common stock. Prior to the completion of the IPO, the Company effected the following reorganization transactions: (i) each of Trean Holdings LLC ~~(Trean)~~("Trean"), an insurance services company, and BIC Holdings LLC ~~(BIC)~~("BIC"), a property and casualty insurance holding company, contributed all of their respective assets and liabilities to Trean Insurance Group, Inc., a newly formed direct subsidiary of BIC, in exchange for shares of common stock in Trean Insurance Group, Inc. and (ii) upon the completion of the transfers by Trean and BIC, Trean and BIC were dissolved and distributed in-kind common shares to the pre-IPO unitholders.

For the purpose of financial statement disclosures, references to the condensed consolidated financial statements for all post-IPO periods include the accounts of Trean Insurance Group, Inc., along with its wholly owned subsidiaries, after elimination of intercompany accounts and transactions. References to the condensed consolidated financial statements for all pre-IPO periods include the condensed combined financial statements of BIC and Trean, along with their wholly owned subsidiaries, after elimination of intercompany accounts and transactions. All dollar amounts are shown in thousands, except share and per share amounts.

The Company provides products and services to the specialty insurance market. Historically, the Company has focused on specialty casualty markets that are believed to be ~~under served~~under-served and where the Company’s expertise allows the Company to achieve higher rates, such as niche workers' compensation markets and small- to medium-sized specialty casualty insurance programs. The Company underwrites specialty-casualty insurance products both through programs where the Company partners with other organizations ~~(Program Partners)~~("Program Partners"), and also through the Company’s own managing general agencies ~~(Owned MGAs)~~("Owned MGAs"). The Company also provides Program Partners with a variety of services, including issuing carrier services, claims administration, and reinsurance brokerage from which the Company generates fee-based revenues.

The Company's wholly owned subsidiaries include (a) Benchmark Holding Company, a property and casualty insurance holding company, which owns Benchmark Insurance Company ~~(Benchmark)~~("Benchmark"), a property and casualty insurance company domiciled in the state of Kansas, ~~and~~ American Liberty Insurance Company ~~(ALIC)~~("ALIC"), a property and casualty insurance company domiciled in the state of ~~Utah;~~Utah, and 7710 Insurance Company, a property and casualty insurance company domiciled in the state of South Carolina; (b) Trean Compstar Holdings, LLC, a limited liability company created originally for the purchase of ~~an interest in~~ Compstar Insurance Services LLC, a California-based general agency; and (c) Trean Corporation ~~(Trean Corp)~~("Trean Corp"), a reinsurance intermediary manager and a managing general agent, which consists of the following wholly owned subsidiaries: Trean Reinsurance Services, LLC, ~~(TRS),~~ a reinsurance intermediary broker; Benchmark Administrators LLC, ~~(BIC Admin),~~ a claims third-party administrator; and Westcap Insurance Services, LLC, ~~(Westcap),~~ a managing general agent based in California.

The accompanying condensed consolidated financial statements are prepared in conformity with accounting principles generally accepted in the United States of America ~~(GAAP)~~("GAAP") for interim financial information and with the instructions to the Quarterly Report on Form 10-Q under the Securities Exchange Act of 1934. Accordingly, they do not contain all of the information included in the Company's annual consolidated financial statements and notes. In the opinion of management, all adjustments (consisting of normal, recurring adjustments) necessary for a fair presentation of the Company’s condensed consolidated financial position and results of operations for the periods presented have been included. Although management believes the disclosures and information presented are adequate, these interim condensed consolidated financial statements should be read in conjunction with ~~the Company's most recent audited combined financial statements and notes thereto~~our Annual Report on Form 10-K for the year ended December 31, ~~2019, filed with the Securities and Exchange Commission (SEC) on~~2020 (the "2020 Form ~~S-1 (File No. 333-239291), which was declared effective by the SEC on July 15, 2020.~~10-K"). Operating results for the three and ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 are not necessarily indicative of the results that may be expected for the year ending December 31, 2021.

During the second quarter of 2021, the Company determined that its funds held agreements with reinsurers contain embedded derivatives relating to a total return swap on the underlying investments. As a result, the Company will now report the change in fair value of the embedded derivatives in gains (losses) on embedded derivatives in the condensed consolidated and combined statements of operations. In addition, investment earnings credited to the funds withheld accounts will be reported in gains (losses) on embedded derivatives in the condensed consolidated and combined statements of operations, whereas previously these were reported as an offset to net investment income. While the prior period amounts have been corrected for comparability, the correction was not material to the previously reported condensed consolidated and condensed combined financial statements. The impact of the prior period corrections on the condensed consolidated balance sheet and the related components of stockholders' equity is as follows:

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	March 31, 2021						December 31, 2020
	Previously reported		Adjustment		As reported		Previously reported		Adjustment		As reported
Retained earnings	$	119,750	$	(1,248)	$	118,502	$	112,959	$	(3,899)	$	109,060
Accumulated other comprehensive income	5,393		1,248		6,641		9,527		3,899		13,426


	June 30, 2020						March 31, 2020						December 31, 2019
	Previously reported		Adjustment		As reported		Previously reported		Adjustment		As reported		Previously reported		Adjustment		As reported
Retained earnings	$	35,561	$	(4,212)	$	31,349	$	49,967	$	(1,850)	$	48,117	$	40,361	$	(1,679)	$	38,682
Accumulated other comprehensive income	8,703		4,212		12,915		3,761		1,850		5,611		4,821		1,679		6,500

The impact of the prior period corrections on the condensed consolidated statements of operations and other comprehensive income is as follows:


	Three Months Ended June 30, 2020
	Previously reported		Adjustment		As reported
Net investment income	$	1,524	$	1,001	$	2,525
Total revenue	24,429		1,001		25,430
Gains (losses) on embedded derivatives	0		(3,991)		(3,991)
Income before taxes	3,469		(2,990)		479
Income tax expense	979		(628)		351
Net income	$	3,720	$	(2,362)	$	1,358

Earnings per share:
Basic	$	0.10	$	(0.06)	$	0.04
Diluted	$	0.10	$	(0.06)	$	0.04

Other comprehensive income, net of tax
Unrealized investment gains:
Unrealized investment gains arising during the period	$	6,252	$	2,990	$	9,242
Income tax expense	1,310		628		1,938
Unrealized investment gains, net of tax	4,942		2,362		7,304
Other comprehensive income	$	4,942	$	2,362	$	7,304

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	Six Months Ended June 30, 2020
	Previously reported		Adjustment		As reported
Net investment income	$	4,796	$	1,974	$	6,770
Total revenue	57,786		1,974		59,760
Gains (losses) on embedded derivatives	0		(5,180)		(5,180)
Income before taxes	15,285		(3,206)		12,079
Income tax expense	3,891		(673)		3,218
Net income	$	13,326	$	(2,533)	$	10,793

Earnings per share:
Basic	$	0.36	$	(0.07)	$	0.29
Diluted	$	0.36	$	(0.07)	$	0.29

Other comprehensive income, net of tax
Unrealized investment gains:
Unrealized investment gains arising during the period	$	5,029	$	3,206	$	8,235
Income tax expense	1,054		673		1,727
Unrealized investment gains, net of tax	3,975		2,533		6,508
Other comprehensive income	$	3,882	$	2,533	$	6,415

The correction of the prior period amounts had no impact on total operating, investing and financing activities on the Company’s condensed consolidated and condensed combined statements of cash flows during the six months ended June 30, 2020. In conjunction with the correction of the prior period amounts, the fair value leveling table as of December 31, 2020 in Note 3 was corrected from $174,704, which represented the total funds withheld under reinsurance agreements liability, to $4,937, which relates only to the fair value of the embedded derivative; the net investment income table in Note 4 was corrected to incorporate the income from funds held investments of $1,001 and $1,974 for the three and six months ended June 30, 2020, respectively; the effective tax rate in Note 8 was corrected from 28.2% to 73.3% for the three months ended June 30, 2020 and from 25.5% to 26.6% for the six months ended June 30, 2020; and Note 14 has been corrected to reflect the changes to other comprehensive income described above.

Use of estimates

While preparing the condensed consolidated financial statements, the Company has made certain estimates and assumptions that affect the reported amounts of assets and liabilities at the date of the condensed consolidated financial statements, as well as reported amounts of revenue and expenses during the reporting period. Accordingly, actual results could differ from those estimates. Reported amounts that require extensive use of estimates include the reserves for unpaid losses and loss adjustment expenses ~~(LAE)~~("LAE"), reinsurance recoveries, investments and goodwill and other intangible assets. Except for the captions on the

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condensed consolidated balance sheets and condensed consolidated statements of comprehensive income, generally, the term loss(es) is used to collectively refer to both loss and LAE.

Accounting pronouncements

Recently adopted policies

In March 2020, the Financial Accounting Standards Board ~~(FASB)~~("FASB") issued Accounting Standards Update ~~(ASU)~~("ASU") No. 2020-04, Reference Rate Reform (Topic 848): Facilitation of the Effects of Reference Rate Reform on Financial Reporting ~~(ASU 2020-04)~~("ASU 2020-04"). This update provides optional expedients and exceptions for applying GAAP to contracts, hedging relationships, and other transactions affected by reference rate reform if certain criteria are met. This standard is effective for

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the period between March 12, 2020 and December 31, 2022. The adoption of this standard did not have a material impact on the condensed consolidated financial statements.

~~In August 2018, the FASB issued ASU No. 2018-13,~~ ~~Fair Value Measurement (Topic 820): Disclosure Framework - Changes to the Disclosure Requirements for Fair Value Measurement~~ (ASU 2018-13). This update modifies the existing disclosure requirements on fair value measurements in Topic 820 by changing requirements regarding Level 1, Level 2 and Level 3 investments. The Company adopted this standard effective January 1, 2020 on a prospective basis. The adoption of this standard did not have a material impact on the condensed consolidated financial statements.

~~In January 2017, the FASB issued ASU No. 2017-04,~~ ~~Intangibles – Goodwill and Other (Topic 350): Simplifying the Test for Goodwill Impairment~~ (ASU 2017-04). This update simplifies the manner in which an entity is required to test goodwill for impairment. ASU 2017-04 is effective for annual periods beginning after December 15, 2021, including interim periods thereafter, with early adoption permitted. The Company has elected to early adopt this standard effective January 1, 2020. Adoption of this standard did not have a material impact on the condensed consolidated financial statements and related disclosures.

~~In February 2016, the FASB issued~~ ~~ASU No. 2016‑02~~, ~~Leases (Topic 842)~~ (ASU 2016-02), which provides guidance for accounting for leases. The new guidance requires companies to recognize the assets and liabilities for the rights and obligations created by leased assets, initially measured at the present value of lease payments. Management adopted this standard effective January 1, 2020 under the modified retrospective approach. Adoption of this standard resulted in the Company recognizing initial right-of-use assets of $5,946 and initial lease liabilities of $5,946 and did not result in a cumulative effect adjustment on retained earnings. The adoption of this standard did not have a material impact on the condensed consolidated statements of operations or condensed consolidated statements of cash flows.

Pending policies

The Company completed its IPO in July 2020, and is an emerging growth company as defined under federal securities laws. As such, the Company has elected to adopt pending accounting policies under the dates required for private companies. Therefore, the dates included within this section reflect the effective dates for the adoption of new accounting policies required by private companies.

In March 2020, the FASB issued ASU No. 2020-03, Codification Improvements to Financial Instruments (ASU 2020-03). This update represents changes to clarify and improve the codification to allow for easier application by eliminating inconsistencies and providing clarification on items such as (i) the application of fair value option disclosures; (ii) the accounting for fees related to modifications of debt; and (iii) aligning the contractual term of a net investment in a lease in accordance with ASC Topic 326, Financial Instruments - Credit Losses, and the lease term determined in accordance with ASC Topic 842, Leases. ~~Certain issues addressed in this update are~~The Company adopted items (i) and (ii) effective ~~for annual periods beginning after December 15,~~January 1, 2020 and ~~others are effective for annual periods beginning after December 15, 2022. The Company~~ will adopt ~~each standard upon their respective effective dates of January 1, 2021 and~~item (iii) on January 1, 2023. Adoption of this standard has not had, and is not expected to have, a material impact on the condensed consolidated financial statements.

In January 2020, the FASB issued ASU No. 2020-01, Investments - Equity Securities (Topic 321), Investments - Equity Method and Joint Ventures (Topic 323), and Derivative and Hedging (Topic 815) - Clarifying the Interactions between Topic 321, Topic 323 and Topic 815 (ASU 2020-01). This update addresses the accounting for certain equity securities upon the application or discontinuation of the equity method of accounting. Further, the update addresses scope considerations for forward contracts and purchased options on certain securities. ASU 2020-01 is effective for annual periods beginning after

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December 15, 2021, including interim periods thereafter. The Company will adopt this standard effective January 1, 2022. Adoption of this standard is not expected to have a material impact on the condensed consolidated financial statements.

In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments - Credit Losses (Topic 326), Measurement of Credit Losses on Financial Instruments (ASU 2016-13). This update requires financial assets measured at amortized cost to be presented at the net amount expected to be collected by means of an allowance for credit losses that runs through net income. Additionally, credit losses relating to available-for-sale debt securities will also be recorded through an allowance for credit losses, with the amount of the allowance limited to the amount by which the fair value is below the amortized cost. ASU 2016-13 is effective for annual periods beginning after December 15, 2022, including interim periods within those fiscal years. The Company will adopt this standard effective January 1, 2023. The Company is currently evaluating the impact of this standard on the condensed consolidated financial statements.

Note 2. Acquisitions

7710 Insurance Company

Effective October 1, 2020, Benchmark Holding Company acquired 100% ownership of 7710 Insurance Company as well as its associated program manager and agency, 7710 Service Company, LLC and Creekwood Insurance Agency, LLC, for a purchase price of $12,140. 7710 Insurance Company underwrites workers' compensation primarily for emergency services, including firefighters and emergency medical services ("EMS"). 7710 Insurance Company focuses on reducing costs and claims through the implementation of a proprietary safety preparedness and loss control program, created and staffed by experienced firefighters and EMS professionals.

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The following table summarizes the consideration paid and the amounts of estimated fair value of the net assets acquired and liabilities assumed at the acquisition date:


Fair value of total consideration transferred	$	12,140
Recognized amounts of identifiable assets acquired and liabilities assumed:
Fixed maturities	895
Cash and cash equivalents	2,704
Accrued investment income	7
Premiums and other receivables	2,618
Reinsurance recoverable	5,069
Prepaid reinsurance premiums	920
Deferred policy acquisition costs	466
Property and equipment	22
Right of use asset	196
Goodwill	2,873
Intangible assets	3,299
Other assets	7,435
Unpaid loss and loss adjustment expenses	(8,117)
Unearned premiums	(3,831)
Funds held under reinsurance agreements	(421)
Accounts payable and accrued expenses	(1,112)
Lease liability	(220)
Deferred tax liabilities	(394)
Debt	(269)
Net assets acquired	$	12,140

The assessment of fair value, the determination of the liability for unpaid loss and loss adjustment expense assumed, deferred taxes and other payables and receivables are preliminary and are based on the information that was available at the time the consolidated financial statements were prepared. Accordingly, the allocation of purchase price to intangible assets, goodwill, deferred tax assets and liabilities and the liability for unpaid loss and loss adjustment expense is preliminary and, therefore, subject to adjustment in future periods.

The Company recorded $2,873 of goodwill associated with the business combination. The goodwill recognized is attributable to the assembled workforce and the expected growth resulting from the acquisition.

The Company also recorded preliminary intangible assets totaling $3,299, which are comprised of the following:


	Useful Life	Balance
Trade name	15 years	$	458
Customer relationships	10 years	2,841
Total intangible assets		$	3,299

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Compstar Holding Company LLC

Effective July 15, 2020, Trean Compstar Holdings LLC purchased the remaining 55% ownership interest in Compstar Holding Company LLC ~~(Compstar)~~("Compstar"), a holding company, along with its wholly owned subsidiary Compstar Insurance Services, a managing general agent, by issuing 6,613,606 shares of the Company’s common stock with a market price of $15 per share on the date of acquisition. Prior to the acquisition date, the Company held a 45% ownership interest in Compstar and accounted for its investment under the equity method. As of the acquisition date, the fair value attributable to the Company’s previous equity interest was $81,167 and the carrying value was $11,321. As a result, the Company recorded a gain of $69,846 from the remeasurement of its previous equity interest, which is included in gain on revaluation of Compstar investment on the condensed consolidated statement of operations. The acquisition-date fair value of the Company’s previous equity interest was revalued using the market price of the shares issued as consideration for the acquisition. As a result, the fair value attributable to the Company’s previous equity interest was $81,167 and the carrying value was $11,321, and the Company therefore recorded a gain of $69,846 from the remeasurement of its previous equity interest.

The following table summarizes the consideration paid and the amounts of estimated fair value of the net assets acquired and liabilities assumed at the acquisition date. The assessment of fair value and the determination of deferred ~~tax assets acquired is~~taxes and other payables and receivables are preliminary and isare based on the information that was available at the time the condensed consolidated financial statements were prepared. Accordingly, the allocation of purchase price to intangible assets and to deferred tax assets and liabilities is preliminary and, therefore, subject to adjustment in future periods.


Fair value of total consideration transferred	$	99,204
Previous investment in subsidiary	11,321
Fair value adjustment to prior investment	69,846
Fair value of assets acquired and liabilities assumed	180,371
Recognized amounts of identifiable assets acquired and liabilities assumed:
Cash and cash equivalents	11,891
Premiums and other receivables	~~1,624~~3,632
Property and equipment	444
Right of use asset	1,020
Goodwill	~~136,236~~134,428
Intangible assets, net	73,954
Other assets	184
Accounts payable and accrued expenses	~~(11,128)~~(11,328)
Lease liability	(1,302)
Deferred tax liabilities	(12,487)
Debt	(20,065)
Net assets acquired	$	180,371

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The Company recorded ~~$136,236~~$134,428 of goodwill associated with the business combination. The goodwill recognized is attributable to the assembled workforce, the expected growth resulting from the acquisition and synergies gained ~~to assist in~~through the reduction of operating expenses.

The Company also recorded intangible assets totaling $73,954, ~~and are included in other assets on the condensed consolidated balance sheet. Intangible assets~~which are comprised of the following:

~~(in thousands)~~

Useful Life

Balance

Trade name

15 years

3,157

Customer relationships

14 years

70,797

Total intangible assets

73,954

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Subsequent to the acquisition date, Compstar recorded total revenue of $3,320, of which $3,313 is intercompany related and is eliminated in consolidation, and contributed net income totaling $1,222 to consolidated net income on the condensed consolidated statement of operations.

LCTA Risk Services, Inc.

Effective April 1, 2020, Trean Corp purchased 100% of the operating assets and assumed the liabilities of LCTA Risk Services, Inc. The total purchase price was $1,400. The following table summarizes the consideration paid and the amounts of estimated fair value of the net assets acquired and liabilities assumed at the acquisition ~~date (in thousands):~~date:


Fair value of total consideration transferred	$	1,400
Recognized amounts of identifiable assets acquired and liabilities assumed:
Cash and cash equivalents	302
Premiums and other receivables	55
Property and equipment	63
Goodwill	517
Intangible assets, net	482
Other assets	12
Accounts payable	(17)
Income taxes payable	(14)
Net assets acquired	$	1,400

The Company recorded $517 of goodwill associated with the business combination. The goodwill recognized is attributable to the expected growth resulting from the acquisition and the synergies gained ~~to assist in reducing~~through the reduction of operating expenses.

~~American Liberty Insurance Company~~

Effective March 31, 2019, Benchmark Holdings Company purchased the remaining 25% of outstanding voting shares in ALIC for $1,155. The purchase price was determined based on the statutory surplus of ALIC.

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~~First Choice Casualty Insurance Company~~

Effective February 19, 2019, Benchmark purchased 100% of the operating assets and assumed the liabilities of First Choice Casualty Insurance Company (FCCIC). The total purchase price was $5,314. As part of the acquisition, the Company recorded a bargain purchase gain of $634 which is included in net realized capital gains (losses) on the condensed consolidated statements of operations. The Company was able to realize a bargain purchase gain as the seller was looking to exit the workers' compensation market with the sale of their management agreement to a new manager. With the new manager, the seller had a lack of interest and expertise in maintaining workers' compensation policies, which had historically been underwritten and managed by Trean Corp.

~~The following table summarizes the consideration paid and the amounts of estimated fair value of the assets acquired and liabilities assumed at the acquisition date (in thousands):~~


~~Fair value of total consideration transferred~~	$	~~5,314~~
~~Recognized amounts of identifiable assets acquired and liabilities assumed:~~
~~Cash~~	~~973~~
~~Investments~~	~~4,252~~
~~Accrued investment income~~	40
~~Premiums and other receivables~~	~~1,571~~
~~Deferred tax asset~~	~~242~~
~~Other assets~~	10
~~Unpaid loss and loss adjustment expenses~~	~~(6,426)~~
~~Unearned premiums~~	~~(1,003)~~
~~Funds held under reinsurance agreements~~	~~7,980~~
~~Reinsurance premiums payable~~	~~(1,037)~~
~~Accounts payable and accrued expenses~~	~~(316)~~
~~Income taxes payable~~	~~(338)~~
~~Net assets acquired~~	~~5,948~~
~~Gain on bargain purchase~~	$	~~634~~

Note 3. Fair Value Measurements

The Company’s financial instruments include assets and liabilities carried at fair value. The inputs to valuation techniques used to measure fair value are prioritized into a three level hierarchy. The fair value hierarchy is as follows:

Level 1: Fair values primarily based on unadjusted quoted prices in active markets for identical assets or liabilities that the Company has the ability to access at the measurement date.

Level 2: Fair values primarily based on observable inputs, other than quoted prices included in Level 1, or based on prices for similar assets and liabilities.

Level 3: Fair values primarily based on valuations derived when one or more of the significant inputs are unobservable. With little or no observable market, the determination of fair value uses considerable judgment and represents the Company’s best estimate of an amount that could be realized in a market exchange for the asset or liability.

The Company classifies the financial asset or liability by level based upon the lowest level input that is significant to the determination of the fair value. The following tables present the estimated fair value of the Company’s significant financial instruments.

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September 30, 2020
(in thousands) Level 1 Level 2 Level 3 Total
Fixed maturities:
U.S. government and government securities $ 12,932 $ 175 $ 0 $ 13,107
Foreign governments 0 304 0 304
States, territories and possessions 0 7,804 0 7,804
Political subdivisions of states territories and possessions 0 30,869 0 30,869
Special revenue and special assessment obligations 0 76,494 0 76,494
Industrial and public utilities 0 116,138 0 116,138
Commercial mortgage-backed securities 0 18,107 0 18,107
Residential mortgage-backed securities 0 70,384 0 70,384
Other loan-backed securities 0 41,724 0 41,724
Hybrid securities 0 355 0 355
Total fixed maturities 12,932 362,354 0 375,286
Equity securities:
Preferred stock 0 240 0 240
Common stock 882 576 2,000 3,458
Total equity securities 882 816 2,000 3,698
Total investments $ 13,814 $ 363,170 $ 2,000 $ 378,984
Funds held under reinsurance agreements 0 160,614 0 160,614
Debt:
Junior subordinated debt 0 7,732 0 7,732
Secured credit facility 0 32,588 0 32,588
PPP Loan 0 325 0 325
Total debt $ 0 $ 40,645 $ 0 $ 40,645

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		December 31, 2019									June 30, 2021
(in thousands)		Level 1		Level 2		Level 3		Total
											Level 1		Level 2		Level 3		Total
Fixed maturities:	Fixed maturities:									Fixed maturities:
U.S. government and government securities	U.S. government and government securities	$	16,129	$	0	$	0	$	16,129	U.S. government and government securities	$	28,531	$	175	$	0	$	28,706
Foreign governments	Foreign governments	0		302		0		302		Foreign governments	0		2,600		0		2,600
States, territories and possessions	States, territories and possessions	0		4,923		0		4,923		States, territories and possessions	0		8,456		0		8,456
Political subdivisions of states, territories and possessions		0		25,104		0		25,104
Political subdivisions of states territories and possessions										Political subdivisions of states territories and possessions	0		32,166		0		32,166
Special revenue and special assessment obligations	Special revenue and special assessment obligations	0		61,405		0		61,405		Special revenue and special assessment obligations	0		93,441		0		93,441
Industrial and public utilities	Industrial and public utilities	0		123,207		0		123,207		Industrial and public utilities	0		105,987		0		105,987
Commercial mortgage-backed securities	Commercial mortgage-backed securities	0		16,312		0		16,312		Commercial mortgage-backed securities	0		13,129		0		13,129
Residential mortgage-backed securities	Residential mortgage-backed securities	0		54,109		0		54,109		Residential mortgage-backed securities	0		95,652		0		95,652
Other loan-backed securities	Other loan-backed securities	0		36,011		0		36,011		Other loan-backed securities	0		44,444		0		44,444
Hybrid securities	Hybrid securities	0		363		0		363		Hybrid securities	0		362		0		362
Total fixed maturities	Total fixed maturities	16,129		321,736		0		337,865		Total fixed maturities	28,531		396,412		0		424,943
Equity securities:	Equity securities:									Equity securities:
Preferred stock	Preferred stock	0		343		0		343		Preferred stock	0		235		0		235
Common stock	Common stock	0		492		0		492		Common stock	0		741		2,000		2,741
Total equity securities	Total equity securities	0		835		0		835		Total equity securities	0		976		2,000		2,976
Total investments	Total investments	$	16,129	$	322,571	$	0	$	338,700	Total investments	$	28,531	$	397,388	$	2,000	$	427,919

Funds held under reinsurance agreements		0		163,445		0		163,445

Debt:
Junior subordinated debt		0		7,732		0		7,732
Secured credit facility		0		21,637		0		21,637
Total debt		$	0	$	29,369	$	0	$	29,369
Embedded derivatives on funds held under reinsurance agreements										Embedded derivatives on funds held under reinsurance agreements	$	111	$	1,636	$	0	$	1,747
Debt										Debt	0		31,763		0		31,763

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	December 31, 2020
	Level 1		Level 2		Level 3		Total
Fixed maturities:
U.S. government and government securities	$	17,471	$	0	$	0	$	17,471
Foreign governments	0		302		0		302
States, territories and possessions	0		7,774		0		7,774
Political subdivisions of states, territories and possessions	0		33,212		0		33,212
Special revenue and special assessment obligations	0		81,714		0		81,714
Industrial and public utilities	0		113,741		0		113,741
Commercial mortgage-backed securities	0		18,066		0		18,066
Residential mortgage-backed securities	0		93,017		0		93,017
Other loan-backed securities	0		39,945		0		39,945
Hybrid securities	0		362		0		362
Total fixed maturities	17,471		388,133		0		405,604
Equity securities:
Preferred stock	0		240		0		240
Common stock	958		576		2,000		3,534
Total equity securities	958		816		2,000		3,774
Total investments	$	18,429	$	388,949	$	2,000	$	409,378

Embedded derivatives on funds held under reinsurance agreements	$	176	$	4,761	$	0	$	4,937
Debt	0		32,381		0		32,381

Bonds and ~~preferred stocks:~~equity securities: The Company, in conjunction with its third-party pricing service provider, uses a variety of sources to estimate the fair value of investments such as Reuters, Iboxx, PricingDirect, ICE BofAML Index, ICE Data Services, and for equities, Bloomberg. Equity securities are valued at the closing price on the exchange on which they are primarily traded as provided by a third-party pricing service. Fixed income securities are generally valued at an evaluated bid as provided by a third-party pricing service. Securities and other assets generally valued using third-party pricing services may also be valued at broker/dealer bid quotations. Values obtained from third-party pricing services can utilize several data sources for inputs such as transaction data, yield, quality, coupon rate, maturity, issue type, trading characteristics and market activity. To validate the reasonableness of the quoted prices, the Company performs various qualitative and quantitative procedures such as analysis of recent trading activity, analytical review of fair values and an evaluation of the underlying pricing methodologies. Based on these procedures, the Company did not adjust the prices or quotes from the third-party pricing service.

~~Funds held under reinsurance agreements:~~Embedded derivatives: The Company ~~holds certain investments as collateral~~enters into funds held contracts under reinsurance ~~contracts and values these investments~~agreements which create embedded derivatives on the underlying investments. These embedded derivatives are valued based upon the unrealized gain or loss position of the funds held portfolio, which is determined consistent with ~~its~~ other investments using third-party pricing services. To validate the reasonableness of the quoted prices, the Company performs various qualitative and quantitative procedures such as analysis of recent activity, analytical review of fair values and an evaluation of the underlying pricing methodologies. Based on these procedures, the Company did not adjust the prices or quotes from the third-party pricing service.

Debt: The Company holds debt related to ~~multiple~~its secured credit ~~agreements.~~facility. The Company has determined that the remaining balance of the debt reflected its fair value as this would represent the total amount to repay the debt.

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Note 4. Investments

The cost or amortized cost, gross unrealized gains, gross unrealized losses, and estimated fair value of the Company's investments ~~in securities classified as available for sale~~ are as follows:

September 30, 2020
(in thousands) Cost or
Amortized
Cost Gross
Unrealized
Gains Gross
Unrealized
Losses Fair Value
Fixed maturities:
U.S. government and government securities $ 12,701 $ 406 $ 0 $ 13,107
Foreign governments 300 4 0 304
States, territories and possessions 7,537 267 0 7,804
Political subdivisions of states, territories and possessions 29,514 1,356 (1) 30,869
Special revenue and special assessment obligations 72,495 4,041 (42) 76,494
Industrial and public utilities 109,330 6,972 (164) 116,138
Commercial mortgage-backed securities 16,342 1,790 (25) 18,107
Residential mortgage-backed securities 68,864 1,630 (110) 70,384
Other loan-backed securities 41,067 811 (154) 41,724
Hybrid securities 356 1 (2) 355
Total fixed maturities available for sale $ 358,506 $ 17,278 $ (498) $ 375,286


		December 31, 2019									June 30, 2021
(in thousands)		Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
											Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Fixed maturities:	Fixed maturities:									Fixed maturities:
U.S. government and government securities	U.S. government and government securities	$	15,965	$	167	$	(3)	$	16,129	U.S. government and government securities	$	28,510	$	217	$	(21)	$	28,706
Foreign governments	Foreign governments	299		3		0		302		Foreign governments	2,599		1		0		2,600
States, territories and possessions	States, territories and possessions	4,789		134		0		4,923		States, territories and possessions	8,240		225		(9)		8,456
Political subdivisions of states, territories and possessions	Political subdivisions of states, territories and possessions	24,444		670		(10)		25,104		Political subdivisions of states, territories and possessions	31,120		1,087		(41)		32,166
Special revenue and special assessment obligations	Special revenue and special assessment obligations	59,149		2,298		(42)		61,405		Special revenue and special assessment obligations	90,047		3,634		(240)		93,441
Industrial and public utilities	Industrial and public utilities	119,735		3,490		(18)		123,207		Industrial and public utilities	101,624		4,450		(87)		105,987
Commercial mortgage-backed securities	Commercial mortgage-backed securities	15,586		757		(31)		16,312		Commercial mortgage-backed securities	12,032		1,097		0		13,129
Residential mortgage-backed securities	Residential mortgage-backed securities	53,467		679		(37)		54,109		Residential mortgage-backed securities	95,667		890		(905)		95,652
Other loan-backed securities	Other loan-backed securities	35,849		281		(119)		36,011		Other loan-backed securities	43,972		501		(29)		44,444
Hybrid securities	Hybrid securities	357		6		0		363		Hybrid securities	355		7		0		362
Total fixed maturities available for sale	Total fixed maturities available for sale	$	329,640	$	8,485	$	(260)	$	337,865	Total fixed maturities available for sale	414,166		12,109		(1,332)		424,943
Equity securities:										Equity securities:
Preferred stock										Preferred stock	243		0		(8)		235
Common stock										Common stock	741		2,000		0		2,741
Total equity securities										Total equity securities	984		2,000		(8)		2,976
Total investments										Total investments	$	415,150	$	14,109	$	(1,340)	$	427,919

1819

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	December 31, 2020
	Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Fixed maturities:
U.S. government and government securities	$	17,135	$	336	$	0	$	17,471
Foreign governments	300		2		0		302
States, territories and possessions	7,500		274		0		7,774
Political subdivisions of states, territories and possessions	31,759		1,453		0		33,212
Special revenue and special assessment obligations	77,329		4,422		(37)		81,714
Industrial and public utilities	107,017		6,768		(44)		113,741
Commercial mortgage-backed securities	16,242		1,848		(24)		18,066
Residential mortgage-backed securities	91,478		1,626		(87)		93,017
Other loan-backed securities	39,293		719		(67)		39,945
Hybrid securities	356		6		0		362
Total fixed maturities available for sale	388,409		17,454		(259)		405,604
Equity securities:
Preferred stock	243		0		(3)		240
Common stock	1,554		2,053		(73)		3,534
Total equity securities	1,797		2,053		(76)		3,774
Total investments	$	390,206	$	19,507	$	(335)	$	409,378

The following table illustrates the Company’s gross unrealized losses and fair value of fixed maturities, aggregated by investment category and length of time that individual securities have been in a continuous unrealized loss position:

September 30, 2020
Less Than 12 Months 12 Months or More Total
(in thousands) Fair Value Unrealized Loss Fair Value Unrealized Loss Fair Value Unrealized Loss
Fixed maturities:
U.S. government and government securities $ 100 $ 0 $ 0 $ 0 $ 100 $ 0
Foreign governments 0 0 0 0 0 0
States, territories and possessions 0 0 0 0 0 0
Political subdivisions of states, territories and possessions 299 (1) 0 0 299 (1)
Special revenue and special assessment obligations 2,347 (42) 0 0 2,347 (42)
Industrial and public utilities 2,172 (164) 0 0 2,172 (164)
Commercial mortgage-backed securities 1,000 (25) 0 0 1,000 (25)
Residential mortgage-backed securities 13,931 (95) 280 (15) 14,211 (110)
Other loan-backed securities 4,033 (28) 10,466 (126) 14,499 (154)
Hybrid securities 248 (2) 0 0 248 (2)
Total bonds $ 24,130 $ (357) $ 10,746 $ (141) $ 34,876 $ (498)


	June 30, 2021
	Less Than 12 Months				12 Months or More				Total
	Fair Value		Unrealized Loss		Fair Value		Unrealized Loss		Fair Value		Unrealized Loss
Fixed maturities:
U.S. government and government securities	$	6,627	$	(21)	$	0	$	0	$	6,627	$	(21)
Foreign governments	0		0		0		0		0		0
States, territories and possessions	316		(9)		0		0		316		(9)
Political subdivisions of states, territories and possessions	4,188		(41)		0		0		4,188		(41)
Special revenue and special assessment obligations	17,868		(240)		0		0		17,868		(240)
Industrial and public utilities	15,323		(87)		0		0		15,323		(87)
Commercial mortgage-backed securities	0		0		0		0		0		0
Residential mortgage-backed securities	57,307		(877)		737		(28)		58,044		(905)
Other loan-backed securities	10,464		(9)		2,480		(20)		12,944		(29)
Hybrid securities	250		0		0		0		250		0
Total bonds	$	112,343	$	(1,284)	$	3,217	$	(48)	$	115,560	$	(1,332)

December 31, 2019
Less Than 12 Months 12 Months or More Total
(in thousands) Fair Value Unrealized Loss Fair Value Unrealized Loss Fair Value Unrealized Loss
Fixed maturities:
U.S. government and government securities $ 293 $ (2) $ 1,349 $ (1) $ 1,642 $ (3)
Foreign governments 0 0 0 0 0 0
States, territories and possessions 0 0 0 0 0 0
Political subdivisions of states, territories and possessions 1,500 (9) 690 (1) 2,190 (10)
Special revenue and special assessment obligations 3,206 (42) 181 0 3,387 (42)
Industrial and public utilities 5,939 (16) 1,094 (2) 7,033 (18)
Commercial mortgage-backed securities 2,138 (30) 129 (1) 2,267 (31)
Residential mortgage-backed securities 6,936 (13) 1,917 (24) 8,853 (37)
Other loan-backed securities 2,189 (11) 13,885 (108) 16,074 (119)
Hybrid securities 0 0 0 0 0 0
Total bonds $ 22,201 $ (123) $ 19,245 $ (137) $ 41,446 $ (260)

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	December 31, 2020
	Less Than 12 Months				12 Months or More				Total
	Fair Value		Unrealized Loss		Fair Value		Unrealized Loss		Fair Value		Unrealized Loss
Fixed maturities:
U.S. government and government securities	$	4,518	$	0	$	0	$	0	$	4,518	$	0
Foreign governments	0		0		0		0		0		0
States, territories and possessions	0		0		0		0		0		0
Political subdivisions of states, territories and possessions	0		0		0		0		0		0
Special revenue and special assessment obligations	2,923		(37)		0		0		2,923		(37)
Industrial and public utilities	2,106		(44)		0		0		2,106		(44)
Commercial mortgage-backed securities	999		(24)		0		0		999		(24)
Residential mortgage-backed securities	8,811		(74)		262		(13)		9,073		(87)
Other loan-backed securities	2,037		(10)		9,036		(57)		11,073		(67)
Hybrid securities	250		0		0		0		250		0
Total bonds	$	21,644	$	(189)	$	9,298	$	(70)	$	30,942	$	(259)

The unrealized losses on the Company’s available for sale securities as of ~~September~~June 30, ~~2020~~2021 and December 31, ~~2019~~2020 were primarily ~~caused by widening~~attributable to an increase in ~~corporate and tax exempt spreads, rather than credit-related problems.~~interest rates, which predominantly impacted fixed maturities acquired since the second quarter of 2020.

~~Table of Contents~~

The amortized cost and estimated fair value of fixed maturities as of ~~September~~June 30, ~~2020,~~2021, by contractual maturity, are as follows:


(in thousands)		Cost or Amortized Cost		Fair Value
							Cost or Amortized Cost		Fair Value
Available for sale:	Available for sale:					Available for sale:
Due in one year or less	Due in one year or less	$	19,595	$	19,818	Due in one year or less	$	30,510	$	30,870
Due after one year but before five years	Due after one year but before five years	104,832		110,134		Due after one year but before five years	103,298		106,728
Due after five years but before ten years	Due after five years but before ten years	59,166		64,122		Due after five years but before ten years	64,393		67,848
Due after ten years	Due after ten years	48,640		50,997		Due after ten years	64,294		66,272
Commercial mortgage-backed securities	Commercial mortgage-backed securities	16,342		18,107		Commercial mortgage-backed securities	12,032		13,129
Residential mortgage-backed securities	Residential mortgage-backed securities	68,864		70,384		Residential mortgage-backed securities	95,667		95,652
Other loan-backed securities	Other loan-backed securities	41,067		41,724		Other loan-backed securities	43,972		44,444
Total	Total	$	358,506	$	375,286	Total	$	414,166	$	424,943

Actual maturities may differ from contractual maturities as issuers may have the right to call or prepay obligations with or without call or prepayment penalties.

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Realized gains and losses on investments included in the condensed consolidated statements of operations for the three and ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 and ~~2019~~2020 are as follows:


		Three Months Ended September 30,				Nine Months Ended September 30,					Three Months Ended June 30,				Six Months Ended June 30,
(in thousands)		2020		2019		2020		2019
											2021		2020		2021		2020
Fixed maturities:	Fixed maturities:									Fixed maturities:
Gains	Gains	$	120	$	(42)	$	239	$	78	Gains	$	18	$	0	$	98	$	119
Losses	Losses	(6)		8		(7)		(23)		Losses	(8)		(1)		(75)		(1)
Total fixed maturities	Total fixed maturities	114		(34)		232		55		Total fixed maturities	10		(1)		23		118
Equity securities:	Equity securities:									Equity securities:
Equity method investments:	Equity method investments:									Equity method investments:
Gains	Gains	0		0		3,115		0		Gains	0		0		0		3,115
Total equity securities	Total equity securities	0		0		3,115		0		Total equity securities	0		0		0		3,115
Total net investment realized gains (losses)	Total net investment realized gains (losses)	$	114	$	(34)	$	3,347	$	55	Total net investment realized gains (losses)	$	10	$	(1)	$	23	$	3,233

Net investment income consists of the following for the three and ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 and ~~2019:~~2020:


		Three Months Ended September 30,				Nine Months Ended September 30,					Three Months Ended June 30,				Six Months Ended June 30,
(in thousands)		2020		2019		2020		2019
											2021		2020		2021		2020
Fixed maturities	Fixed maturities	$	1,804	$	1,677	$	4,684	$	4,504	Fixed maturities	$	1,577	$	1,408	$	3,137	$	2,880
Income on funds held investments										Income on funds held investments	519		1,001		1,199		1,974
Preferred stock	Preferred stock	19		10		39		(13)		Preferred stock	6		34		36		20
Common stock	Common stock	30		0		1,904		0		Common stock	0		75		0		1,874
Interest earned on cash and short-term investments	Interest earned on cash and short-term investments	4		34		26		87		Interest earned on cash and short-term investments	1		7		3		22
Net investment income	Net investment income	$	1,857	$	1,721	$	6,653	$	4,578	Net investment income	$	2,103	$	2,525	$	4,375	$	6,770

Embedded derivatives

The Company enters into funds held contracts under reinsurance agreements which create embedded derivatives, which are measured at fair value. The embedded derivatives within our funds held under reinsurance agreements relate to a total return swap on the underlying investments. Total funds held under reinsurance agreements includes the following:


	June 30, 2021		December 31, 2020
Funds held under reinsurance agreements, at cost	$	159,266	$	169,767
Embedded derivatives, at fair value	1,747		4,937
Total funds held under reinsurance agreements	$	161,013	$	174,704

The change in value of embedded derivatives for the three months ended June 30, 2021 and 2020 was a loss of $167 and $2,990, respectively. The change in value of embedded derivatives for the six months ended June 30, 2021 was a gain of $3,189, compared to a loss of $3,206 for the six months ended June 30, 2020. Changes in value of embedded derivatives is included in gains (losses) on embedded derivatives in the consolidated statement of operations. Investment expenses associated with the embedded derivatives for the three and six months ended June 30, 2021 was $519 and $1,199, respectively, compared to $1,001 and $1,974 for the three and six months ended June 30, 2020, which is included in gains (losses) on embedded derivatives on the consolidated statement of operations. These embedded derivatives had no impact on total operating, investing and financing activities on the Company’s condensed consolidated statements of cash flows during the three and six months ended June 30, 2021 and 2020.

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Note 5. Equity Method Investments

The Company had investments in Compstar and Trean Intermediaries ~~(TRI)~~("TRI"). Equity earnings and losses are reported in equity earnings in affiliates, net of tax on the condensed consolidated statements of operations.

On July 15, 2020, the Company purchased the remaining 55% ownership interest in Compstar (See Note 2)~~. Prior to~~ and, as a result, Compstar is no longer recorded as an equity method investment. For the ~~acquisition,~~three and six months ended June 30, 2020, the ~~Company owned 45% of Compstar which had a carrying value of approximately $11,831 as of December 31, 2019. The~~ Company recorded earnings ~~for the three months ended September 30, 2020~~of $1,230 and ~~2019~~$1,932, respectively, and received distributions of ~~$401~~$1,024 and $919, respectively. Distributions received from Compstar for the three months ended September 30, 2020 and 2019 were $540 and $1,458, respectively. The Company recorded earnings for the nine months ended September 30, 2020 and 2019 of $2,333 and $2,053, respectively. Distributions received from Compstar for the nine months ended September 30, 2020 and 2019 were $2,842 and $2,995,$2,302, respectively.

On January 3, 2020, the Company sold 15% of its previous 25% ownership in TRI for cash proceeds of ~~$3,000. The Company currently maintains~~$3,000 resulting in a ~~10%~~remaining ownership interest ~~in TRI.~~of 10%. As a result of its significant ownership reduction and its lack of significant influence over the operations and policies of TRI, the Company reclassified its TRI investment, at fair value, to investments in common stock in the first quarter of 2020. The Company realized a gain on the sale of $3,115, which is included in net realized capital gains on the condensed consolidated statements of operations. The Company subsequently re-measured its TRI investment shares resulting in an unrealized gain of $2,000, which is recorded in net investment income on the condensed consolidated statement of operations. The ~~carrying value of TRI as of December 31, 2019 was approximately $110. The~~ Company received distributions ~~totaling~~of $225 for the ~~nine~~six months ended ~~September~~June 30, 2020. The Company recorded earnings of $104 and $445 for the three and nine months ended September 30, 2019, respectively. The Company received 0 distributions for the three months ended September 30, 2019, and $591 for the nine months ended September 30, 2019.currently maintains a 4% ownership interest in TRI due to further ownership dilution under its current operating agreement.

Note 6. Debt

Debt consisted of the following:

(in thousands) September 30, 2020 December 31, 2019
Junior subordinated debt $ 7,732 $ 7,732
Secured credit facility 32,588 21,637
PPP Loan 325 0
Total debt 40,645 29,369
Less: unamortized deferred financing costs (787) (329)
Net debt $ 39,858 $ 29,040


	June 30, 2021		December 31, 2020
Secured credit facility	$	31,763	$	32,381
Less: unamortized deferred financing costs	(660)		(744)
Net debt	$	31,103	$	31,637

~~Junior Subordinated Debt~~

In June 2006, Trean Capital Trust I (the Trust) issued 7,500 shares of preferred capital securities to qualified institutional buyers and 232 common securities to Trean Corp. The proceeds of such issuances were invested by the Trust in $7,732 aggregate principal amount of Trean Corp's Junior Subordinated Debt due 2036 (the Subordinated Notes). The Subordinated Notes represent the sole assets of the Trust. The Subordinated Notes mature on July 7, 2036. The interest rate was a fixed rate of 9.167% until July 7, 2011, after which a variable interest rate of LIBOR (0.28% and 1.99% as of September 30, 2020 and December 31, 2019, respectively) plus 3.50% was in effect. The interest rate totaled 3.78% and 5.49% as of September 30, 2020 and December 31, 2019, respectively. There are optional dates for redemption of the Subordinated Notes, at the option of the Company, on any January 7, April 7, July 7, or October 7 following July 7, 2011. There are no funding requirements for Trean Corp to the Trust except for the necessary quarterly interest payments. Trean Corp is the guarantor of the Subordinated Notes.

The preferred capital securities issued by the Trust in turn pay quarterly cash distributions at an annual rate of 9.167% per annum of the liquidation amount of $1 per security until July 7, 2011 and thereafter at a variable rate per annum, reset quarterly, equal to LIBOR plus 3.50%. These preferred securities were guaranteed by the Company and were paid off in full on October 7, 2020.

~~Table of Contents~~

The Company recorded $69 and $115 of interest expense associated with the Subordinated Notes during the three months ended September 30, 2020 and 2019, respectively. During the nine months ended September 30, 2020 and 2019, the Company recorded $265 and $356 of interest expense, respectively, associated with the Subordinated Notes.

The terms of the Subordinated Notes require the Company to maintain certain general and financial covenants and ratios. The Company was in compliance with all covenants and ratios as of September 30, 2020 and December 31, 2019. The Subordinated Notes were redeemed in full on October 7, 2020.

Secured Credit Facility

In April 2018, Trean Corp entered into a credit agreement with a bank which includes a term loan facility totaling $27,500 and a revolving credit facility of $3,000. Borrowings are secured by substantially all of the assets of Trean and its subsidiaries.

On May 26, 2020, the Company entered into a new Amended and Restated Credit Agreement which, among other things, extended the Company's credit facility for a period of five years through May 26, 2025 and increased its term loan facility by $11,707, resulting in a total term loan debt amount of $33,000 at the time of closing. The loan has a variable interest rate of LIBOR plus ~~3.50% and 3.00%~~4.50%, which was ~~4.81%~~4.71% and ~~6.33%~~4.72% as of ~~September~~June 30, ~~2020~~2021 and December 31, ~~2019,~~2020, respectively. The outstanding principal balance of the loan is to be repaid in quarterly installments which escalate from $206 to $825. All equity securities of the subsidiaries of Trean Insurance Group, Inc. (other than Benchmark Holding Company and its subsidiaries) have been pledged as collateral.

The Company recorded ~~$403~~$383 and ~~$369~~$388 of interest expense ~~associated~~ with its credit facility during the three months ended ~~September~~June 30, ~~2020~~2021 and ~~2019,~~2020, respectively. During the ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 and ~~2019,~~2020, the Company recorded ~~$1,125~~$768 and ~~$1,261~~$722 of interest expense, respectively, associated with its credit facility.

The terms of the credit facility require the Company to maintain certain financial covenants and ratios. The Company was in compliance with all covenants and ratios as of ~~September~~June 30, ~~2020~~2021 and December 31, ~~2019.~~

~~PPP Loan~~

In conjunction with the acquisition of Compstar (See Note 2), the Company acquired a Federal Paycheck Protection Program Loan (PPP Loan) with a principal balance of $325. The PPP Loan has a fixed interest rate of 1.00%. The Company recorded $1 of interest expense for the three and nine months ended September 30, 2020.

~~Oak Street Loan~~

In conjunction with the acquisition of Compstar (See Note 2), the Company acquired a loan from Oak Street Funding with a total principle of $19,740. In July 2020, upon completion of the acquisition, the Company paid this loan off in full.

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Note 7. Revenue from Contracts with Customers

Revenue from contracts with customers, included in other revenue, includes brokerage, management, third-party administrative and consulting ~~fees.~~and other fee-based revenue. Revenue from contracts with customers was ~~$5,401~~$1,229 and ~~$11,323~~$5,884 for the three and ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, respectively, compared to ~~$2,561~~$1,530 and ~~$8,049~~$5,922 for the three and ~~nine~~six months ended ~~September~~June 30, ~~2019,~~2020, respectively.

The following table presents the revenues recognized from contracts with customers included in the condensed consolidated statements of operations.


		Three Months Ended September 30,				Nine Months Ended September 30,					Three Months Ended June 30,				Six Months Ended June 30,
(in thousands)		2020		2019		2020		2019
											2021		2020		2021		2020
Brokerage	Brokerage	$	4,422	$	1,820	$	8,870	$	5,435	Brokerage	$	770	$	755	$	4,225	$	4,448
Managing general agent fees	Managing general agent fees	312		144		720		711		Managing general agent fees	30		254		319		408
Third-party administrator fees	Third-party administrator fees	562		432		1,329		1,405		Third-party administrator fees	376		383		754		767
Consulting fees		105		165		404		498
Consulting and other fee-based revenue										Consulting and other fee-based revenue	53		138		586		299
Total revenue from contracts with customers	Total revenue from contracts with customers	$	5,401	$	2,561	$	11,323	$	8,049	Total revenue from contracts with customers	$	1,229	$	1,530	$	5,884	$	5,922

The Company did not have any contract liabilities as of ~~September~~June 30, ~~2020~~2021 or December 31, ~~2019.~~2020. The following table provides information related to the contract assets from contracts with customers. Contract assets are included within other assets on the condensed consolidated balance sheets.

(in thousands) September 30, 2020 December 31, 2019
Contract assets $ 5,405 $ 1,103


	June 30, 2021		December 31, 2020
Contract assets	$	4,623	$	3,405

Note 8. Income Taxes

Income tax expense for interim periods is measured using an estimated effective income tax rate for the annual period. The Company's effective tax rate was ~~1.1%~~16.3% for the three months ended June 30, 2021. The effective tax rate differed from the statutory rate primarily due to the impact of tax-exempt municipal income on the Company's investments. The Company's effective tax rate was 20.7% for the six months ended June 30, 2021. The effective tax rate differed from the statutory rate primarily due to the impact of tax-exempt municipal income on the Company's investments.

The Company’s effective tax rate was 73.3% and ~~5.5%~~26.6% for the three and ~~nine~~six months ended ~~September~~June 30, 2020, respectively. The effective tax rate differed from the statutory rate primarily due to the ~~non-tax impact of the gain recorded on the revaluation of the Company's original 45% investment in Compstar, offset by certain IPO-related expenses not deductible for tax purposes.~~

~~The Company's effective tax rate was 22.6% for the three months ended September 30, 2019. The effective tax rate differed from the statutory rate of 21% due to the~~ impact of state ~~taxes. The Company's effective~~taxes and the deferred tax ~~rate was 19.5% for the nine months ended September 30, 2019. The effective~~effect of a tax ~~rate differed from the statutory rate primarily due to book and tax basis differences resulting from the acquisition of FCCIC.~~accounting method change on excess ceding commissions.

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Note 9. Liability for Unpaid Losses and Loss Adjustment Expense

The following table represents a reconciliation of changes in the liability for unpaid losses and LAE.


		Three Months Ended September 30,				Nine Months Ended September 30,					Three Months Ended June 30,				Six Months Ended June 30,
(in thousands)		2020		2019		2020		2019
											2021		2020		2021		2020
Unpaid losses and LAE reserves at beginning of period	Unpaid losses and LAE reserves at beginning of period	$	442,500	$	382,473	$	406,716	$	340,415	Unpaid losses and LAE reserves at beginning of period	$	485,532	$	418,757	$	457,817	$	406,716
Less losses ceded through reinsurance	Less losses ceded through reinsurance	(332,765)		(283,974)		(304,005)		(257,421)		Less losses ceded through reinsurance	(353,158)		(312,105)		(335,655)		(304,005)
Net unpaid losses and LAE at beginning of period	Net unpaid losses and LAE at beginning of period	109,735		98,499		102,711		82,994		Net unpaid losses and LAE at beginning of period	132,374		106,652		122,162		102,711
Acquisition of First Choice Casualty Insurance Company		0		0		0		6,366
Incurred losses and LAE related to:	Incurred losses and LAE related to:									Incurred losses and LAE related to:
Current period	Current period	15,864		14,358		43,053		41,637		Current period	30,178		13,020		55,085		27,189
Prior period	Prior period	(300)		(382)		(2,372)		(3,191)		Prior period	(453)		(837)		(479)		(2,072)
Total incurred losses and LAE	Total incurred losses and LAE	15,564		13,976		40,681		38,446		Total incurred losses and LAE	29,725		12,183		54,606		25,117
Paid losses and LAE, net of reinsurance, related to:	Paid losses and LAE, net of reinsurance, related to:									Paid losses and LAE, net of reinsurance, related to:
Current period	Current period	4,196		4,076		8,786		6,404		Current period	8,950		3,392		12,473		4,590
Prior period	Prior period	4,771		2,107		18,274		15,110		Prior period	9,190		5,708		20,336		13,503
Total paid losses and LAE	Total paid losses and LAE	8,967		6,183		27,060		21,514		Total paid losses and LAE	18,140		9,100		32,809		18,093
Net unpaid losses and LAE at end of period	Net unpaid losses and LAE at end of period	116,332		106,292		116,332		106,292		Net unpaid losses and LAE at end of period	143,959		109,735		143,959		109,735
Plus losses ceded through reinsurance	Plus losses ceded through reinsurance	349,170		299,959		349,170		299,959		Plus losses ceded through reinsurance	358,601		332,765		358,601		332,765
Unpaid losses and LAE reserves at end of period	Unpaid losses and LAE reserves at end of period	$	465,502	$	406,251	$	465,502	$	406,251	Unpaid losses and LAE reserves at end of period	$	502,560	$	442,500	$	502,560	$	442,500

~~As a result of changes in estimates of insured events in prior years,~~During the ~~provision~~three and six months ended June 30, 2021, the reserves for unpaid losses and LAE ~~decreased~~developed favorably by ~~approximately $300 for~~$453 and $479, respectively, primarily attributable to net case reserve releases.

During the three and six months ended ~~September~~June 30, 2020, ~~and $382 for~~ the ~~three months ended September 30, 2019. The provision~~reserves for unpaid losses and LAE ~~decreased~~developed favorably by ~~approximately $2,372~~$837 and ~~$3,191 for the nine months ended September 30, 2020 and 2019,~~$2,072, respectively, primarily attributable to the development in the Company’s workers’ compensation book of business.

Note 10. Reinsurance

The Company utilizes reinsurance contracts to reduce its exposure to losses in all aspects of its insurance business. Such reinsurance permits recovery of a portion of losses from reinsurers, although it does not relieve the Company from its primary liability to policyholders. Failure of reinsurers to honor their obligations could result in losses to the Company. The Company evaluates the financial strength of potential reinsurers and continually monitors the financial condition of its reinsurers.

A summary of the impact of ceded reinsurance on premiums written and premiums earned is as follows:


		Three Months Ended September 30,																	Three Months Ended June 30,
		2020								2019									2021								2020
(in thousands)		Gross		Assumed		Ceded		Net		Gross		Assumed		Ceded		Net
																			Gross		Assumed		Ceded		Net		Gross		Assumed		Ceded		Net
Written premiums	Written premiums	$	129,927	$	2,357	$	(94,083)	$	38,201	$	105,947	$	1,587	$	(85,073)	$	22,461	Written premiums	$	153,049	$	3,502	$	(101,306)	$	55,245	$	107,596	$	2,016	$	(86,586)	$	23,026
Earned premiums	Earned premiums	107,314		2,007		(81,465)		27,856		100,297		1,625		(79,761)		22,161		Earned premiums	136,362		2,262		(90,681)		47,943		98,337		2,010		(78,968)		21,379

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		Nine Months Ended September 30,																	Six Months Ended June 30,
		2020								2019									2021								2020
(in thousands)		Gross		Assumed		Ceded		Net		Gross		Assumed		Ceded		Net
																			Gross		Assumed		Ceded		Net		Gross		Assumed		Ceded		Net
Written premiums	Written premiums	$	343,500	$	6,255	$	(262,301)	$	87,454	$	308,267	$	5,221	$	(247,705)	$	65,783	Written premiums	$	297,947	$	5,334	$	(190,790)	$	112,491	$	213,573	$	3,898	$	(168,218)	$	49,253
Earned premiums	Earned premiums	304,194		5,960		(238,460)		71,694		289,947		5,442		(230,227)		65,162		Earned premiums	262,766		4,157		(177,846)		89,077		196,880		3,953		(156,995)		43,838

Note 11. Leases

~~Adoption of Leases, Topic 842~~

~~On January 1, 2020, the Company adopted~~ ~~ASU No. 2016-02~~, ~~Leases (Topic 842)~~, and all related amendments under the modified retrospective approach. Under this transition approach, comparative prior periods, including disclosures, were not restated. The Company elected the transition package of practical expedients which, among other things, allowed the Company to carry forward historical lease classification. The Company chose not to elect the hindsight practical expedient. The Company has elected, as a practical expedient, to account for lease components and any non-lease components within a contract as a single lease component, and therefore allocates all of the expected lease payments to the lease component. The adoption of the standard did not have an impact on the Company's condensed consolidated statements of operations and there was no adjustment to its retained earnings opening balance sheet as of January 1, 2020. The Company does not expect the adoption of the new standard to have a material impact on the Company's operating results on an ongoing basis. The most significant impact of the new lease standard was the recognition of right-of-use assets and lease liabilities for operating leases. On January 1, 2020, the adoption of the new standard resulted in the recognition of a right-of-use asset and total lease liability of $5,946.

The Company's leases consist of operating leases for office space and equipment. The Company determines if an arrangement is a lease at inception. Leases with an initial term of 12 months or less are not recorded on the balance sheet. Right-of-use assets represent the Company's right to use an underlying asset for the lease term and lease liabilities represent the Company's obligation to make lease payments arising from the lease. Operating lease right-of-use assets are recognized at commencement date based on the present value of lease payments over the lease term. As the Company's leases do not provide an implicit rate, the Company uses its incremental borrowing rate based on the information available at commencement date in determining the present value of lease payments. Some of the Company's leases include options to extend the term, which is only included in the lease liability and right-of-use ~~assets~~asset calculation when it is reasonably certain the Company will exercise that option. Our leases have remaining terms ranging from one month to 9348 months, some of which have options to extend the lease for up to 5 years. As of ~~September~~June 30, ~~2020,~~2021, the lease liability and right-of-use assets did not include the impact of any lease extension options as it is not reasonably certain that the Company will exercise the extension options.

Total lease expense for the three months ended ~~September~~June 30, 2021 was $597, inclusive of $18 in variable lease expense. Total lease expense for the three months ended June 30, 2020 was ~~$641,~~$535, inclusive of ~~$72~~$22 in variable lease expense. The Company also sublets some of its leased office space and recorded ~~$11~~$23 and $36 of sublease income for the three months ended ~~September~~June 30, 2021 and 2020, respectively, which is included in other income on the condensed consolidated ~~statements~~statement of operations. ~~Total rent expense was $382 and sublease income was $30 for the three months ended September 30, 2019, which were recorded prior to the adoption of ASU 2016-02.~~

Total lease expense for the ~~nine~~six months ended ~~September~~June 30, 2021 was $1,205, inclusive of $27 in variable lease expense. Total lease expense for the six months ended June 30, 2020 was ~~$1,755,~~$1,114, inclusive of ~~$214~~$142 in variable lease expense. The Company also sublets some of its leased office space and recorded ~~$59~~$41 and $48 of sublease income for the ~~nine~~six months ended ~~September~~June 30, 2021 and 2020, respectively, which is included in other income on the condensed consolidated statement of operations. ~~Total rent expense was $1,119 and sublease income was $90 for the nine months ended September 30, 2019, which were recorded prior to the adoption of ASU 2016-02.~~

~~Table of Contents~~

Supplemental balance sheet information, the weighted average remaining lease term and weighted average discount rate related to leases were as follows:


~~(dollars in thousands)~~	~~September 30, 2020~~
~~Right of use asset~~	$	~~6,558~~
~~Lease liability~~	$	~~7,054~~
~~Weighted average remaining lease term~~	~~3.49 years~~
~~Weighted average discount rate~~	~~6.41~~		%

~~Future maturities of lease liabilities as of September 30, 2020 are as follows:~~

(in thousands) Operating Leases
2020 $ 595
2021 2,324
2022 2,266
2023 1,686
2024 922
Thereafter 78
Total lease payments 7,871
Less: imputed interest (817)
Total lease liabilities $ 7,054

~~The Company had the following minimum annual commitments for payment of leases as of December 31, 2019:~~

(in thousands) Rent Expense
2020 $ 1,718
2021 1,614
2022 1,594
2023 1,191
2024 669
Thereafter 46
Total lease payments $ 6,832


	June 30, 2021			December 31, 2020
Right of use asset	$	5,378		$	6,338
Lease liability	$	5,855		$	6,893
Weighted average remaining lease term	2.82 years			3.26 years
Weighted average discount rate	6.36		%	6.37		%

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Future maturities of lease liabilities as of June 30, 2021 are as follows:


	Operating Leases
2021	$	1,208
2022	2,369
2023	1,783
2024	934
2025	94
Total lease payments	6,388
Less: imputed interest	(533)
Total lease liabilities	$	5,855

Note 12. Equity

Initial Public Offering and Reorganization

On July 20, 2020, Trean Insurance Group, Inc. closed the sale of 10,714,286 shares of its common stock in its IPO, comprised of 7,142,857 shares issued and sold by Trean Insurance Group, Inc. and 3,571,429 shares sold by selling ~~shareholders.~~stockholders. On July 22, 2020, Trean Insurance Group, Inc. closed the sale of an additional 1,207,142 shares by certain selling ~~shareholders~~stockholders in the IPO pursuant to the exercise of the underwriters’ option to purchase additional shares to cover over-allotments. The IPO price per share was $15.00. The aggregate IPO price for all shares sold in the IPO was approximately $107,142 and the aggregate initial public offering price for all shares sold by the selling ~~shareholders~~stockholders in the IPO was approximately $71,678. The shares began trading on the Nasdaq Global Select Market on July 16, 2020 under the symbol "TIG". The offer and sale was pursuant to a registration statement on Form S-1 (File No. 333-239291), which was declared effective by the SEC on July 15, 2020.

Trean Insurance Group, Inc. received net proceeds from the sale of shares in the IPO of approximately ~~$94,906~~$93,139 after deducting underwriting discounts and commissions of $7,500 and estimated offering expenses of ~~$4,737.~~$6,503. Trean Insurance Group, Inc. did not receive any proceeds from the sale of shares by the selling ~~shareholders.~~stockholders. In addition, and in conjunction with its IPO, Trean Insurance Group, Inc. issued 6,613,606 shares of common stock, with a purchase price value of $99,204, to acquire the remaining 55% ownership in Compstar Holding Company LLC. ~~See Part II, Item 2, "Unregistered Sales of Equity Securities and Use of Proceeds" for a detailed discussion of use of proceeds associated with the IPO.~~

Prior to the completion of the above offering, the Company effected the following reorganization transactions: (i) each of Trean and BIC contributed all of their respective assets and liabilities to Trean Insurance Group, Inc., a newly formed direct subsidiary of BIC, in exchange for shares of common stock in Trean Insurance Group, Inc. and (ii) upon the completion of the transfers by Trean and BIC, Trean and BIC were dissolved and distributed in-kind common shares to the pre-IPO unitholders.

Common Stock

The Company currently has authorized 600,000,000 shares of common stock with a par value of $0.01. As of ~~September~~June 30, ~~2020,~~2021, there were ~~51,148,782~~51,157,004 shares of common stock issued and outstanding.

Members' Equity

Prior to the IPO of Trean Insurance Group, Inc., the Company had three classes of ownership units, each with its respective rights, preferences and privileges as follows:

1)Class A Units: ~~Receive~~Received an allocation of profits and losses incurred by the Company as well as ~~maintain~~maintained the right to receive distributions, along with Class B Units, on a pro rata basis prior to distributions made to other classes of ownership units.

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2)Class B Units: ~~Receive~~Received an allocation of profits and losses incurred by the Company as well as ~~maintain~~maintained the right to receive distributions, along with Class A Units, on a pro rata basis prior to distributions made to other classes of ownership units. Class B ~~maintains~~maintained both voting and non-voting units. Each Class B Voting Unit iswas entitled to one vote per Class B Voting Unit on each matter to which the members ~~are~~were entitled to vote. Class B Non-Voting Units ~~maintain~~maintained all rights, preferences and privileges allowed to Class B Voting Units with the exception of voting rights.

3)Class C Units: ~~Receive~~Received an allocation of profits and losses incurred by the Company. Participating Class C Units ~~maintain~~maintained the right to receive distributions after any Class A or Class B units based on the unit holders’ pro rata share.

As part of the corporate reorganization performed in conjunction with the IPO of Trean Insurance Group, all ownership units were exchanged for a total of 37,386,394 shares of the Company's common stock.

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~~Redeemable Preferred Stock~~

Trean Corp has designated and authorized 1,000,000 shares as Series A Redeemable Preferred Stock (Series A) which have no voting rights. The holder is entitled to receive annual cumulative dividends at 4.5% of the original cost per share. In the event of liquidation, dissolution, or winding up of the affairs of Trean Corp, liquidation distributions are made to preferred shareholders before common shareholders. Series A contained no conversion features. During 2019 the Company redeemed all of its remaining shares of Series A.

Benchmark Holding Company has designated and authorized 1,000,000 shares as Series B Redeemable Preferred Stock (Series B) which have no voting rights. The holder is entitled to receive annual cumulative dividends as a percentage of the original cost per share or the actual earning on the invested funds. In the event of liquidation, dissolution, or winding up of the affairs of Benchmark Holding Company, liquidation distributions are made to preferred shareholders before common shareholders. Series B contains no conversion features. The liquidation preference and redemptive value of Series B is equivalent to its carrying value as of September 30, 2020 and December 31, 2019. The Company classified the shares of Series B within temporary equity on the condensed consolidated balance sheets as of September 30, 2020 and December 31, 2019, due to the liquidation rights associated with the termination of the shareholder customer agreement. In conjunction with the IPO of Trean Insurance Group, Inc. on July 15, 2020, the Company redeemed all of its remaining shares of Series B.

The cumulative dividends earned by Series B holders totaled approximately $45 and $128 for the three and nine months ended September 30, 2020, respectively, which consist of the following (in thousands, except share and per share amounts):

Three Months Ended September 30, 2020
Total Dividend Dividend per Share Weighted
Average Shares
Dividends on preferred shares - Series B $ 45 $ 890.85 51.00

Nine Months Ended September 30, 2020
Total Dividend Dividend per Share Weighted
Average Shares
Dividends on preferred shares - Series B $ 128 $ 2,513.76 51.00

The cumulative dividends earned by Series A and Series B holders totaled approximately $48 and $144 for the three and nine months ended September 30, 2019, respectively, which consist of the following (in thousands, except share and per share amounts):

Three Months Ended September 30, 2019
Total Dividend Dividend per Share Weighted
Average Shares
Dividends on preferred shares - Series A $ 12 $ 1,134.15 10.00
Dividends on preferred shares - Series B 36 605.42 60.00
Total preferred share dividends $ 48

Nine Months Ended September 30, 2019
Total Dividend Dividend per Share Weighted
Average Shares
Dividends on preferred shares - Series A $ 34 $ 3,365.75 10.00
Dividends on preferred shares - Series B 110 1,845.88 60.00
Total preferred share dividends $ 144

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Note 13. Earnings Per Share

Basic earnings per share ~~(EPS)~~("EPS") is computed by dividing net income by the weighted average number of shares outstanding during reported periods. Diluted EPS reflects the potential dilution that could occur if securities or other contracts to issue common stock were exercised or converted into common stock of the Company during reported periods and is calculated using the treasury stock method. As a result of the Company's ~~third quarter~~ IPO and corporate reorganization in the third quarter of 2020, the number of shares used to compute earnings per share for pre-reorganization ~~2019~~2020 periods presented was retrospectively adjusted to reflect the recapitalization akin to a split-like situation.

The following table presents the calculation of basic and diluted EPS of common stock:


		Three Months Ended September 30,				Nine Months Ended September 30,					Three Months Ended June 30,				Six Months Ended June 30,
(in thousands, except share and per share amounts)		2020		2019		2020		2019
Net income - basic and diluted		$	69,337	$	5,786	$	82,663	$	20,628
											2021		2020		2021		2020
Weighted average number of shares outstanding - basic		49,054,441		37,386,394		41,304,132		37,386,394
Net income — basic and diluted										Net income — basic and diluted	$	2,126	$	1,358	$	11,568	$	10,793

Weighted average number of shares outstanding — basic										Weighted average number of shares outstanding — basic	51,152,979		37,386,394		51,150,881		37,386,394
Effect of dilutive securities:	Effect of dilutive securities:									Effect of dilutive securities:
RSUs		1,560		0		520		0
Restricted stock units										Restricted stock units	13,608		0		22,323		0
Dilutive shares	Dilutive shares	1,560		0		520		0		Dilutive shares	13,608		0		22,323		0
Weighted average number of shares outstanding - diluted		49,056,001		37,386,394		41,304,652		37,386,394
Weighted average number of shares outstanding — diluted										Weighted average number of shares outstanding — diluted	51,166,587		37,386,394		51,173,204		37,386,394

Earnings per share:	Earnings per share:									Earnings per share:
Basic	Basic	$	1.41	$	0.15	$	2.00	$	0.55	Basic	$	0.04	$	0.04	$	0.23	$	0.29
Diluted	Diluted	$	1.41	$	0.15	$	2.00	$	0.55	Diluted	$	0.04	$	0.04	$	0.23	$	0.29

For the three ~~and nine~~ months ended ~~September~~June 30, ~~2020, there~~2021, a total of 53,690 stock options with an exercise price of $17.50 per share were ~~no anti-dilutive shares~~ excluded from the calculation of diluted ~~EPS.~~EPS because the options' exercise price was greater than the average market price of common shares, resulting in an antidilutive effect.

For the six months ended June 30, 2021, a total of 53,690 stock options with an exercise price of $17.50 per share were excluded from the calculation of diluted EPS because the options' exercise price was greater than the average market price of common shares, resulting in an antidilutive effect.

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Note 14. Accumulated Other Comprehensive Income (Loss)

The following table presents the changes in accumulated other comprehensive income for unrealized gains and losses on available-for-sale securities:

Three Months Ended September 30, Nine Months Ended September 30,
(in thousands) 2020 2019 2020 2019
Balance at beginning of period $ 8,703 $ 4,051 $ 4,821 $ (2,003)
Other comprehensive income, net of tax:
Unrealized investment gains:
Unrealized investment gains arising during the period 686 1,189 5,715 8,942
Income tax expense 144 249 1,198 1,878
Unrealized investment gains, net of tax 542 940 4,517 7,064
Less: reclassification adjustments to:
Net realized investment gains (losses) included in net realized capital gains (losses) 114 (34) 232 55
Income tax expense (benefit) 24 (8) 49 11
Total reclassifications included in net income, net of tax 90 (26) 183 44
Other comprehensive income 452 966 4,334 7,020
Balance at end of period $ 9,155 $ 5,017 $ 9,155 $ 5,017


	Three Months Ended June 30,				Six Months Ended June 30,
	2021		2020		2021		2020
Balance at beginning of period	$	6,641	$	5,611	$	13,426	$	6,500
Other comprehensive gain (loss), net of tax:
Unrealized investment gain (loss):
Unrealized investment gains (losses) arising during the period	$	2,325	$	9,242	$	(6,251)	$	8,235
Income tax expense (benefit)	$	488	$	1,938	$	(1,313)	$	1,727
Unrealized investment gain (loss), net of tax	$	1,837	$	7,304	$	(4,938)	$	6,508
Less: reclassification adjustments to:
Net realized investment gains (losses) included in net realized capital gains (losses)	$	10	$	(1)	$	23	$	118
Income tax expense (benefit)	$	2	$	(1)	$	5	$	25
Total reclassifications included in net income, net of tax	$	8	$	0	$	18	$	93
Other comprehensive income (loss)	$	1,829	$	7,304	$	(4,956)	$	6,415
Balance at end of period	$	8,470	$	12,915	$	8,470	$	12,915

Note 15. ~~Stock-Based~~Stock Compensation

As of ~~September~~June 30, ~~2020,~~2021, the Company has one incentive plan, the Trean Insurance Group, Inc. 2020 Omnibus Incentive Plan, (the ~~2020~~"2020 Omnibus ~~Plan)~~Plan"). The purposes of the 2020 Omnibus Plan are to provide additional incentive to selected officers, employees, non-employee directors, independent contractors, and consultants of the Company whose contributions are essential to the growth and success of the business of the Company and its affiliates, ~~in order~~ to strengthen the commitment and motivate such individuals to faithfully and diligently perform their responsibilities and to attract competent and dedicated individuals whose efforts will result in the long-term growth and profitability of the Company and its affiliates. The 2020 Omnibus Plan is administered by the ~~Company’s~~Compensation, Nominating and Corporate Governance Committee of the Company's board of directors and provides for the issuance of up to 5,058,085 shares of the Company's common stock granted in the form of stock options, stock appreciation rights, restricted stock, restricted stock units, stock bonuses, other ~~stock-based~~stock awards or any combination of the foregoing.

Stock Options

Compensation expense is recognized for all ~~stock-based~~stock compensation arrangements by the Company. ~~Stock-based~~Stock compensation expense related to stock option awards was ~~$28~~$34 and $69 for the three and ~~nine~~six months ended ~~September~~June 30, ~~2020.~~2021, respectively.

Employee stock option awards granted set forth, among other things, the option exercise price, the option term, provisions regarding option exercisability and whether the option is intended to be an incentive stock option ~~(ISO)~~ or a nonqualified stock option. Stock options may be granted to employees at such exercise prices as the Company’s board of directors may determine but not less than 100% of the fair market value of the underlying stock as of the date of grant. Employee options vest one third annually over a period of three years and have contractual terms of 10 years from the date of grant.

The fair value of each time-based vesting option award is estimated on the date of grant using the Black-Scholes option pricing model that uses assumptions noted in the following table. The Company’s expected volatility for the period ~~was~~is based on a weighted average expected volatility of an industry peer group of insurance companies of similar size, life cycle and lines of business. Expected term is calculated using the simplified method taking into consideration the option's contractual life and vesting terms. The Company’s stock option grants qualify as plain vanilla options and as such the Company uses the

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simplified method in estimating its expected option term as the Company does not have sufficient historical exercise data to provide a reasonable basis upon which to estimate expected term due to the limited period of time its common shares have been publicly traded. The risk-free interest rate for periods within the contractual life of the option is based on the U.S. Treasury yield curve in effect at the time of grant. Expected dividend yields were not used in the fair value computations as the Company has never declared or paid dividends on its common stock and currently intends to retain earnings for use in operations.


			Fiscal 22021
Expected volatility			29.8%
Expected term			6 years
Risk-free interest rate			~~0.47%~~1.32%

A summary of the status of the Company's stock option activity as of ~~September~~June 30, ~~2020~~2021 and changes during the ~~nine months~~six-month period then ended are as follows:

Stock Options Weighted Average Exercise Price
Balance outstanding, December 31, 2019 0 $ 0
Granted 89,920 $ 15.00
Balance outstanding, September 30, 2020 89,920 $ 15.00
Options exercisable, September 30, 2020 0 $ 0


	Stock Options	Weighted Average Exercise Price
Balance outstanding, December 31, 2020	89,920	$	15.00
Granted	60,729	$	17.50
Forfeited or cancelled	(27,646)	$	15.64
Balance outstanding, June 30, 2021	123,003	$	16.09
Options exercisable, June 30, 2021	0	$	0

The following table summarizes information regarding stock options outstanding as of ~~September~~June 30, ~~2020:~~2021:


		Options Outstanding						Options Vested or Expected to Vest							Options Outstanding						Options Vested or Expected to Vest
Stock Options	Stock Options	Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contract Term	Aggregate Intrinsic Value		Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contract Term	Aggregate Intrinsic Value		Stock Options	Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contract Term	Aggregate Intrinsic Value		Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contract Term	Aggregate Intrinsic Value
2020 Omnibus Plan	2020 Omnibus Plan	89,920	$	15.00	9.83 years	$	22,480	89,920	$	15.00	9.83 years	$	22,480	2020 Omnibus Plan	123,003	$	16.09	9.22 years	$	91	123,003	$	16.09	9.22 years	$	91

The weighted average grant-date fair value of options granted in the ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 was ~~$4.43.~~$5.49. As of ~~September~~June 30, ~~2020,~~2021, total unrecognized compensation cost related to stock options was ~~$370~~$472 and is expected to be recognized over a weighted average period of approximately ~~1.5~~1.3 years.

Restricted Stock Units

Compensation expense relating to restricted stock unit grants was ~~$279~~$385 and $561 for the three and ~~nine~~six months ended ~~September~~June 30, ~~2020.~~2021, respectively. As of ~~September~~June 30, ~~2020~~2021, there was ~~$1,458~~$4,088 of total unrecognized compensation cost related to non-vested restricted stock unit ~~grants. That cost~~grants, which is expected to be recognized over a weighted average ~~expected~~ life of ~~2.7~~2.6 years. The total fair value of restricted stock units vested during the ~~nine~~three and six months ended ~~September~~June 30, ~~2020~~2021 was ~~$174.~~$136.

The Company has granted time-based restricted stock units ("RSUs"), performance stock units ("PSUs") and market-based stock units ("MSUs") to certain key employees as part of the Company's long-term incentive program. The estimated fair value of restricted stock units is based on the grant date closing price of the Company's stock for time-based and performance-based vesting awards.

~~The Company has granted restricted stock units~~ A Monte Carlo valuation model is used to ~~certain key employees as part of~~estimate the ~~Company's long-term incentive program. The restricted stock~~fair value for market-based vesting awards. RSUs generally ~~vests~~vest in three equal annual installments beginning one year from the grant date and ~~is being~~ are

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amortized as compensation expense over the three-year vesting period. The Company has also granted time-based restricted stock units to non-employee directors as part of the Company's annual director compensation program. Each time-based restricted stock grant to non-employee directors vests on the day immediately preceding the next annual meeting of ~~shareholders~~stockholders following the date of grant. The grants are amortized as director compensation expense over the ~~twelve-month~~ vesting period. The Company recognizes compensation expense on PSUs ratably over the requisite performance period of the award and to the extent management views the performance goal attainment as probable. The Company recognizes compensation expense on MSUs ratably over the requisite performance period of the award.

For the 2021 fiscal year, the Company granted PSUs to certain key employees pursuant to the Company's 2020 Omnibus Plan. The number of shares earned is based on the Company’s achievement of pre-established target threshold goals for total gross written premiums over a three-year performance measurement period. The performance goals allow for a payout ranging from 0% to 200% of the target award. If performance satisfies minimum requirements to result in shares being awarded, the number of shares will be determined between 50% and 200% of target thresholds, as defined in the applicable award agreements. Any earned PSU will vest if the employee’s service has been continuous through the vesting date. Any PSU not earned because of failure to achieve the minimum performance goal at the end of the performance period will be immediately forfeited. The grant date fair value of the PSUs was determined based on the grant date closing price of the Company’s stock.

For the 2021 fiscal year, the Company granted MSUs to certain key employees pursuant to the Company's 2020 Omnibus Plan. The number of restricted stock units earned is based on the Company’s cumulative total shareholder return ("TSR"), as defined in the applicable award agreement, over a three-year performance measurement period. If TSR satisfies minimum requirements to result in shares being awarded, the number of shares will be determined between 50% and 200% shown in the table below. Any MSU not earned because of failure to achieve the minimum performance goal at the end of the performance period will be immediately forfeited. Grant date fair values were determined using a Monte Carlo valuation model based on the following assumptions:


	Fiscal 2021
Total grant date fair value	$	845
Total grant date fair value per share	$	13.92
Expected volatility	35.0		%
Weighted average expected life	2.77 years
Risk-free interest rate	0.27		%

The percent of the target MSU that will be earned based on the Company’s TSR is as follows:


Cumulative TSR %						Percent of Units Vested
Below 25.1%						0%
25.1%						50%
47.2%						100%
69.3% and above						200%

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A summary of the status of the Company’s non-vested restricted stock unit activity as of ~~September~~June 30, ~~2020~~2021 and changes during the ~~nine-month~~six-month period then ended is as follows:


		Employees			Non-Employee Directors			Total				RSUs			MSUs			PSUs			Total
		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value			Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value
Non-vested outstanding, December 31, 2019		0	$	0	0	$	0	0	$	0
Non-vested outstanding, December 31, 2020											Non-vested outstanding, December 31, 2020	111,588	$	14.99	0	$	0	0	$	0	111,588	$	14.99
Granted	Granted	106,160	$	15.42	6,668	$	15.12	112,828	$	15.40	Granted	60,729	$	17.50	60,715	$	13.92	121,458	$	17.50	242,902	$	16.61
Vested	Vested	(11,240)	$	15.51	0	$	0	(11,240)	$	15.51	Vested	(8,541)	$	15.21	0	$	0	0	$	0	(8,541)	$	15.21
Non-vested outstanding, September 30, 2020		94,920	$	15.41	6,668	$	15.12	101,588	$	15.39
Forfeited or cancelled											Forfeited or cancelled	(27,646)	$	16.02	(7,039)	$	13.92	(14,078)	$	17.50	(48,763)	$	16.14
Non-vested outstanding, June 30, 2021											Non-vested outstanding, June 30, 2021	136,130	$	15.89	53,676	$	13.92	107,380	$	17.50	297,186	$	16.11

~~Pre-IPO Stock-Based Compensation~~

On June 15, 2017, the Company entered into a Management Incentive Unit Agreement with an individual, who is a member of the Board of Managers of the Company, to issue Class C shares as partial compensation for future services to the Company. The shares issued under this agreement are subject to terms in the agreements between the Company and the recipient. All shares granted were vested as part of the IPO of Trean Insurance Group, Inc. during the third quarter. There was 0 non-vested stock-based compensation related to pre-IPO grants as of September 30, 2020. The Company recognized approximately $157 and $197 of stock based compensation expense for the three and nine months ended September 30, 2020, respectively. The Company recognized approximately $20 and $59 of stock based compensation expense for the three and nine months ended September 30, 2019.

Note 16. Transactions with Related Parties

The Company owed Altaris Capital Partners, LLC, a private equity firm and significant shareholder of the Company, approximately $83, which is included within accounts payable and accrued expenses on the condensed consolidated balance sheet as of December 31, 2019.

The Company was owed amounts from TRI of approximately $33 and $14 as of September 30, 2020 and December 31, 2019, respectively, which is included in related party receivables on the condensed consolidated balance sheet. The Company recorded $50 and ~~$150~~$100 of revenue for consulting services provided to TRI for the three and ~~nine~~six months ended ~~September~~June 30, ~~2020, respectively, which is included in other revenue on the condensed consolidated statements of operations. The Company recorded $50~~2021 and ~~$150 of revenue for consulting services provided to TRI for the three and nine months ended September 30, 2019,~~2020, respectively.

Effective July 15, 2020, Trean Compstar Holdings LLC purchased the remaining ownership interest in Compstar (See Note 2). Prior to the acquisition, the Company owned a 45% interest in Compstar, a program manager that handles the underwriting, premium collection and servicing of insurance policies for the Company. The Company recorded $43,917 and $90,199 of gross earned premiums resulting in gross commissions of ~~$17,709 for the nine months ended September 30, 2020. The Company recorded $47,825~~$7,737 and ~~$127,516 of gross earned premiums resulting in gross commissions of $9,924 and $26,478~~$17,709 due to Compstar for the three and ~~nine~~six months ended ~~September~~June 30, ~~2019,~~2020, respectively. All receivables are stated net of the commissions due under the Program Manager Agreement and totaled $22,207 as of December 31, 2019 which is recorded in related party receivables on the condensed consolidated balance sheets.

Note 17. Subsequent Events

Events or transactions that occur after the balance sheet date, but before the condensed consolidated financial statements are complete, are reviewed by the Company to determine if they are to be recognized and/or disclosed as appropriate.

~~The ongoing global COVID-19 pandemic and response thereto has significantly impacted financial markets, businesses, households and communities and has caused~~On July 6, 2021, Trean Corp acquired 100% ownership in Western Integrated Care, LLC ("WIC") for a ~~contraction in business activity and volatility in financial markets. The Company took several actions~~base purchase price of $4,000. WIC offers services to ~~protect the health of the public and its~~workers' compensation insurers to enable employees ~~and to comply with directives and advice~~

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of governmental authorities, including restricting business travel and transitioning from an office-based company to primarily a remote working culture. As state, city and county guidelines progress, the Company has implemented new health and safety in-office procedures to prepare for transitioning its workforce back to working in offices on a limited basis. To date, the effects of the COVID-19 pandemic have not had a significant impactwho are injured on the Company's financial position, results of operations or cash flows. However, continuation of the COVID-19 pandemic could cause additional reduction in business activity and financial market instability. The extent of the impact or continuation of the COVID-19 pandemic on the Company's future operational and financial performance will depend on several factors, including the duration of the pandemic and actions taken by government and health officials in response, all of which are uncertain and cannot be predicted. The Company will continuejob to monitor the impact of the ongoing continuation of the COVID-19 pandemic on its business, including how it will impact premium revenue, loss experience and loss expense, liquidity, regulatory capital and surplus, and operations.access qualified medical treatment.

On October 1, 2020, Benchmark Holding Company acquired 7710 Holdings, LLC (7710), which includes 7710 Insurance Company as well as its associated program manager and agency, 7710 Service Company, LLC and Creekwood Insurance Agency, LLC for a purchase price of $12,140. 7710 Insurance Company underwrites workers' compensation primarily for emergency services, including firefighters and emergency medical services (EMS). 7710 focuses on reducing costs and claims through the implementation of a propriety safety preparedness and loss control program, created and staffed by experienced firefighters and EMS professionals.

~~On October 7, 2020,~~August 11, 2021, Trean Corp ~~redeemed all of the Subordinated Notes~~sold its remaining ownership interest in TRI for ~~a total payoff amount of $7,807.~~$1,888.

All of the effects of subsequent events that provide additional evidence about conditions that existed at the condensed consolidated balance sheet date, including the estimates inherent in the process of preparing the condensed consolidated financial statements, are recognized in the condensed consolidated financial statements.

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Item 2. Management's Discussion and Analysis of Financial Condition and Results of Operations

The following discussion and analysis of financial condition and results of operations for the three and ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 is qualified by reference to and should be read in conjunction with the accompanying unaudited condensed consolidated financial statements and the related notes included herein and the audited ~~combined~~consolidated financial statements and notes ~~of BIC and Trean as of December 31, 2019 and 2018 as filed on~~included in our 2020 Form ~~S-1.~~10-K. The discussion and analysis below are based on comparisons between our historical financial data for different periods and include certain forward-looking statements about our business, operations and financial performance. These forward-looking statements are subject to risks, uncertainties, assumptions and other factors described in ~~the section~~Item 1A — "Risk ~~Factors."~~Factors" in our ~~Quarterly Report on~~2020 Form ~~10-Q filed with the SEC on August 28, 2020.~~10-K. Our actual results may differ materially from those expressed in, or implied by, those forward-looking statements. See "Forward-Looking Statements."

All references to ~~"we", "us", "our",~~"we," "us," "our," "the ~~Company", "Trean",~~Company," "Trean," or similar terms refer to (i) Trean, BIC and their subsidiaries before the consummation of the reorganization transactions ~~defined~~ in anticipation of our ~~registration statement filed with the SEC on Form S-1,~~IPO, and (ii) to Trean Insurance Group, Inc. and its subsidiaries after such reorganization transactions, unless the context otherwise requires. The information contained in this quarterly report is not a complete description of our business or the risks associated with an investment in our common stock.

The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Forward-Looking Statements

~~The following Management's Discussion and Analysis of Financial Condition and Results of Operations contain~~This Quarterly Report on Form 10-Q contains forward-looking statements ~~as that term is defined in~~within the ~~Private Securities Litigation Reform Act~~meaning of ~~1995~~. the federal securities laws, which statements involve substantial risks and uncertainties. Forward-looking statements generally relate to future events or our future financial performance or operating performance. In some cases, you can identify forward-looking statements because they contain words such as "may," "will," "should," "expects," "plans," "anticipates," "could," "intends," "target," "projects," "contemplates," "believes," "estimates," "predicts," "would," "potential," or "continue" or the negative of these words or other similar terms or expressions that concern our expectations, strategy, plans or intentions. These forward-looking statements include, among others, statements ~~that are not historical or current facts. These statements may discuss, among other things,~~relating to our future financial performance, our business prospects and strategy, ~~the lines of business we target, our~~ anticipated financial position, liquidity and capital ~~our dividend policy~~needs and market and industry conditions. You can identify forward-looking statements by words such as "anticipate," "estimate," "expect," "intend," "plan," "predict," "project," "believe," "seek," "outlook," "future," "will," "would," "should," "could," "may," "can have," "likely" andother similar ~~terms.~~matters. Forward-looking statements are based on management’s current expectations and assumptions about future ~~events. These~~events, which are inherently subject to uncertainties, risks and changes in circumstances that are difficult to predict.

The outcome of the events described in these forward-looking statements is subject to risks, uncertainties, assumptions, which in many cases are ~~only predictions~~beyond our control, as described in "Item 1A — Risk Factors," and ~~are not guarantees of future performance. Forward-looking~~elsewhere in this Quarterly Report on Form 10-Q. Our statements ~~involve~~reflecting these risks and uncertainties are not exhaustive, and other risks and uncertainties may currently exist or may arise in the future that could ~~cause actual~~have material effects on our business, operations and financial condition. We cannot assure you that the results, ~~to differ materially from those~~events and circumstances reflected in the ~~forward-looking~~forward looking statements if the underlying assumptions prove to be incorrect or as a result of risks, uncertainties, and other factors, including the impact of the COVID-19 pandemic on the business and operations of the Company, our program partners and other business relations. Other factors that may cause such differences include those risks describedreflected in ~~the "Risk Factors" section in our~~this Quarterly Report on Form 10-Q ~~filed with~~and our other public statements and securities filings will be achieved or occur, and actual results, events or circumstances could differ materially from those described in the ~~SEC on August 28, 2020.~~ forward looking statements.

These forward-looking statements speak only as of the date on which ~~they~~such statements are made. ~~Except~~We undertake no obligation, and do not intend, to update any forward looking statements after the date of this Quarterly Report on Form 10-Q or to conform such statements to actual results or revised expectations, except as required by applicable securities laws or the rules and regulations of the SEC, we disclaim any obligation to update or revise any forward-looking statement, whether as a result of new information, future developments, changes in assumptions or otherwise. Investors are cautioned not to place undue reliance on the forward-looking statements contained herein or in other filings and public statements made by us.SEC.

Overview

We are a provider of products and services to the specialty insurance market. We underwrite specialty casualty insurance products both through our Program Partners and also through our Owned MGAs. We also provide our Program Partners with a variety of services, including issuing carrier services, claims administration and reinsurance brokerage, from which we generate recurring fee-based revenues.

We have one reportable segment. We provide our insurance products and services to our Program Partners and Owned MGAs focused on specialty lines. We target a diversified portfolio of small to medium programs, typically with less than $30 million of premiums, that focus on niche segments of the specialty casualty insurance market and that we believe have strong underwriting track records.

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Initial Public Offering and Reorganization

On July 20, 2020, Trean Insurance Group, Inc. closed the sale of 10,714,286 shares of its common stock in its IPO, comprised of 7,142,857 shares issued and sold by Trean Insurance Group, Inc. and 3,571,429 shares sold by selling ~~shareholders.~~stockholders. On July 22, 2020, Trean Insurance Group, Inc. closed the sale of an additional 1,207,142 shares by certain selling ~~shareholders~~stockholders in the IPO pursuant to the exercise of the underwriters’ option to purchase additional shares to cover over-allotments. The ~~IPO price per share was $15.00 and the~~ aggregate proceeds to the Company from all shares sold by the Company in the IPO were approximately $107,142 and the aggregate IPO proceeds from all shares sold by the selling ~~shareholders~~stockholders in the IPO ~~was~~were approximately $71,678. The shares began trading on the Nasdaq Global Select Market on July 16, 2020 under the symbol ~~"TIG".~~"TIG."

Prior to the completion of the above IPO, the Company effected the following reorganization transactions: (i) each of Trean and BIC contributed all of their respective assets and liabilities to Trean Insurance Group, Inc., a newly formed direct subsidiary of BIC, in exchange for shares of common stock in Trean Insurance Group, Inc. and (ii) upon the completion of the transfers by Trean and BIC, Trean and BIC were dissolved and distributed in-kind common shares to the pre-IPO unitholders.

In conjunction with the IPO and corporate restructuring, the Company ~~paid~~made a ~~one-time~~ payment to Altaris Capital Partners, LLC in connection with the termination of the Company's consulting and advisory agreements as well as ~~one-time~~paid bonuses to employees and pre-IPO ~~unitholders.~~unitholders for the successful completion of the IPO. The aggregate ~~one-time~~amount of these payments totaled ~~$11,054 and are included~~$11,054.

Secondary Offering of Common Stock

On May 19, 2021, Trean Insurance Group, Inc. closed the sale of 5,000,000 shares of its common stock, comprised entirely of shares sold by selling stockholders. We did not receive any proceeds from the sale of shares of our common stock by the selling stockholders in this offering. As a result of this offering, the ~~"IPO bonuses and contract buyout fee" line on~~Altaris Funds no longer beneficially own more than 50% of the ~~condensed consolidated statement~~outstanding common stock of ~~operations.~~the Company.

Acquisition of Compstar

Effective July 15, 2020, Trean Compstar Holdings LLC purchased the remaining 55% ownership interest in Compstar, a holding company, along with its wholly owned subsidiary, Compstar Insurance Services, a managing general agent, by issuing 6,613,606 shares of the Company’s common stock with a market price of $15 per share on the date of acquisition. Prior to the acquisition date, the Company held a 45% ownership interest in Compstar and accounted for its investment under the equity method. As of the acquisition date, the fair value attributable to the Company’s previous equity interest was $81,167 and the carrying value was $11,321. As a result, the Company recorded a gain of $69,846 from the remeasurement of its previous equity ~~interest, which is included in gain on revaluation of Compstar investment on the condensed consolidated statement of operations.~~interest. The fair value of the Company’s previous equity interest was revalued on the acquisition date using the market price of the shares issued as consideration for the acquisition.

Acquisition of 7710

Effective October 1, 2020, Benchmark Holding Company acquired 100% ownership of 7710 Insurance Company as well as its associated program manager and agency, 7710 Service Company, LLC and Creekwood Insurance Agency, LLC for a purchase price of $12,140. 7710 Insurance Company underwrites workers' compensation primarily for emergency services, including firefighters and EMS. 7710 Insurance Company focuses on reducing costs and claims through the implementation of a propriety safety preparedness and loss control program, created and staffed by experienced firefighters and EMS professionals.

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Embedded Derivatives

Coronavirus ~~(COVID-19)~~("COVID-19") Impact

We are monitoring the impact of the ongoing continuation of the COVID-19 pandemic on our business, including how it may impact our premium revenue, loss experience and loss expense, liquidity, and our regulatory capital and surplus, and operations.

Workforce Operations

WeFollowing the emergence of the COVID-19 pandemic in early 2020, we took ~~several~~a number of actions to protect the health of the public and our employees and to comply with directives and advice of governmental ~~authorities.~~authorities and public health experts. We responded by developing a Preparedness Plan that outlined both corporate-wide and location-specific modifications to working conditions and operations in our offices. This multi-faceted plan included elements such as restricting business travel and transitioning from an office-based company to primarily a remote working culture. As most of our employees already had secure remote working connections, we took additional measures to ensure all employees who wanted or needed to work remotely were able to do so securely with limited connectivity disruption. We also provided our employees education and training with respect to cybersecurity issues that may arise relating to COVID-19 and working remotely in conjunction with the goal of serving the operational needs of a remote workforce and continuing to serve our customers. We implemented safeguards for employees who play critical roles to ensure operational reliability and established protocols for employees who interact directly with the public. As state, city and county guidelines progress, we have implemented new health and safety in-office procedures and have launched our "Return to ~~prepare for transitioning~~Office" plan to transition our workforce back to working in our offices ~~on a limited basis.~~while continuing to monitor the progression of the COVID-19 Delta Variant.

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Premium Revenue, Claims and Losses

We have not experienced a material impact to our premium revenue in the first ~~nine~~six months of ~~2020~~2021 as a result of the COVID-19 pandemic. ~~Only 10.0%~~Less than 20.0% of our business falls under hospitality, healthcare, and education, where the majority of layoffs in response to the pandemic have occurred so far. ~~Gross written premiums have increased by 23.0% and gross earned premiums have increased by 7.3% during~~During the quarter ended ~~September~~June 30, ~~2020~~2021 compared to the quarter ended ~~September~~June 30, ~~2019~~2020, gross written premiums increased 42.8%, primarily driven by growth in our existing Program Partner business as well as the addition of new Program Partners, and gross earned premiums increased 38.1%, primarily driven by the increase in gross written premiums. ~~On a year-to-date basis,~~During the six months ended June 30, 2021, compared to the six months ended June 30, 2020, gross written premiums ~~have~~ increased by ~~11.6%~~39.5% and gross earned premiums ~~have~~ increased by ~~5.0% during the nine months ended September 30, 2020 compared to the nine months ended September 30, 2019~~32.9%, primarily driven by both significant growth in our existing Program Partner business as well as the ~~increase in gross written premiums. As over 70%~~addition of new Program Partners. Because a majority of our gross written premiums are related to workers’ compensation insurance, we expect that future revenue trends could be impacted by higher unemployment rates as businesses slowly restart or if unemployment levels continue to trend high over the balance of ~~2020~~2021 and possibly beyond. However, a significant portion of our workers’ compensation premiums are pay-as-you-go programs, which reduces our downside risk from future premium audits or refunds.

We also have not experienced a material impact in our reported claims or incurred losses in the first ~~nine~~six months of ~~2020~~2021 as a result of the COVID-19 pandemic. Losses and LAE increased ~~$1,588,~~$17,542, or ~~11.4%~~144.0%, to ~~$15,564~~$29,725 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$13,976~~$12,183 for the three months ended ~~September~~June 30, ~~2019.~~2020. On a year-to-date basis, ~~losses~~loss and LAE increased ~~$2,235,~~$29,489, or ~~5.8%~~117.4%, to ~~$40,681~~$54,606 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$38,446~~$25,117 for the ~~nine~~six months ended ~~September~~June 30, ~~2019,~~2020, with the increase primarily attributable to the growth in earned premiums during the period. In addition, our loss ratio ~~decreased~~increased to ~~55.9%~~62.0% and ~~56.7%~~61.3%, respectively, during the ~~third quarter~~three and ~~nine-month periods~~six months ending ~~September~~June 30, ~~2020~~2021 from ~~63.1%~~57.0% and ~~59.0%~~57.3%, respectively, for the comparable ~~2019 periods.~~2020 periods, attributable primarily to losses incurred on our workers' compensation line of business as well as property losses incurred during the first quarter.

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Investment Portfolio

With respect to our investment portfolio, we seek to hold a high-quality, diversified portfolio of investments, which are primarily in fixed maturity and available-for-sale investments and, as such, our investment portfolio has limited exposure to the recent equity market volatility. ~~In addition, and as a precaution, we put a temporary freeze on further investments to accumulate cash for liquidity purposes.~~ For the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, we ~~have~~ experienced a ~~net increase~~slight decrease of $6,251, or 1.5%,~~$5,715~~ in the fair value of our investment portfolio due to a reduction in unrealized gains on the value of our fixed maturity ~~investments and have not seen a significant increase in gross or aged unrealized losses with respect to our fixed maturity~~ investments. ~~We believe that any~~The decline in the fair value of ~~specific~~our fixed maturity investments ~~during~~is primarily attributable to rising interest rates following 2020 ~~is due to the recent disruption in the global financial markets associated with~~ COVID-19 driven lower rates as opposed to underlying ~~issues with~~credit risk within our investment portfolio. ~~While we have seen an improvement in our unrealized investment positions as of the end of September 2020, if~~If there were to be continued equity and debt financial market volatility, which in turn could create mark-to-market investment valuation decreases, we expect there could be additional or increased unrealized losses recorded during the balance of the year. However, given the conservative nature of our investment portfolio, we expect that any adverse impact on the value of our investment portfolio, as it relates to COVID-19, will be temporary, and we do not expect a long-term negative impact on our financial condition, results of operations or cash flows.

Other Concerns

Adverse events such as adverse changes in the overall public health environment resulting from changing infection patterns and other factors, variant strains of COVID-19, health-related concerns about working in our offices, ~~the inability to~~ongoing restrictions on travel, the potential impact on our business partners and customers, and other matters affecting the general work and business environment could harm our business and delay the implementation of our business strategy. We cannot anticipate all the ways in which the current global health crisis and financial market conditions could adversely impact our business in the future.

Significant Components of Results of Operations

Gross written premiums: Gross written premiums are the amounts received or to be received for insurance policies written or assumed by us during a specific period of time without reduction for general and administrative expenses (including policy acquisition costs), reinsurance costs or other deductions. The volume of our gross written premiums in any given period is generally influenced by:

•~~Addition~~addition and retention of Program Partners;

•~~New~~new business submissions to our Program Partners;

•~~Binding~~binding of new business submissions into policies;

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•~~Renewals~~renewals of existing policies; and

•~~Average~~average size and premium rate of bound policies.

Gross earned premiums: Gross earned premiums are the earned portion of gross written premiums. We earn insurance premiums on a pro rata basis over the term of the policy. Our insurance policies generally have a term of one year.

Ceded earned premiums: Ceded earned premiums are the amount of gross earned premiums ceded to reinsurers. We enter into reinsurance contracts to limit our maximum losses and diversify our exposure and provide statutory surplus relief. The volume of our ceded earned premiums is affected by the level of our gross earned premiums and any decision we make to increase or decrease limits, retention levels and co-participations.

Net earned premiums: Net earned premiums represent the earned portion of our gross written premiums, less that portion of our gross written premiums that is earned and ceded to third-party reinsurers, including our Program Partners and professional reinsurers, under our reinsurance agreements.

Net investment income: We earn investment income on our portfolio of cash and invested assets. Our cash and invested assets are primarily comprised of fixed maturities, including other investments and short-term investments. Our net investment income includes interest income on our invested assets ~~which is net of the income earned on our reinsurance agreements, which are held for the benefit of our Program Partners,~~ as well as unrealized gains and losses on our equity portfolio.

Net realized capital gains/losses: Net realized capital gains/losses are a function of the difference between the amount received by us on the sale of a security and the security’s recorded value as well as any "other-than-temporary impairments" relating to fixed maturity investments recognized in earnings.

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Other revenue: Other revenue includes brokerage, third-party administrative, management and consulting ~~fees,~~and other fee-based revenues, which are commonly based on written premiums.

Loss and loss adjustment expenses: Losses and LAE are net of reinsurance and include claims paid, estimates of future claim payments, changes in those estimates from prior reporting periods and costs associated with investigating, defending and servicing claims. In general, our losses and LAE are affected by:

•frequency of claims associated with the particular types of insurance contacts that we write;

•trends in the average size of losses incurred on a particular type of business;

•mix of business written by us;

•changes in the legal or regulatory environment related to the business we write;

•trends in legal defense costs;

•wage inflation; and

•inflation in medical costs

Losses and LAE are based on an actuarial analysis of the estimated losses, including losses incurred during the period and changes in estimates from prior periods. Losses and LAE may be paid out over a period of years.

General and administrative expenses: General and administrative expenses include policy acquisition costs and other underwriting expenses. Policy acquisition costs are principally comprised of the commissions we pay our brokers and program managers, net of ceding commissions we receive on business ceded under our reinsurance contracts. Policy acquisition costs that are directly related to the successful acquisition or reinsurance of those policies are deferred. The amortization of such policy acquisition costs is charged to expense in proportion to premium earned over the policy life. Other general and administrative expenses include employee salaries and benefits, corporate insurance costs, technology costs, office rent and professional services fees such as legal, accounting and actuarial services.

Intangible asset amortization: Intangible asset amortization consists of expenses incurred related to the amortization of intangible assets recorded as a result of business acquisitions and consists of trade names, customer lists and relationships and non-compete agreements.

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Noncash ~~share-based~~stock compensation: Noncash ~~share-based~~stock compensation ~~include~~includes expenses related to the fair value and issuance of restricted stock units and stock options.

Gains (losses) on embedded derivatives: Gains (losses) on embedded derivatives consists of realized and unrealized gains and losses on investments held under reinsurance agreements.

Interest expense: Interest expense consists primarily of interest paid on (i) our term loan facility and (ii) the preferred capital securities issued by the Trust (See "Financial Condition, Liquidity and capital resources — Debt and Credit Agreements").

Other income: Other income consists primarily of sublease revenue and other miscellaneous income items.

Equity earnings in affiliates, net of tax: Equity earnings in affiliates, net of tax includes the Company's share of earnings from equity method investments.

Key Metrics

We discuss certain key financial and operating metrics, described below, which provide useful information about our business and the operational factors underlying our financial performance.

Underwriting income is a non-GAAP financial measure defined as income before taxes excluding net investment income, investment revaluation gains, net realized capital gains or losses, IPO-related expenses, intangible asset amortization, noncash ~~share-based~~stock compensation, gains and losses on embedded derivatives, interest expense, other revenue ~~interest expense~~ and other ~~income.~~income and

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expenses. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of underwriting income to income before taxes in accordance with GAAP.

Adjusted net income is a non-GAAP financial measure defined as net income excluding the impact of certain items, including the consummation of the reorganization transactions in connection with our IPO, noncash intangible asset amortization and ~~share-based~~stock compensation, ornoncash unrealized gains and losses on embedded derivatives, other expenses and gains or losses that we believe do not reflect our core operating performance, which items may have a disproportionate effect in a given period, affecting comparability of our results across periods. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of adjusted net income to net income in accordance with GAAP.

Loss ratio, expressed as a percentage, is the ratio of losses and LAE to net earned premiums.

Expense ratio, expressed as a percentage, is the ratio of general and administrative expenses to net earned premiums.

Combined ratio is the sum of the loss ratio and the expense ratio. A combined ratio under 100% generally indicates an underwriting profit. A combined ratio over 100% generally indicates an underwriting loss.

Return on equity is net income expressed on an annualized basis as a percentage of average beginning and ending ~~shareholders'~~stockholders' equity during the period.

Adjusted return on equity is a non-GAAP financial ~~measured~~measure defined as adjusted net income expressed on an annualized basis as a percentage of average beginning and ending ~~shareholders'~~stockholders' equity during the period. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of adjusted return on equity to return on equity in accordance with GAAP.

Tangible ~~shareholders'~~stockholders' equity is defined as ~~shareholders'~~stockholders' equity less goodwill and other intangible assets.

Return on tangible equity is a non-GAAP financial measure defined as net income expressed on an annualized basis as a percentage of average beginning and ending tangible ~~shareholders'~~stockholders' equity during the period. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of return on tangible equity to return on equity in accordance with GAAP.

Adjusted return on tangible equity is a non-GAAP financial measure defined as adjusted net income expressed on an annualized basis as a percentage of average beginning and ending tangible ~~shareholders'~~stockholders' equity during the period. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of adjusted return on tangible equity to return on tangible equity in accordance with GAAP.

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Results of Operations

Consolidated Results of Operations for the Three Months Ended ~~September~~June 30, ~~2020~~2021 Compared to ~~September~~June 30, ~~2019~~2020

The following table summarizes our results of operations for the three months ended ~~September~~June 30, ~~2020~~2021 and ~~2019:~~2020:


		Three Months Ended September 30,				Change				Percentage Change			Three Months Ended June 30,					Change		Percentage Change (1)
(in thousands, except for percentages)	(in thousands, except for percentages)	2020		2019				(in thousands, except for percentages)	2021					2020
Revenues	Revenues														Revenues
Gross written premiums	Gross written premiums	$	132,284	$	107,534	$	24,750			23.0	%	Gross written premiums	$	156,551		$	109,612	$	46,939	42.8	%
Increase in gross unearned premiums	Increase in gross unearned premiums	(22,963)		(5,612)		(17,351)				309.2	%	Increase in gross unearned premiums	(17,927)			(9,265)		(8,662)		93.5	%
Gross earned premiums	Gross earned premiums	109,321		101,922		7,399				7.3	%	Gross earned premiums	138,624			100,347		38,277		38.1	%
Ceded earned premiums	Ceded earned premiums	(81,465)		(79,761)		(1,704)				2.1	%	Ceded earned premiums	(90,681)			(78,968)		(11,713)		14.8	%
Net earned premiums	Net earned premiums	27,856		22,161		5,695				25.7	%	Net earned premiums	47,943			21,379		26,564		124.3	%
Net investment income	Net investment income	1,857		1,721		136				7.9	%	Net investment income	2,103			2,525		(422)		(16.7)	%
Gain on revaluation of Compstar investment		69,846		—		69,846				100.0	%
Net realized capital gains (losses)	Net realized capital gains (losses)	115		(34)		149				(438.2)	%	Net realized capital gains (losses)	10			(4)		14		NM
Other revenue	Other revenue	5,401		2,561		2,840				110.9	%	Other revenue	1,229			1,530		(301)		(19.7)	%
Total revenue	Total revenue	105,075		26,409		78,666				297.9	%	Total revenue	51,285			25,430		25,855		101.7	%
Expenses	Expenses											Expenses
Losses and loss adjustment expenses	Losses and loss adjustment expenses	15,564		13,976		1,588				11.4	%	Losses and loss adjustment expenses	29,725			12,183		17,542		144.0	%
General and administrative expenses	General and administrative expenses	6,995		5,756		1,239				21.5	%	General and administrative expenses	15,267			8,293		6,974		84.1	%
IPO bonuses and contract buyout fee		11,054		—		11,054				100.0	%
Other expenses												Other expenses	845			—		845		NM
Intangible asset amortization	Intangible asset amortization	1,120		11		1,109				10,081.8	%	Intangible asset amortization	1,413			23		1,390		NM
Noncash share-based compensation		307		—		307				100.0	%
Noncash stock compensation												Noncash stock compensation	419			—		419		NM
Interest expense	Interest expense	520		498		22				4.4	%	Interest expense	425			501		(76)		(15.2)	%
Total expenses	Total expenses	35,560		20,241		15,319				75.7	%	Total expenses	48,094			21,000		27,094		129.0	%
Other income (expense)		209		(8)		217				(2,712.5)	%
Gains (losses) on embedded derivatives												Gains (losses) on embedded derivatives	(686)			(3,991)		3,305		(82.8)	%
Other income												Other income	35			40		(5)		(12.5)	%
Income before taxes	Income before taxes	69,724		6,160		63,564				1,031.9	%	Income before taxes	2,540			479		2,061		NM
Income tax expense	Income tax expense	788		1,395		(607)				(43.5)	%	Income tax expense	414			351		63		17.9	%
Equity earnings in affiliates, net of tax	Equity earnings in affiliates, net of tax	401		1,021		(620)				(60.7)	%	Equity earnings in affiliates, net of tax	—			1,230		(1,230)		(100.0)	%
Net income	Net income	$	69,337	$	5,786	$	63,551			1,098.4	%	Net income	$	2,126		$	1,358	$	768	56.6	%

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.												(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

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Three Months Ended September 30,
(in thousands, except for percentages) 2020 2019
Key metrics:
Underwriting income(1)
$ 5,297 $ 2,429
Adjusted net income(1)
$ 10,477 $ 6,474
Loss ratio 55.9 % 63.1 %
Expense ratio 25.1 % 26.0 %
Combined ratio 81.0 % 89.1 %
Return on equity 102.5 % 18.0 %
Adjusted return on equity(1)
15.5 % 20.2 %
Return on tangible equity(1)
171.2 % 18.5 %
Adjusted return on tangible equity(1)
25.9 % 20.7 %

~~(1) This metric represents a non-GAAP financial measure. See 'Reconciliation of Non-GAAP Financial Measures' for a reconciliation of this metric to the applicable GAAP metric.~~


	Three Months Ended June 30,
(in thousands, except for percentages)	2021			2020
Key metrics:
Underwriting income(1)	$	2,951		$	903
Adjusted net income(1)	$	4,316		$	4,789
Loss ratio	62.0		%	57.0		%
Expense ratio	31.8		%	38.8		%
Combined ratio	93.8		%	95.8		%
Return on equity	2.0		%	3.8		%
Adjusted return on equity(1)	4.2		%	13.2		%
Return on tangible equity(1)	4.2		%	3.8		%
Adjusted return on tangible equity(1)	8.6		%	13.6		%

(1) This metric represents a non-GAAP financial measure. See 'Reconciliation of Non-GAAP Financial Measures' for a reconciliation of this metric to the applicable GAAP metric.

Gross written premiums: Gross written premiums increased ~~$24,750,~~$46,939, or ~~23.0%~~42.8%, to ~~$132,284~~$156,551 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$107,534~~$109,612 for the three months ended ~~September~~June 30, ~~2019.~~2020. The increase is primarily attributable to the growth in our existing Program Partner business, the addition of new Program Partners ~~brought on board during~~added since the second quarter of 2020 and ~~third quarters~~the acquisition of 7710 Insurance Company in the fourth quarter of 2020. The changes in gross written premiums were most notably due to the following lines of business:

Workers' compensation ~~which~~ represented ~~72.7%~~60.0% of our gross written premiums for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to 75.9% for the three months ended June 30, 2020. For the three months ended June 30, 2021, gross written premiums for workers' compensation increased by ~~$5,480,~~$10,815, or ~~6.0%~~13.0%, compared to the ~~three months ended September 30, 2019.~~same period in 2020.

All other non-workers' compensation liability, which primarily includes commercial auto, homeowners, other liability and accident & health lines of business, represented ~~27.3%~~40.0% of our gross written premiums for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to 24.1% for the three months ended June 30, 2020. For the three months ended June 30, 2021, gross written premiums for all other non-workers' compensation liability increased ~~$19,270,~~$36,124, or ~~114.1%~~136.6%, compared to the ~~three months ended September 30, 2019.~~same period in 2020.

Gross earned premiums: Gross earned premiums increased ~~$7,399,~~$38,277, or ~~7.3%~~38.1%, to ~~$109,321~~$138,624 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$101,922~~$100,347 for the three months ended ~~September~~June 30, ~~2019.~~2020. The increase is ~~driven~~a result of the increase in gross written premiums, offset by the increase in gross ~~written premium, partially offset by the increase in~~ unearned premiums of ~~$17,351,~~$8,662, driven by the overall growth in premiums, which ~~is due to the addition of new Program Partners in the second and third quarter whose premiums~~ are largely unearned as of ~~September~~June 30, ~~2020.~~2021. Gross earned premiums as a percentage of gross written premiums decreased to ~~82.6%~~88.5% for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~94.8%~~91.5%, for the three months ended ~~September~~June 30, ~~2019.~~2020.

Ceded earned premiums: Ceded earned premiums increased ~~$1,704,~~$11,713, or ~~2.1%~~14.8%, to ~~$81,465~~$90,681 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$79,761~~$78,968 for the three months ended ~~September~~June 30, ~~2019.~~2020. The increase in ceded earned premiums is primarily due to the ~~growth in the earned premiums of Compstar as well as the~~ addition of new Program Partners ~~during~~since the second ~~and third~~ quarter of 2020 whose premiums are largely ceded. The total ceded earned premiums as a percentage of gross earned premiums decreased to ~~74.5%~~65.4% for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~78.3%~~78.7% for the three months ended ~~September~~June 30, ~~2019.~~2020, primarily driven by the Company's retention of a larger portion of gross written premiums.

Net earned premiums: Net earned premiums increased ~~$5,695,~~$26,564, or ~~25.7%~~124.3%, to ~~$27,856~~$47,943 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$22,161~~$21,379 for the three months ended ~~September~~June 30, ~~2019.~~2020. The increase is primarily due ~~primarily~~ to the increase in gross written and earned premiums described above, ~~partially~~ offset by the increase in ceded earned premiums over the three months ended ~~September~~June 30, ~~2019.~~2021.

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The table below shows the total premiums earned on a gross and net basis for the respective three-month periods:

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		Three Months Ended September 30,						Percentage Change			Three Months Ended June 30,						Percentage Change (1)
(in thousands, except percentages)	(in thousands, except percentages)	2020		2019		Change				(in thousands, except percentages)	2021		2020		Change
Revenues:	Revenues:									Revenues:
Gross written premiums	Gross written premiums	$	132,284	$	107,534	$	24,750	23.0	%	Gross written premiums	$	156,551	$	109,612	$	46,939	42.8	%
Increase in gross unearned premiums	Increase in gross unearned premiums	(22,963)		(5,612)		(17,351)		309.2	%	Increase in gross unearned premiums	(17,927)		(9,265)		(8,662)		93.5	%
Gross earned premiums	Gross earned premiums	109,321		101,922		7,399		7.3	%	Gross earned premiums	138,624		100,347		38,277		38.1	%
Ceded earned premiums	Ceded earned premiums	(81,465)		(79,761)		(1,704)		2.1	%	Ceded earned premiums	(90,681)		(78,968)		(11,713)		14.8	%
Net earned premiums	Net earned premiums	$	27,856	$	22,161	$	5,695	25.7	%	Net earned premiums	$	47,943	$	21,379	$	26,564	124.3	%

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.										(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Net investment income: Net investment income ~~increased $136,~~decreased $422, or ~~7.9%~~16.7%, to ~~$1,857~~$2,103 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$1,721~~$2,525 for the three months ended ~~September~~June 30, ~~2019.~~2020. The ~~increase~~decrease is ~~driven by an increase~~due primarily to a reduction in ~~the Company's fixed maturity investment portfolio.~~income from funds held investments.

Net realized capital gains ~~(losses)~~: Net realized capital gains ~~(losses)~~ increased ~~$149~~$14 to ~~a gain of $115~~$10 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~a loss~~net capital losses of ~~$34~~$4 for the three months ended ~~September~~June 30, ~~2019. The increase is due to an increase in net gains recorded for trading activity during the current period.~~2020.

Other revenue: Other revenue ~~increased $2,840,~~decreased $301, or ~~110.9%~~19.7%, to ~~$5,401~~$1,229 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$2,561~~$1,530 for the three months ended ~~September~~June 30, ~~2019.~~2020. The ~~increase~~decrease is driven by ~~an increase~~a reduction in ~~brokerage revenue of $2,602~~management fees due to the ~~effective dates~~expiration of ~~reinsurance contracts for current and new Program Partners and increases in estimated premiums on reinsurance contracts.~~a management contract at the end of the first quarter of 2021.

Losses and loss adjustment expenses: Losses and LAE increased ~~$1,588,~~$17,542, or ~~11.4%~~144.0%, to ~~$15,564~~$29,725 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$13,976~~$12,183 for the three months ended ~~September~~June 30, ~~2019.~~2020. The increase is directly attributable to the ~~increase~~growth in earned premiums during the period ~~and a decrease~~as well as an increase in ~~favorable~~the Company's loss ~~reserve estimate true-ups made~~ratio experienced during the three months ended ~~September~~June 30, ~~2020 versus the three months ended September 30, 2019.~~2021. The Company's loss ratio ~~decreased~~increased to ~~55.9%~~62.0% for the three months ended ~~September~~June 30, ~~2020~~2021 compared to ~~63.1%~~57.0% for the three months ended ~~September~~June 30, ~~2019,~~2020, primarily asattributable to a ~~result~~number of ~~increases in estimated~~unusually large losses ~~incurred but not reported~~experienced during the ~~three months ended September 30, 2019.~~first half of 2021.

General and administrative expenses: General and administrative expenses increased ~~$1,239,~~$6,974, or ~~21.5%~~84.1%, to ~~$6,995~~$15,267 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$5,756~~$8,293 for the three months ended ~~September~~June 30, ~~2019. The~~2020. This change resulted in a decrease in the Company's expense ratio ~~decreased~~ to ~~25.1%~~31.8% for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~26.0%~~38.8% for the three months ended ~~September~~June 30, ~~2019. The increase is attributable to (i)~~2020, a 700 basis point improvement. Net commissions increased $2,507, driven primarily by an increase in retention, partially offset by a reduction in our net ~~agent commissions~~commission rate. Insurance-related expenses increased $1,525, primarily as a result of ~~$1,869 resulting from~~ an increase in ~~written premium; (ii)~~gross earned premiums. General and administrative operating expenses increased $2,942, primarily as a result of (i) an increase in salaries and benefits of ~~$1,260 resulting~~$2,416, of which $1,381 directly resulted from ~~an increased~~acquisitions made in the second half of 2020 and a general increase in workforce; ~~(iii)~~(ii) an increase in ~~professional service expense of $375, driven by~~office-related expenses and rent totaling $1,016 due to an increase ~~of $258 relating to the Company's post-IPO readiness~~in business insurance expense as well as ~~legal~~the addition of new office locations; and ~~consulting expenses; (iv) an increase in insurance related expenses of $307 as a result of increased written premium and (v)~~(iii) additional IT software and systems costs totaling ~~$269 relating~~$490 related to ~~an increased workforce~~new software implementation and ~~additional expenses incurred to accommodate a remote workforce due to COVID-19. These increases are~~automation initiatives; offset by a ~~net reduction~~decrease in professional fees of $1,408 as a result of the Company's IPO readiness effort in 2020.

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The table below shows the components of general and administrative expenses for the respective three month periods:


	Three Months Ended June 30,
	2021			2020			Change
Direct commissions	$	27,602		$	21,463		$	6,139
Ceding commissions	(29,684)			(26,052)			(3,632)
Net commissions	(2,082)			(4,589)			2,507
Insurance-related expenses	5,149			3,624			1,525
General and administrative operating expenses	12,200			9,258			2,942
Total general and administrative expenses	$	15,267		$	8,293		$	6,974

General and administrative expenses — % of gross written premiums	7.8		%	8.4		%
Retention rate (1)	34.6		%	21.3		%
Direct commission rate (2)	19.9		%	21.4		%
Ceding commission rate (3)	32.7		%	33.0		%

(1) Net earned premium as a percentage of gross earned premiums.
(2) Direct commissions as a percentage of gross earned premiums.
(3) Ceding commissions as a percentage of ceded earned premiums.

Other expenses: Other expenses were $845 for the three months ended June 30, 2021, which primarily relates to secondary offering costs of ~~$3,000 as a result of synergies gained from the acquisition of Compstar during the quarter.~~$555 and executive transition and other costs totaling $290.

Intangible asset amortization: Intangible asset amortization increased ~~$1,109~~$1,390 to ~~$1,120~~$1,413 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$11~~$23 for the three months ended ~~September~~June 30, ~~2019.~~2020. The increase is driven by the addition of intangible assets acquired as a result of the ~~Company's~~ purchase of the remaining equity interest of Compstar in the third ~~quarter.~~quarter of 2020 and 7710 Insurance Company in the fourth quarter of 2020.

Noncash ~~share-based~~stock compensation: Noncash ~~share-based~~stock compensation was ~~$307~~$419 for the three months ended ~~September~~June 30, ~~2020.~~2021. Expenses incurred during the period ~~relate~~related to restricted stock units and stock options granted under the Company's 2020 Omnibus ~~Plan during~~Plan.

Gains (losses) on embedded derivatives: The Company recorded losses on embedded derivatives of $686 for the ~~quarter.~~three months ended June 30, 2021, compared to $3,991 for the three months ended June 30, 2020. The decrease is primarily due to a reduction in unrealized losses on funds held investments of $2,823 and a reduction of expenses on funds held investments of $482.

Income tax expense: Income tax expense was ~~$788~~$414 for the three months ended ~~September~~June 30, ~~2020,~~2021, which resulted in an effective tax rate of ~~1.1%, compared to $1,395 for the three months ended September 30, 2019, which resulted in an effective~~

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~~tax rate of 22.6%~~16.3%. The decrease in the effective tax rate from the statutory rate of 21% is due primarily to the ~~non-tax~~ impact of ~~the gain recorded~~tax exempt municipal income on the ~~revaluation~~Company's investments. For the three months ended June 30, 2020 income tax expense was $351, which resulted in an effective tax rate of 73.3%. The increase in the ~~Company's original 45% investment in Compstar, offset by certain IPO-related expenses not deductible for~~effective tax ~~purposes.~~rate from the statutory rate of 21% is due primarily to the impact of state taxes and the deferred tax effect of a tax accounting method change on excess ceding commissions.

Equity earnings in affiliates, net of tax: Equity earnings in affiliates, net of tax decreased ~~$620~~$1,230 to ~~$401~~$0 for the three months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$1,021~~$1,230 for the three months ended ~~September~~June 30, ~~2019. The~~2020. This decrease is due to the reduction in the Company's share of earnings in Compstar ~~decreased by $518 due to~~of $1,230 as a result of the ~~Company acquiring~~acquisition of the remaining ownership interest in Compstar and no longer accounting for its investment as an equity method investment. In addition, the Company's share of earnings in TRI, which is also no longer carried as an equity method investment, decreased $104 due to the sale of a portion of the Company's investment during the ~~first~~third quarter of 2020.

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Consolidated Results of Operations for the ~~Nine~~Six Months Ended ~~September~~June 30, ~~2020~~2021 Compared to ~~September~~June 30, ~~2019~~2020

The following table summarizes our results of operations for the ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 and ~~2019:~~2020:


		Nine Months Ended September 30,				Change				Percentage Change			Six Months Ended June 30,					Change		Percentage Change (1)
(in thousands, except for percentages)	(in thousands, except for percentages)	2020		2019				(in thousands, except for percentages)	2021					2020
Revenues	Revenues														Revenues
Gross written premiums	Gross written premiums	$	349,755	$	313,488	$	36,267			11.6	%	Gross written premiums	$	303,281		$	217,471	$	85,810	39.5	%
Increase in gross unearned premiums	Increase in gross unearned premiums	(39,601)		(18,099)		(21,502)				118.8	%	Increase in gross unearned premiums	(36,358)			(16,638)		(19,720)		118.5	%
Gross earned premiums	Gross earned premiums	310,154		295,389		14,765				5.0	%	Gross earned premiums	266,923			200,833		66,090		32.9	%
Ceded earned premiums	Ceded earned premiums	(238,460)		(230,227)		(8,233)				3.6	%	Ceded earned premiums	(177,846)			(156,995)		(20,851)		13.3	%
Net earned premiums	Net earned premiums	71,694		65,162		6,532				10.0	%	Net earned premiums	89,077			43,838		45,239		103.2	%
Net investment income	Net investment income	6,653		4,578		2,075				45.3	%	Net investment income	4,375			6,770		(2,395)		(35.4)	%
Gain on revaluation of Compstar investment		69,846		—		69,846				100.0	%
Net realized capital gains	Net realized capital gains	3,345		689		2,656				385.5	%	Net realized capital gains	23			3,230		(3,207)		(99.3)	%
Other revenue	Other revenue	11,323		8,049		3,274				40.7	%	Other revenue	5,884			5,922		(38)		(0.6)	%
Total revenue	Total revenue	162,861		78,478		84,383				107.5	%	Total revenue	99,359			59,760		39,599		66.3	%
Expenses	Expenses											Expenses
Losses and loss adjustment expenses	Losses and loss adjustment expenses	40,681		38,446		2,235				5.8	%	Losses and loss adjustment expenses	54,606			25,117		29,489		117.4	%
General and administrative expenses	General and administrative expenses	23,437		15,894		7,543				47.5	%	General and administrative expenses	27,158			16,442		10,716		65.2	%
IPO bonuses and contract buyout fee		11,054		—		11,054				100.0	%
Other expenses												Other expenses	845			—		845		NM
Intangible asset amortization	Intangible asset amortization	1,154		35		1,119				3,197.1	%	Intangible asset amortization	2,827			34		2,793		NM
Noncash share-based compensation		307		—		307				100.0	%
Noncash stock compensation												Noncash stock compensation	630			—		630		NM
Interest expense	Interest expense	1,482		1,683		(201)				(11.9)	%	Interest expense	852			962		(110)		(11.4)	%
Total expenses	Total expenses	78,115		56,058		22,057				39.3	%	Total expenses	86,918			42,555		44,363		104.2	%
Gains (losses) on embedded derivatives												Gains (losses) on embedded derivatives	1,990			(5,180)		7,170		(138.4)	%
Other income	Other income	263		118		145				122.9	%	Other income	156			54		102		188.9	%
Income before taxes	Income before taxes	85,009		22,538		62,471				277.2	%	Income before taxes	14,587			12,079		2,508		20.8	%
Income tax expense	Income tax expense	4,679		4,404		275				6.2	%	Income tax expense	3,019			3,218		(199)		(6.2)	%
Equity earnings in affiliates, net of tax	Equity earnings in affiliates, net of tax	2,333		2,494		(161)				(6.5)	%	Equity earnings in affiliates, net of tax	—			1,932		(1,932)		(100.0)	%
Net income	Net income	$	82,663	$	20,628	$	62,035			300.7	%	Net income	$	11,568		$	10,793	$	775	7.2	%

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.												(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

4243

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Nine Months Ended September 30,
(in thousands, except for percentages) 2020 2019
Key metrics:
Underwriting income(1)
$ 7,576 $ 10,822
Adjusted net income(1)
$ 21,600 $ 21,797
Loss ratio 56.7 % 59.0 %
Expense ratio 32.7 % 24.4 %
Combined ratio 89.4 % 83.4 %
Return on equity 40.6 % 23.4 %
Adjusted return on equity(1)
10.6 % 24.7 %
Return on tangible equity(1)
67.3 % 24.0 %
Adjusted return on tangible equity(1)
17.6 % 25.3 %

~~(1) This metric represents a non-GAAP financial measure. See 'Reconciliation of Non-GAAP Financial Measures' for a reconciliation of this metric to the applicable GAAP metric.~~


	Six Months Ended June 30,
(in thousands, except for percentages)	2021			2020
Key metrics:
Underwriting income(1)	$	7,313		$	2,279
Adjusted net income(1)	$	12,425		$	11,122
Loss ratio	61.3		%	57.3		%
Expense ratio	30.5		%	37.5		%
Combined ratio	91.8		%	94.8		%
Return on equity	5.6		%	15.4		%
Adjusted return on equity(1)	6.0		%	15.8		%
Return on tangible equity(1)	11.6		%	15.8		%
Adjusted return on tangible equity(1)	12.5		%	16.2		%

(1) This metric represents a non-GAAP financial measure. See 'Reconciliation of Non-GAAP Financial Measures' for a reconciliation of this metric to the applicable GAAP metric.

Gross written premiums: Gross written premiums increased ~~$36,267,~~$85,810, or ~~11.6%~~39.5%, to ~~$349,755~~$303,281 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$313,488~~$217,471 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The increase is primarily attributable to the growth in our existing ~~program partner~~Program Partner business, ~~as well as~~ the addition of new Program Partners added since the second quarter of 2020 and the acquisition of 7710 Insurance Company in the ~~second and third quarters~~fourth quarter of 2020. The changes in gross written premiums were most notably due to the following lines of business:

Workers' compensation ~~which~~ represented ~~76.8%~~63.7% of our gross written premiums for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to 79.3% for the six months ended June 30, 2020. For the six months ended June 30, 2021, gross written premiums for workers' compensation increased by ~~$6,606,~~$20,644, or ~~2.5%~~12.0%, compared to the ~~nine months ended September 30, 2019.~~same period in 2020.

All other non-workers' compensation liability, which primarily includes commercial auto, homeowners, other liability and accident & health lines of business, represented ~~23.2%~~36.3% of our gross written premiums for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to 20.7% for the six months ended June 30, 2020. For the six months ended June 30, 2021, gross written premiums for all other non-workers' compensation liability increased ~~$29,661,~~$65,166, or ~~57.7%~~145.0%, compared to the ~~nine months ended September 30, 2019.~~same period in 2020.

Gross earned premiums: Gross earned premiums increased ~~$14,765,~~$66,090, or ~~5.0%~~32.9%, to ~~$310,154~~$266,923 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$295,389~~$200,833 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The increase is ~~driven by~~a result of the increase in gross written premiums, ~~partially~~ offset by the increase in gross unearned premiums of ~~$21,502, which is~~$19,720, driven by the ~~addition of new Program Partners during the second and third quarters whose~~overall growth in premiums, which are largely unearned as of ~~September~~June 30, ~~2020.~~2021. Gross earned premiums as a percentage of gross written premiums decreased to ~~88.7%~~88.0% for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~94.2%,~~92.3% for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020.

Ceded earned premiums: Ceded earned premiums increased ~~$8,233,~~$20,851, or ~~3.6%~~13.3%, to ~~$238,460~~$177,846 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$230,227~~$156,995 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The increase in ceded earned premiums is primarily due to the ~~growth in earned premiums of Compstar as well as the~~ addition of new Program Partners ~~during~~since the second ~~and third quarters~~quarter of 2020 whose premiums are largely ceded. The total ceded earned premiums as a percentage of gross earned premiums ~~remained relatively consistent at 76.9%~~decreased to 66.6% for the ~~nine~~six months ended ~~September~~June 30, 2021, compared to 78.2% for the six months ended June 30, 2020, ~~compared to 77.9% for~~primarily driven by the ~~nine months ended September 30, 2019.~~Company's retention of a larger portion of gross written premiums.

Net earned premiums: Net earned premiums increased ~~$6,532,~~$45,239, or ~~10.0%~~103.2%, to ~~$71,694~~$89,077 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$65,162~~$43,838 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The increase is ~~due~~ primarily due to the increase in gross written and earned premiums described above, ~~partially~~ offset by the increase in ceded earned premiums over the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2021.

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The table below shows the total premiums earned on a gross and net basis for the respective ~~nine-month~~six-month periods:

~~Table of Contents~~


		Nine Months Ended September 30,						Percentage Change			Six Months Ended June 30,						Percentage Change (1)
(in thousands, except percentages)	(in thousands, except percentages)	2020		2019		Change				(in thousands, except percentages)	2021		2020		Change
Revenues:	Revenues:									Revenues:
Gross written premiums	Gross written premiums	$	349,755	$	313,488	$	36,267	11.6	%	Gross written premiums	$	303,281	$	217,471	$	85,810	39.5	%
Increase in gross unearned premiums	Increase in gross unearned premiums	(39,601)		(18,099)		(21,502)		118.8	%	Increase in gross unearned premiums	(36,358)		(16,638)		(19,720)		118.5	%
Gross earned premiums	Gross earned premiums	310,154		295,389		14,765		5.0	%	Gross earned premiums	266,923		200,833		66,090		32.9	%
Ceded earned premiums	Ceded earned premiums	(238,460)		(230,227)		(8,233)		3.6	%	Ceded earned premiums	(177,846)		(156,995)		(20,851)		13.3	%
Net earned premiums	Net earned premiums	$	71,694	$	65,162	$	6,532	10.0	%	Net earned premiums	$	89,077	$	43,838	$	45,239	103.2	%

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.										(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Net investment income: Net investment income ~~increased $2,075,~~decreased $2,395, or ~~45.3%~~35.4%, to ~~$6,653~~$4,375 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$4,578~~$6,770 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The ~~increase~~decrease is primarily attributable to the fair value re-measurement and common stock investment reclassification of the Company's investment in TRI during the first quarter of 2020, which was previously classified as an equity method investment, which resulted in an unrealized gain of $2,000.

Net realized capital gains: Net realized capital gains ~~increased $2,656~~decreased $3,207 to ~~$3,345~~$23 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$689~~$3,230 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The ~~increase~~decrease is primarily due to the recording of a $3,115 realized gain on the sale of a portion of the Company's investment in TRI during the first quarter of ~~2020, offset by the bargain purchase gain recorded in connection with the acquisition of FCCIC during the first quarter of 2019 of $634.~~2020.

Other revenue: Other revenue ~~increased $3,274,~~decreased $38, or ~~40.7%~~0.6%, to ~~$11,323~~$5,884 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$8,049~~$5,922 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The ~~increase~~decrease is driven by a decrease in brokerage and management fees, partially offset by an increase in ~~brokerage revenue of $3,435 due to the addition of new Program Partners~~consulting and ~~increases in estimated premiums on reinsurance contracts.~~other fee-based revenue.

Losses and loss adjustment expenses: Losses and LAE increased ~~$2,235,~~$29,489, or ~~5.8%~~117.4%, to ~~$40,681~~$54,606 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$38,446~~$25,117 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The increase is directly attributable to the growth in earned premiums during the period ~~and a decrease~~as well as an increase in ~~favorable~~the Company's loss ~~reserve estimate true-ups made~~ratio experienced during the ~~nine~~six months ended ~~September~~June 30, ~~2020 versus the nine months ended September 30, 2019.~~2021. The Company's loss ratio ~~decreased~~increased to ~~56.7%~~61.3% for the ~~nine~~six months ended ~~September~~June 30, 2021 compared to 57.3% for the six months ended June 30, 2020, ~~compared~~primarily attributable to ~~59.0% for the nine months ended September 30, 2019, as~~ a ~~result~~number of ~~increases in estimated~~unusually large losses ~~incurred but not reported~~experienced during the ~~nine months ended September 30, 2019.~~first half of 2021.

General and administrative expenses: General and administrative expenses increased ~~$7,543,~~$10,716, or ~~47.5%~~65.2%, to ~~$23,437~~$27,158 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$15,894~~$16,442 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. This change resulted in ~~an increase~~a decrease in the Company's expense ratio to ~~32.7%~~30.5% for the ~~nine~~six months ended ~~September~~June 30, 2021, compared to 37.5% for the six months ended June 30, 2020, ~~compared to 24.4% for the nine months ended September 30, 2019. The increase is attributable to (i)~~a 700 basis point improvement. Net commissions increased $1,641, driven primarily by an increase in retention, partially offset by a reduction in our net ~~agent commissions~~commission rate. Insurance-related expenses increased $1,864 primarily as a result of ~~$4,783 resulting from~~ an increase in ~~written premiums; (ii)~~gross earned premiums. General and administrative operating expenses increased $7,211, primarily as a result of (i) an increase in salaries and benefits of ~~$3,519 resulting~~$4,885, of which $2,756 directly resulted from ~~an increased~~acquisitions made in the second half of 2020 and a general increase in workforce; ~~(iii)~~(ii) additional rent and office-related expenses totaling $1,786 due to an increase in ~~professional service~~business insurance expense ~~of $2,440, driven by an increase of $1,875 related to the Company's IPO and post-IPO readiness~~ as well as ~~legal~~the addition of new office locations; and ~~consulting expenses; (iv)~~(iii) additional IT software and systems costs totaling ~~$708 relating~~$1,003 related to new software implementation ~~an increased workforce~~ and additional expenses incurred to accommodate a remote workforce due to COVID-19; and (v) additional rent and office-related expenses totaling $749 due to the addition of new office locations and rent increases. These increases were partiallyautomation initiatives; offset by a ~~net reduction~~decrease in professional fees of $975 as a result of the Company's IPO readiness effort in 2020.

Table of Contents

The table below shows the components of general and administrative expenses for the respective six-month periods:


	Six Months Ended June 30,
	2021			2020			Change
Direct commissions	$	50,710		$	43,938		$	6,772
Ceding commissions	(57,892)			(52,761)			(5,131)
Net commissions	(7,182)			(8,823)			1,641
Insurance-related expenses	9,425			7,561			1,864
General and administrative operating expenses	24,915			17,704			7,211
Total general and administrative expenses	$	27,158		$	16,442		$	10,716

General and administrative expenses — % of gross written premiums	8.2		%	8.1		%
Retention rate (1)	33.4		%	21.8		%
Direct commission rate (2)	19.0		%	21.9		%
Ceding commission rate (3)	32.6		%	33.6		%

(1) Net earned premium as a percentage of gross earned premiums.
(2) Direct commissions as a percentage of gross earned premiums.
(3) Ceding commissions as a percentage of ceded earned premiums.

Other expenses: Other expenses were $845 for the six months ended June 30, 2021, which primarily relates to secondary offering costs of ~~$3,000 as a result of synergies gained from the acquisition of Compstar during the third quarter~~$555 and ~~a reduction in insurance related expenses of $1,532, primarily driven by a year-to-date reduction in premium receivable write-offs.~~executive transition and other costs totaling $290.

Intangible asset amortization: Intangible asset amortization increased ~~$1,119~~$2,793 to ~~$1,154~~$2,827 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$35~~$34 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. The increase is driven by the addition of intangible assets acquired as a result of the purchase of the remaining equity interest of Compstar in the third ~~quarter.~~quarter of 2020 and 7710 Insurance Company in the fourth quarter of 2020.

Noncash ~~share-based~~stock compensation: Noncash ~~share-based~~stock compensation was ~~$307~~$630 for the ~~nine~~six months ended ~~September~~June 30, ~~2020.~~2021. Expenses incurred during the period related to restricted stock units and stock options granted under the Company's 2020 Omnibus ~~Plan during the third quarter.~~Plan.

44Gains (losses) on embedded derivatives: The Company recorded gains on embedded derivatives of $1,990 for the six months ended June 30, 2021, compared to losses of $5,180 for the six months ended June 30, 2020. The increase is driven primarily by an increase in unrealized gains on funds held investments of $6,396 as well as a reduction in expenses from funds held investments of $774.

~~Table of Contents~~

Income tax expense: Income tax expense was ~~$4,679~~$3,019 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, which resulted in an effective tax rate of ~~5.5%, compared to $4,404 for the nine months ended September 30, 2019, which resulted in an effective tax rate of 19.5%~~20.7%. The decrease in the effective tax rate from the statutory rate of 21% is due primarily to the ~~non-tax~~ impact of ~~the gain recorded~~tax-exempt municipal income on the ~~revaluation~~Company's investments. For the six months ended June 30, 2020, income tax expense was $3,218, which resulted in an effective tax rate of 26.6%. The increase in the ~~Company's original 45% investment in Compstar, offset by certain IPO-related expenses not deductible for~~effective tax ~~purposes.~~rate from the statutory rate of 21% is due primarily to the impact of state taxes and the deferred tax effect of a tax accounting method change on excess ceding commissions.

Equity earnings in affiliates, net of tax: Equity earnings in affiliates, net of tax decreased ~~$161~~$1,932 to ~~$2,333~~$0 for the ~~nine~~six months ended ~~September~~June 30, ~~2020,~~2021, compared to ~~$2,494~~$1,932 for the ~~nine~~six months ended ~~September~~June 30, ~~2019.~~2020. This decrease is due to the reduction in the Company's share of earnings in TRI of $445, which is no longer carried as an equity method investment due to the sale of a portion of the Company's investment in TRI during the first quarter of 2020. This is partially offset by the increase in the Company's share of earnings in Compstar of ~~$280, prior to~~$1,932 as a result of the acquisition of the remaining ownership interest ~~in Compstar.~~during the third quarter of 2020.

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Reconciliation of Non-GAAP Financial Measures

Underwriting income

We define underwriting income as income before taxes excluding net investment income, investment revaluation gains, net realized capital gains or losses, IPO-related expenses, intangible asset amortization, noncash ~~share-based~~stock compensation, gains and losses on embedded derivatives, interest expense, other revenue ~~interest expense~~ and other ~~income.~~income and expenses. Underwriting income represents the pre-tax profitability of our underwriting operations and allows us to evaluate our underwriting performance without regard to investment income, IPO-related expenses, intangible asset amortization, noncash ~~share-based~~stock compensation, interest expense, ~~and~~ other revenue and ~~income.~~other income and expenses. We use this metric because we believe it gives our management and other users of our financial information useful insight into our underwriting business performance by adjusting for these expenses and sources of income. Underwriting income should not be viewed as a substitute for net income calculated in accordance with GAAP, and other companies may define underwriting income differently.


		Three Months Ended September 30,				Percentage Change			Three Months Ended June 30,				Percentage Change (1)
(in thousands, except percentages)	(in thousands, except percentages)	2020		2019				(in thousands, except percentages)	2021		2020
Net income	Net income	$	69,337	$	5,786	1,098.4	%	Net income	$	2,126	$	1,358	56.6	%
Income tax expense	Income tax expense	788		1,395		(43.5)	%	Income tax expense	414		351		17.9	%
Equity earnings in affiliates, net of tax	Equity earnings in affiliates, net of tax	(401)		(1,021)		(60.7)	%	Equity earnings in affiliates, net of tax	—		(1,230)		(100.0)	%
Income before taxes	Income before taxes	69,724		6,160		1,031.9	%	Income before taxes	2,540		479		NM
Other revenue	Other revenue	(5,401)		(2,561)		110.9	%	Other revenue	(1,229)		(1,530)		(19.7)	%
Gains (losses) on embedded derivatives								Gains (losses) on embedded derivatives	686		3,991		(82.8)	%
Net investment income	Net investment income	(1,857)		(1,721)		7.9	%	Net investment income	(2,103)		(2,525)		(16.7)	%
Gain on revaluation of Compstar investment		(69,846)		—		100.0	%
Net realized capital (gains) losses		(115)		34		(438.2)	%
Net realized capital gains (losses)								Net realized capital gains (losses)	(10)		4		NM
Other expenses								Other expenses	845		—		NM
Interest expense	Interest expense	520		498		4.4	%	Interest expense	425		501		(15.2)	%
IPO bonuses and contract buyout fee		11,054		—		100.0	%
Intangible asset amortization	Intangible asset amortization	1,120		11		10,081.8	%	Intangible asset amortization	1,413		23		NM
Noncash share-based compensation		307		—		100.0	%
Noncash stock compensation								Noncash stock compensation	419		—		NM
Other income	Other income	(209)		8		(2,712.5)	%	Other income	(35)		(40)		(12.5)	%
Underwriting income	Underwriting income	$	5,297	$	2,429	118.1	%	Underwriting income	$	2,951	$	903	NM

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		Nine Months Ended September 30,				Percentage Change			Six Months Ended June 30,				Percentage Change (1)
(in thousands, except percentages)	(in thousands, except percentages)	2020		2019				(in thousands, except percentages)	2021		2020
Net income	Net income	$	82,663	$	20,628	300.7	%	Net income	$	11,568	$	10,793	7.2	%
Income tax expense	Income tax expense	4,679		4,404		6.2	%	Income tax expense	3,019		3,218		(6.2)	%
Equity earnings in affiliates, net of tax	Equity earnings in affiliates, net of tax	(2,333)		(2,494)		(6.5)	%	Equity earnings in affiliates, net of tax	—		(1,932)		(100.0)	%
Income before taxes	Income before taxes	85,009		22,538		277.2	%	Income before taxes	14,587		12,079		20.8	%
Other revenue	Other revenue	(11,323)		(8,049)		40.7	%	Other revenue	(5,884)		(5,922)		(0.6)	%
Gains (losses) on embedded derivatives								Gains (losses) on embedded derivatives	(1,990)		5,180		(138.4)	%
Net investment income	Net investment income	(6,653)		(4,578)		45.3	%	Net investment income	(4,375)		(6,770)		(35.4)	%
Gain on revaluation of Compstar investment		(69,846)		—		100.0	%
Net realized capital gains	Net realized capital gains	(3,345)		(689)		385.5	%	Net realized capital gains	(23)		(3,230)		(99.3)	%
Other expenses								Other expenses	845		—		NM
Interest expense	Interest expense	1,482		1,683		(11.9)	%	Interest expense	852		962		(11.4)	%
IPO bonuses and contract buyout fee		11,054		—		100.0	%
Intangible asset amortization	Intangible asset amortization	1,154		35		3,197.1	%	Intangible asset amortization	2,827		34		NM
Noncash share-based compensation		307		—		100.0	%
Noncash stock compensation								Noncash stock compensation	630		—		NM
Other income	Other income	(263)		(118)		122.9	%	Other income	(156)		(54)		188.9	%
Underwriting income	Underwriting income	$	7,576	$	10,822	(30.0)	%	Underwriting income	$	7,313	$	2,279	NM

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.								(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Adjusted net income

We define adjusted net income as net income excluding the impact of certain items, including the consummation of the reorganization transactions in connection with our IPO, noncash intangible asset amortization and ~~share-based~~stock compensation, ornoncash unrealized gains and losses on embedded derivatives, other expenses and gains or losses that we believe do not reflect our core operating performance, which items may have a disproportionate effect in a given period, affecting comparability of our results across periods. We calculate the tax impact only on adjustments that would be included in calculating our income tax expense using the effective tax rate at the end of each period. We use adjusted net income as an internal performance measure in the management of our operations because we believe it gives our management and other users of our financial information useful insight into our results of operations and our underlying business performance by eliminating the effects of these items. Adjusted net income should not be viewed as a substitute for net income calculated in accordance with GAAP, and other companies may define adjusted net income differently.


		Three Months Ended September 30,				Percentage Change			Three Months Ended June 30,				Percentage Change (1)
(in thousands, except percentages)	(in thousands, except percentages)	2020		2019				(in thousands, except percentages)	2021		2020
Net income	Net income	$	69,337	$	5,786	1,098.4	%	Net income	$	2,126	$	1,358	56.6	%
Intangible asset amortization	Intangible asset amortization	1,120		11		10,081.8	%	Intangible asset amortization	1,413		23		NM
Noncash stock-based compensation		307		—		100.0	%
Noncash stock compensation								Noncash stock compensation	419		—		NM
Unrealized losses on embedded derivatives								Unrealized losses on embedded derivatives	167		2,990		(94.4)	%
Other expenses								Other expenses	845		—		NM
Expenses associated with Altaris management fee, including cash bonuses paid to unit holders	Expenses associated with Altaris management fee, including cash bonuses paid to unit holders	—		441		(100.0)	%	Expenses associated with Altaris management fee, including cash bonuses paid to unit holders	—		442		(100.0)	%
Expenses associated with IPO and other one-time legal and consulting expenses	Expenses associated with IPO and other one-time legal and consulting expenses	645		387		66.7	%	Expenses associated with IPO and other one-time legal and consulting expenses	—		788		(100.0)	%
Expenses related to debt issuance costs	Expenses related to debt issuance costs	—		25		(100.0)	%	Expenses related to debt issuance costs	—		135		(100.0)	%
FMV adjustment of remaining investment in affiliate		(69,846)		—		100.0	%
IPO bonuses and contract buyout fee		11,054		—		100.0	%
Total adjustments	Total adjustments	(56,720)		864		(6,664.8)	%	Total adjustments	2,844		4,378		(35.0)	%
Tax impact of adjustments	Tax impact of adjustments	(2,140)		(176)		1,115.9	%	Tax impact of adjustments	(654)		(947)		(30.9)	%
Adjusted net income	Adjusted net income	$	10,477	$	6,474	61.8	%	Adjusted net income	$	4,316	$	4,789	(9.9)	%

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		Nine Months Ended September 30,				Percentage Change			Six Months Ended June 30,				Percentage Change (1)
(in thousands, except percentages)	(in thousands, except percentages)	2020		2019				(in thousands, except percentages)	2021		2020
Net income	Net income	$	82,663	$	20,628	300.7	%	Net income	$	11,568	$	10,793	7.2	%
Intangible asset amortization	Intangible asset amortization	1,154		35		3,197.1	%	Intangible asset amortization	2,827		34		NM
Noncash stock-based compensation		307		—		100.0	%
Noncash stock compensation								Noncash stock compensation	630		—		NM
Unrealized (gains) losses on embedded derivatives								Unrealized (gains) losses on embedded derivatives	(3,189)		3,206		(199.5)	%
Other expenses								Other expenses	845		—		NM
Expenses associated with Altaris management fee, including cash bonuses paid to unit holders	Expenses associated with Altaris management fee, including cash bonuses paid to unit holders	883		1,324		(33.3)	%	Expenses associated with Altaris management fee, including cash bonuses paid to unit holders	—		883		(100.0)	%
Expenses associated with IPO and other one-time legal and consulting expenses	Expenses associated with IPO and other one-time legal and consulting expenses	1,845		829		122.6	%	Expenses associated with IPO and other one-time legal and consulting expenses	—		1,200		(100.0)	%
Expenses related to debt issuance costs	Expenses related to debt issuance costs	135		75		80.0	%	Expenses related to debt issuance costs	—		135		(100.0)	%
FMV adjustment of remaining investment in affiliate	FMV adjustment of remaining investment in affiliate	(71,846)		—		100.0	%	FMV adjustment of remaining investment in affiliate	—		(2,000)		(100.0)	%
Net gain on purchase & disposal of affiliates	Net gain on purchase & disposal of affiliates	(3,115)		(634)		391.3	%	Net gain on purchase & disposal of affiliates	—		(3,115)		(100.0)	%
IPO bonuses and contract buyout fee		11,054		—		100.0	%
Total adjustments	Total adjustments	(59,583)		1,629		(3,757.6)	%	Total adjustments	1,113		343		NM
Tax impact of adjustments	Tax impact of adjustments	(1,480)		(460)		221.7	%	Tax impact of adjustments	(256)		(14)		NM
Adjusted net income	Adjusted net income	$	21,600	$	21,797	(0.9)	%	Adjusted net income	$	12,425	$	11,122	11.7	%

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.								(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Adjusted return on equity

We define adjusted return on equity as adjusted net income expressed on an annualized basis as a percentage of average beginning and ending ~~shareholders'~~stockholders' equity during the period. We use adjusted return on equity as an internal performance measure in the management of our operations because we believe it gives our management and other users of our financial information useful insight into our results of operations and our underlying business performance by adjusting for items that we believe do not reflect our core operating performance and that may diminish comparability across periods. Adjusted return on equity should not be viewed as a substitute for return on equity calculated in accordance with GAAP, and other companies may define adjusted return on equity differently.


		Three Months Ended September 30,						Nine Months Ended September 30,							Three Months Ended June 30,						Six Months Ended June 30,
		2020			2019			2020			2019
(in thousands, except percentages)														(in thousands, except percentages)	2021			2020			2021			2020
Adjusted return on equity calculation:	Adjusted return on equity calculation:													Adjusted return on equity calculation:
Numerator: adjusted net income	Numerator: adjusted net income	$	10,477		$	6,474		$	21,600		$	21,797		Numerator: adjusted net income	$	4,316		$	4,789		$	12,425		$	11,122
Denominator: average equity	Denominator: average equity	270,519			128,299			271,684			117,688			Denominator: average equity	415,159			144,733			413,725			140,450
Adjusted return on equity	Adjusted return on equity	15.5		%	20.2		%	10.6		%	24.7		%	Adjusted return on equity	4.2		%	13.2		%	6.0		%	15.8		%
Return on equity	Return on equity	102.5		%	18.0		%	40.6		%	23.4		%	Return on equity	2.0		%	3.8		%	5.6		%	15.4		%

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Return on tangible equity and adjusted return on tangible equity

We define tangible ~~shareholders'~~stockholders' equity as ~~shareholders'~~stockholders' equity less goodwill and other intangible assets. We define return on tangible equity as net income expressed on an annualized basis as a percentage of average beginning and ending tangible ~~shareholders'~~stockholders' equity during the period. We define adjusted return on tangible equity as adjusted net income expressed on an annualized basis as a percentage of average beginning and ending tangible ~~shareholders'~~stockholders' equity during the period. We regularly evaluate acquisition opportunities and have historically made acquisitions that affect ~~shareholders'~~stockholders' equity. We use return on tangible equity and adjusted return on tangible equity as internal performance measures in the management of our operations because we believe they give our management and other users of our financial information useful insight into our results of operations and our underlying business performance by adjusting for the effects of acquisitions on our ~~sharehoders'~~stockholders' equity and, in the case of adjusted return on tangible equity, by adjusting for the items that we believe do not reflect our core operating performance and that may diminish comparability across periods. Return on tangible equity and adjusted return on tangible equity should not be viewed as a substitute for return on equity or return on tangible equity, respectively, calculated in accordance with GAAP, and other companies may define return on tangible equity and adjusted return on tangible equity differently.


		Three Months Ended September 30,						Nine Months Ended September 30,							Three Months Ended June 30,						Six Months Ended June 30,
		2020			2019			2020			2019
(in thousands, except percentages)														(in thousands, except percentages)	2021			2020			2021			2020
Return on tangible equity calculation:	Return on tangible equity calculation:													Return on tangible equity calculation:
Numerator: net income	Numerator: net income	$	69,337		$	5,786		$	82,663		$	20,628		Numerator: net income	$	2,126		$	1,358		$	11,568		$	10,793
Denominator:	Denominator:													Denominator:
Average shareholders' equity		270,519			128,299			271,684			117,688
Average stockholders' equity														Average stockholders' equity	415,159			144,733			413,725			140,450
Less: average goodwill and other intangible assets	Less: average goodwill and other intangible assets	108,476			2,982			107,994			2,993			Less: average goodwill and other intangible assets	213,836			3,453			214,543			3,459
Average tangible shareholders' equity		162,043			125,317			163,690			114,695
Average tangible stockholders' equity														Average tangible stockholders' equity	201,323			141,280			199,182			136,991
Return on tangible equity	Return on tangible equity	171.2		%	18.5		%	67.3		%	24.0		%	Return on tangible equity	4.2		%	3.8		%	11.6		%	15.8		%
Return on equity	Return on equity	102.5		%	18.0		%	40.6		%	23.4		%	Return on equity	2.0		%	3.8		%	5.6		%	15.4		%


		Three Months Ended September 30,						Nine Months Ended September 30,							Three Months Ended June 30,						Six Months Ended June 30,
		2020			2019			2020			2019
(in thousands, except percentages)														(in thousands, except percentages)	2021			2020			2021			2020
Adjusted return on tangible equity calculation:	Adjusted return on tangible equity calculation:													Adjusted return on tangible equity calculation:
Numerator: adjusted net income	Numerator: adjusted net income	$	10,477		$	6,474		$	21,600		$	21,797		Numerator: adjusted net income	$	4,316		$	4,789		$	12,425		$	11,122
Denominator: average tangible equity	Denominator: average tangible equity	162,043			125,317			163,690			114,695			Denominator: average tangible equity	201,323			141,280			199,182			136,991
Adjusted return on tangible equity	Adjusted return on tangible equity	25.9		%	20.7		%	17.6		%	25.3		%	Adjusted return on tangible equity	8.6		%	13.6		%	12.5		%	16.2		%
Return on equity	Return on equity	102.5		%	18.0		%	40.6		%	23.4		%	Return on equity	2.0		%	3.8		%	5.6		%	15.4		%

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Financial Condition, Liquidity and Capital Resources

Sources and Uses of Funds

We are organized as a holding company with our operations conducted through our subsidiaries, including our wholly owned insurance subsidiaries: Benchmark, which is domiciled in Kansas and commercially domiciled in ~~California, and~~California; ALIC, which is domiciled in ~~Utah.~~Utah; and 7710 Insurance Company, which is domiciled in South Carolina. Accordingly, the holding company may receive cash ~~through~~through: (i) loans from banks, (ii) draws on a revolving loan agreement, (iii) issuance of equity and debt securities, (iv) corporate service fees from our operating subsidiaries, (v) payments from our subsidiaries pursuant to our consolidated tax allocation agreement and other transactions and (vi) dividends from our non-insurance subsidiaries and, subject to certain limitations discussed below, dividends from our insurance subsidiaries. We also may use the proceeds from these sources to contribute funds to the insurance subsidiaries in order to support premium growth, reduce our reliance on reinsurance, ~~retire indebtedness on preferred stock,~~ pay taxes and for other general business purposes.

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State insurance laws restrict the ability of insurance companies to declare ~~shareholder~~stockholder dividends without prior regulatory approval. State insurance regulators require insurance companies to maintain specified levels of statutory capital and surplus.

Under Kansas and California law, dividends payable from Benchmark without the prior approval of the applicable insurance commissioner ~~are limited to~~must not exceed the greater of (i) 10% of ~~Benchmark’s~~Benchmark's surplus as shown on the last statutory financial statement on file with the Kansas Insurance Department and the California Department of Insurance, respectively, or (ii) 100% of ~~statutory~~ net income during the applicable twelve-month period (not including realized capital ~~gains and~~gains). Dividends shall not ~~including~~include pro rata distributions of any class of Benchmark's own securities). Under California law, dividends payable from Benchmark without the prior approval of the applicable insurance commissioner are limited to the greater of (i) 10% of Benchmark’s surplus as shown on the last statutory financial statement on file with the Kansas Insurance Department and the California Department of Insurance, respectively, or (ii) 100% of statutory net income during the applicable twelve-month period. securities.

Under Utah law, dividends payable from ALIC without the prior approval of the applicable insurance commissioner ~~are limited to~~must not exceed the lesser of (i) 10% of ~~ALIC’s~~ALIC's surplus as shown on the last statutory financial statement on file with the Utah Insurance Department or (ii) 100% of net income during the applicable ~~twelve-month~~twelve- month period (not including realized capital ~~gains and~~gains).

Under South Carolina law, dividends payable from 7710 Insurance Company without the prior approval of the applicable insurance commissioner are limited to the following during the preceding twelve months: (a) when paid from other than earned surplus must not exceed the lesser of: (i) 10% of 7710 Insurance Company's surplus as regards policyholders as shown in 7710 Insurance Company's most recent annual statement; or (ii) the net income, not including ~~pro rata distributions~~net realized capital gains or losses as shown in 7710 Insurance Company's most recent annual statement; or (b) when paid from earned surplus must not exceed the greater of: (i) 10% of ~~any class of ALIC's own securities).~~ 7710 Insurance Company's surplus as regards policyholders as shown in 7710 Insurance Company's most recent annual statement; or (ii) the net income, not including net realized capital gains or losses as shown in the 7710 Insurance Company's most recent annual statement.

The maximum amount of dividends the insurance subsidiaries can pay us during ~~2020~~2021 without regulatory approval is ~~$14.0 million.~~$23,859. Insurance regulators have broad powers to ensure that statutory surplus remains at adequate levels, and there is no assurance that dividends of the maximum amount calculated under any applicable formula would be permitted. In the future, state insurance regulatory authorities that have jurisdiction over the payment of dividends by the insurance subsidiaries may adopt statutory provisions more restrictive than those currently in effect.

Our insurance subsidiaries are also required by state law to maintain a minimum level of ~~policyholder's~~policyholders' surplus. Kansas, Utah and ~~Utah~~South Carolina utilize a risk-based capital requirement as promulgated by the National Association of Insurance Commissioners. Such requirements are designed to identify the various business risks (e.g., investment risk, underwriting profitability risk, etc.) of insurance companies and their subsidiaries. As of ~~September~~June 30, ~~2020~~2021 and December 31, ~~2019,~~2020, the total adjusted capital of our insurance subsidiaries was in excess of their respective prescribed risk-based capital requirements.

As of ~~September~~June 30, ~~2020,~~2021, we had ~~$165,255~~$101,361 in cash and cash equivalents, compared to ~~$74,268~~$153,149 as of December 31, ~~2019.~~2020.

Management believes that we have sufficient liquidity available to meet our operating cash needs and obligations and committed capital expenditures for the next 12 months.

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Cash Flows

Our most significant source of cash is from premiums received from insureds, net of the related commission amount for the policies. Our most significant cash outflow is for claims that arise when a policyholder incurs an insured loss. Because the payment of claims occurs after the receipt of the premium, often years later, we invest the cash in various investment securities that generally earn interest and dividends. The table below summarizes our net cash flows.


		Nine Months Ended September 30,					Six Months Ended June 30,
(in thousands)		2020		2019
							2021		2020
Cash, cash equivalents and restricted cash provided by (used in):	Cash, cash equivalents and restricted cash provided by (used in):					Cash, cash equivalents and restricted cash provided by (used in):
Operating activities	Operating activities	$	32,208	$	32,052	Operating activities	$	22,820	$	31,783
Investing activities	Investing activities	18,492		(18,174)		Investing activities	(65,599)		6,107
Financing activities	Financing activities	59,662		(5,796)		Financing activities	(625)		(8,886)
Net increase in cash, cash equivalents and restricted cash		$	110,362	$	8,082
Net increase (decrease) in cash, cash equivalents and restricted cash						Net increase (decrease) in cash, cash equivalents and restricted cash	$	(43,404)	$	29,004

Operating Activities: Net cash provided by operating activities for the ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 was ~~$32,208~~$22,820, compared to ~~$32,052~~$31,783 for the same period in ~~2019. The $156 increase in~~2020. Net cash provided by operating activities ~~is driven~~includes net income as adjusted for depreciation and amortization, stock compensation, unrealized gains and losses on embedded derivatives, net capital gains and losses, bond amortization and accretion, the change in deferred income taxes and amortization of deferred financing costs. Net cash provided by ~~an increase in cash during~~operating activities for the ~~nine~~six months ended ~~September~~June 30, ~~2020 resulting from (i) an increase~~2021 reflects increases in unpaid loss and loss adjustment expenses of $44,742, unearned premiums of ~~$22,388 resulting from the increase~~$36,401 and funds held under reinsurance agreements of $3,080; partially offset by increases in ~~written premium during the period; (ii) an increase~~premiums and other receivables of $22,714, reinsurance recoverables of $18,730, prepaid reinsurance premiums of $13,033, other assets of $6,623 and decreases in reinsurance premiums payable of $5,388, accounts payable and accrued expenses of ~~$5,626,~~$4,011 and ~~(iii) a decrease~~income taxes payable of $3,791. Unpaid loss and loss adjustment expenses and unearned premiums increased primarily due to an increase in ~~the change~~gross written premiums. The increases in premiums and other receivables ~~of $5,716. This increase is partially offset by (i)~~and reinsurance recoverables were primarily a ~~reduction in underwriting income~~result of ~~$3,246; (ii)~~ an increase in gross written premiums during the ~~change~~period. Other assets increased as a result of increases in ~~prepaid~~our deferred acquisition costs and contract asset balances. Funds held under reinsurance ~~premiums~~agreements decreased due to an arbitration settlement in the fourth quarter of ~~$7,342; (iii)~~2020, resulting in the non-cash transfer of certain investments held as collateral. Excluding non-cash transfers, funds held under reinsurance agreements increased as a result of an increase in gross written premium. Net cash provided by operating activities for the ~~change in other~~six months ended June 30, 2020 reflects distributions received from equity method investments and incremental cash received for operating assets ~~of $6,697; (iv) a decrease in realized capital gains~~ and ~~losses of $5,575; and (v) an increase in funds held for reinsurance agreements of $5,225.~~liabilities.

Investing Activities: Net cash used in investing activities for the six months ended June 30, 2021 was $65,599 compared to net cash provided by investing activities of $6,107 for the same period in 2020. Net cash used in investing activities for the six months ended June 30, 2021 includes $65,758 net cash used in the purchase and sale of investments, $73 in capital expenditures and $232 in cash received for the sale of equity method investments. Additionally, the six months ended June 30, 2021 includes non-cash transfers of investments to settle amounts owed for funds held for reinsurance agreements by $13,562 and accounts payable and accrued expenses by $26,211. Net cash provided by investing activities for the ~~nine~~six months ended ~~September~~June 30, 2020 ~~was $18,492 compared to~~includes $4,644 net cash ~~used of $18,174 for the same period in 2019. The $36,666 increase in cash provided by investing activities is driven by (i) an increase of $17,360 net cash provided by~~received from the purchase and sale of ~~investments; (ii) $11,891~~investments, $3,000 in cash received for the sale of equity method investments, $115 received for the return of capital on equity method investments, $1,098 in cash used in the acquisition of ~~Compstar; (iii) $3,000~~a subsidiary, net of cash received ~~from the sale of TRI~~and $554 in ~~2020; and (iv) the incremental $4,398 used in 2019 for the acquisitions of First Choice Casualty Insurance Company and the remaining 25% of American Liberty Insurance Company.~~capital expenditures.

Financing Activities: Net cash ~~provided by~~used in financing activities for the ~~nine~~six months ended ~~September~~June 30, ~~2020~~2021 was ~~$59,662~~$625 compared to ~~net cash used of $5,796~~$8,886 for the same period in ~~2019. The increase~~2020. Net cash used in financing activities for the six months ended June 30, 2021 primarily includes the principal payments made on the Company's debt. Net cash used in financing activities for the six months ended June 30, 2020 included $19,496 in distributions to pre-IPO unitholders, partially offset by $10,610 in cash provided by ~~investing activities of $65,458 is driven by $99,643 of net cash proceeds received from~~ the Company's IPO. This increase is partially offset by distributions paid to members prior to the Company's IPO of $18,352, cash paid for deferred offering costs of $5,839, cash used in the buyback of redeemable preferred stock $5,100 and principal payments on the Company'slong-term debt, net of ~~incremental~~ principal ~~received in the refinance of debt, of $4,848.~~payments.

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Debt and Credit Agreements

First Horizon Credit Agreement

In April 2018, Trean Corporation and Trean Compstar entered into a credit agreement with First Horizon Bank (formerly, First Tennessee Bank National Association) (the ~~2018~~"2018 First Horizon Credit ~~Agreement)~~Agreement"), which included a term loan facility totaling $27.5 million and a revolving credit facility of $3.0 million.

On May 26, 2020, the Company entered into an Amended and Restated Credit Agreement with First Horizon Bank, which, among other things, extended the Company's credit facility for a period of five years through May 26, 2025 and increased its term loan facility by $11,707, resulting in a total term loan debt amount of $33,000 and a revolving credit facility of $2,000. Borrowings under the facility are secured by substantially all of the assets of ~~Trean Insurance Group, Inc.~~the Company other than Benchmark Holding Company and its subsidiaries. The loan has a variable interest rate of 3-month LIBOR plus ~~3.50%~~4.50%, which was ~~4.81%~~4.71% as of ~~September~~June 30, ~~2020~~2021 and ~~6.33%~~4.72% as of December 31, ~~2019~~2020 (under the 2018 First Horizon Credit

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Agreement). The outstanding principal balance of the loan is to be repaid in quarterly installments that escalate from approximately $206 to $825 until March 2025. All equity securities of the subsidiaries of ~~Trean Insurance Group, Inc.~~the Company (other than Benchmark Holding Company and its subsidiaries) ~~will be~~have been pledged as collateral.

~~In addition, and in conjunction with, the execution of the Amended and Restated Credit Agreement, the Company made dividend distribution payments to Trean members totaling $18,154 in May 2020.~~

~~2006 Subordinated Notes~~

In June 2006, the Trust issued 7,500 shares of preferred capital securities to Bear Stearns Securities Corp. and 232 common securities to Trean Corporation. The proceeds of such issuances were invested by the Trust in $7,732 aggregate principal amount of the Subordinated Notes. The Subordinated Notes represents the sole assets of the Trust. The interest rate was a fixed rate of 9.167% until July 7, 2011, at which time a variable interest rate of 3-month LIBOR (0.28% and 1.99% as of September 30, 2020 and December 31, 2019, respectively) plus 3.50% is in effect. The interest rate totaled 3.78% and 5.49% as of September 30, 2020 and December 31, 2019, respectively. The Subordinated Notes were redeemed in full on October 7, 2020.

~~PPP Loan~~

~~In conjunction with the acquisition of Compstar, the Company acquired a PPP Loan with a principal balance of $325. The PPP Loan has a fixed interest rate of 1.00%.~~

~~Oak Street Loan~~

In conjunction with the acquisition of Compstar, the Company acquired a loan from Oak Street Funding with a total principle of $19,740. After the completion of the acquisition, the Company paid this loan off in full.

Reinsurance

We use reinsurance to convert underwriting risk to credit risk, protect the balance sheet, reduce earnings volatility and increase overall premium writing capacity. We utilize both quota share and excess of loss reinsurance to achieve these ~~goals.~~goals, usually in combination with each other. Quota share reinsurance involves the proportional sharing of premiums and losses. Under excess of loss reinsurance, losses in excess of a retention level are paid by the reinsurer, subject to a limit.

Quota share reinsurance

We utilize quota share reinsurance to: (i) cede premium to Program Partners (non-professional reinsurers) to transfer underwriting risk and align incentives, and (ii) cede premium to professional reinsurers to increase the amount of gross premiums we can write while managing net premiums written ~~leverage~~ appropriately based on its capital base, A.M. Best rating and risk appetite. It is a core pillar of ~~our~~the Company's underwriting philosophy that Program Partners retain a significant portion of the underwriting risk of their program. We believe this best aligns interests, attracts higher quality programs and leads to better underwriting results.

Excess of loss and catastrophe reinsurance

We purchase excess of loss and catastrophe reinsurance from professional reinsurers to protect against catastrophic, large loss and/or unforeseen extreme loss activity that could otherwise negatively impact ~~Benchmark’s~~the Company’s profitability and capital base. The majority of our exposure to catastrophe risk stems from the workers’ compensation premium we retain net of premiums ceded to Program Partners and professional reinsurers. Potential catastrophic events include earthquake, terrorism or another event that could cause more than one covered employee working at the same location to be injured in the event. This catastrophic exposure is generally ameliorated by the type of accounts we underwrite. Due to our focus on small- to mid-sized accounts (i.e., few employees per policy and location), we generally do not have concentrated employee counts at single locations that can serve as the basis for a catastrophic loss. The limited catastrophic risk that does exist is ceded to large, professional reinsurers through excess of loss reinsurance contracts.

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Ratings

We have a financial strength rating of "A" (Excellent) from A.M. Best. A.M. Best assigns 16 ratings to insurance companies, which currently range from "A++" (Superior) to "S" (Rating Suspended). "A" (Excellent) is the third highest rating issued by A.M. Best. The "A" (Excellent) rating is assigned to insurers that have, in A.M. ~~Best’s~~Best's opinion, an excellent ability to meet their ongoing obligations to policyholders. This rating is intended to provide an independent opinion of an insurer’s ability to meet its obligation to policyholders and is not an evaluation directed at investors. See also "Risk factors — Risks related to our business and industry — A downgrade in the A.M. Best financial strength ratings of our insurance company subsidiaries may negatively affect our business." in our ~~registration statement filed with the SEC on~~2020 Form ~~S-1.~~10-K.

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The financial strength ratings assigned by A.M. Best have an impact on the ability of the insurance companies to attract and retain agents and brokers and on the risk profiles of the submissions for insurance that the insurance companies receive. The "A" (Excellent) rating obtained by us is consistent with our business plan and allows us to actively pursue relationships with the agents and brokers identified in our marketing plan.

Contractual Obligations and Commitments

~~Other than the $11,707 increase in term loan borrowings under our Amended and Restated Credit Facility, there~~There have been no material changes in the Company's contractual obligations as of ~~September~~June 30, ~~2020~~2021 compared to December 31, ~~2019. Further, the Company paid in full the Subordinated Notes on October 7,~~ 2020.

Financial condition

~~Shareholders'~~Stockholders' Equity

As of ~~September~~June 30, ~~2020,~~2021, total ~~shareholders'~~stockholders' equity was ~~$401,753,~~$417,343, compared to ~~$141,615~~$410,107 as of December 31, ~~2019,~~2020, an increase of ~~$260,138.~~$7,236. The increase in ~~shareholders'~~stockholders' equity over the period was driven primarily by ~~the $99,204 in common shares issued for the acquisition~~$6,612 of ~~Compstar; the $93,139 in proceeds from common stock sold in the Company's IPO,~~ net ~~of offering costs; and $86,997 of~~ comprehensive income. ~~These increases were partially offset by distributions to members totaling $18,043 during the nine months ended September 30, 2020.~~

We had ~~$1,828~~$4,560 of unrecognized stock compensation as of ~~September~~June 30, ~~2020~~2021 related to non-vested ~~stock-based~~stock compensation granted. The Company recognized ~~$307~~$630 of ~~stock-based~~stock compensation during the ~~nine~~six months ended ~~September~~June 30, ~~2020. In addition, we recognized approximately $157 and $197 of expense related to membership unit awards for the three and nine months ended September 30, 2020, respectively.~~2021.

Investment Portfolio

Our invested asset portfolio consists of fixed maturities, equity securities, other investments and short-term investments. The majority of the investment portfolio was comprised of fixed maturity securities of ~~$375,286~~$424,943 at ~~September~~June 30, ~~2020,~~2021, that were classified as available-for-sale. Available-for-sale investments are carried at fair value with unrealized gains and losses on these securities, net of applicable taxes, reported as a separate component of accumulated other comprehensive income.

Our investment portfolio objectives are to maintain liquidity, facilitating financial strength and stability and ensuring regulatory and legal compliance. Our investment portfolio consists of available-for-sale fixed maturities and other equity investments, all of which are carried at fair value. We seek to hold a high-quality portfolio of investments that is managed by a professional investment advisory management firm in accordance with the Company's investment policy and routinely reviewed by our management team. Our investments, however, are subject to general economic conditions and market risks as well as risks inherent to particular securities. The Company's investment portfolio has the following objectives:

•Meet insurance regulatory requirements with respect to investments under the applicable insurance laws;

•Maintain an appropriate level of liquidity to satisfy the cash requirements of current operations and long-term obligations;

•Adjust investment risk to offset or complement insurance risk based on our total corporate risk tolerance; and

•Realize the highest possible levels of investment income, while generating superior after-tax total rates of return.

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The composition of our investment portfolio is shown in the following table as of ~~September~~June 30, ~~2020~~2021 and December 31, ~~2019.~~2020.


		September 30, 2020					June 30, 2021
(in thousands)		Cost or Amortized Cost		Fair Value
							Cost or Amortized Cost		Fair Value
Fixed maturities:	Fixed maturities:					Fixed maturities:
U.S. government and government securities	U.S. government and government securities	$	12,701	$	13,107	U.S. government and government securities	$	28,510	$	28,706
Foreign governments	Foreign governments	300		304		Foreign governments	2,599		2,600
States, territories and possessions	States, territories and possessions	7,537		7,804		States, territories and possessions	8,240		8,456
Political subdivisions of states, territories and possessions	Political subdivisions of states, territories and possessions	29,514		30,869		Political subdivisions of states, territories and possessions	31,120		32,166
Special revenue and special assessment obligations	Special revenue and special assessment obligations	72,495		76,494		Special revenue and special assessment obligations	90,047		93,441
Industrial and public utilities	Industrial and public utilities	109,330		116,138		Industrial and public utilities	101,624		105,987
Commercial mortgage-backed securities	Commercial mortgage-backed securities	16,342		18,107		Commercial mortgage-backed securities	12,032		13,129
Residential mortgage-backed securities	Residential mortgage-backed securities	68,864		70,384		Residential mortgage-backed securities	95,667		95,652
Other loan-backed securities	Other loan-backed securities	41,067		41,724		Other loan-backed securities	43,972		44,444
Hybrid securities	Hybrid securities	356		355		Hybrid securities	355		362
Total fixed maturities	Total fixed maturities	358,506		375,286		Total fixed maturities	414,166		424,943
Equity securities:	Equity securities:					Equity securities:
Preferred stock	Preferred stock	243		240		Preferred stock	243		235
Common stock	Common stock	1,554		3,458		Common stock	741		2,741
Total equity securities	Total equity securities	1,797		3,698		Total equity securities	984		2,976
Total investments	Total investments	$	360,303	$	378,984	Total investments	$	415,150	$	427,919


		December 31, 2019					December 31, 2020
(in thousands)		Cost or Amortized Cost		Fair Value
							Cost or Amortized Cost		Fair Value
Fixed maturities:	Fixed maturities:					Fixed maturities:
U.S. government and government securities	U.S. government and government securities	$	15,965	$	16,129	U.S. government and government securities	$	17,135	$	17,471
Foreign governments	Foreign governments	299		302		Foreign governments	300		302
States, territories and possessions	States, territories and possessions	4,789		4,923		States, territories and possessions	7,500		7,774
Political subdivisions of states, territories and possessions	Political subdivisions of states, territories and possessions	24,444		25,104		Political subdivisions of states, territories and possessions	31,759		33,212
Special revenue and special assessment obligations	Special revenue and special assessment obligations	59,149		61,405		Special revenue and special assessment obligations	77,329		81,714
Industrial and public utilities	Industrial and public utilities	119,735		123,207		Industrial and public utilities	107,017		113,741
Commercial mortgage-backed securities	Commercial mortgage-backed securities	15,586		16,312		Commercial mortgage-backed securities	16,242		18,066
Residential mortgage-backed securities	Residential mortgage-backed securities	53,467		54,109		Residential mortgage-backed securities	91,478		93,017
Other loan-backed securities	Other loan-backed securities	35,849		36,011		Other loan-backed securities	39,293		39,945
Hybrid securities	Hybrid securities	357		363		Hybrid securities	356		362
Total fixed maturities	Total fixed maturities	329,640		337,865		Total fixed maturities	388,409		405,604
Equity securities:	Equity securities:					Equity securities:
Preferred stock	Preferred stock	337		343		Preferred stock	243		240
Common stock	Common stock	492		492		Common stock	1,554		3,534
Total equity securities	Total equity securities	829		835		Total equity securities	1,797		3,774
Total investments	Total investments	$	330,469	$	338,700	Total investments	$	390,206	$	409,378

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The following table shows the percentage of the total estimated fair value of our fixed maturity securities as of ~~September~~June 30, ~~2020~~2021 and December 31, ~~2019~~2020 by credit rating category, using the lower of ratings assigned by Moody's Investor Service or S&P.


		September 30, 2020					June 30, 2021
(in thousands, except percentages)	(in thousands, except percentages)	Fair Value		% of Total		(in thousands, except percentages)	Fair Value		% of Total
AAA	AAA	$	60,868	16.2	%	AAA	$	69,921	16.4	%
AA	AA	190,209		50.7	%	AA	240,731		56.7	%
A	A	93,598		24.9	%	A	80,405		18.9	%
BBB	BBB	28,771		7.7	%	BBB	31,847		7.5	%
BB	BB	1,791		0.5	%	BB	1,986		0.5	%
Below investment grade	Below investment grade	49		—	%	Below investment grade	53		—	%
Total fixed maturities	Total fixed maturities	$	375,286	100.0	%	Total fixed maturities	$	424,943	100.0	%


		December 31, 2019					December 31, 2020
(in thousands, except percentages)	(in thousands, except percentages)	Fair Value		% of Total		(in thousands, except percentages)	Fair Value		% of Total
AAA	AAA	$	52,571	15.6	%	AAA	$	59,887	14.8	%
AA	AA	153,838		45.5	%	AA	224,371		55.3	%
A	A	101,040		29.9	%	A	89,975		22.2	%
BBB	BBB	30,245		9.0	%	BBB	29,404		7.2	%
BB	BB	119		—	%	BB	1,921		0.5	%
Below investment grade	Below investment grade	52		—	%	Below investment grade	46		—	%
Total fixed maturities	Total fixed maturities	$	337,865	100.0	%	Total fixed maturities	$	405,604	100.0	%

Critical Accounting Policies and Estimates

The unaudited interim condensed consolidated financial statements included in this ~~quarterly report~~Quarterly Report on Form 10-Q include amounts based on the use of estimates and judgments of management.

We identified the accounting estimates ~~which~~that are critical to the understanding of our financial position and results of operations. Critical accounting estimates are defined as those estimates that are both important to the portrayal of our financial condition and results of operations and require us to exercise significant judgment. We use significant judgment concerning future results and developments in applying these critical accounting estimates and in preparing our condensed consolidated financial statements. These judgments and estimates affect our reported amounts of assets, liabilities, revenues and expenses and the disclosure of our material contingent assets and liabilities. Actual results may differ materially from the estimates and assumptions used in preparing the condensed consolidated financial statements. We evaluate our estimates regularly using information that we believe to be relevant. The estimates and judgments that are most critical to the preparation of the condensed consolidated financial statements include: (a) reserves for unpaid loss and LAE; (b) reinsurance recoveries; (c) investment fair value measurements; (d) goodwill and intangible assets; and (e) business combinations. ~~Actual results may differ materially from the estimates and assumptions used in preparing the condensed consolidated financial statements.~~ For a detailed discussion of our accounting policies, see the "Notes to the Consolidated and Combined Financial Statements" included in our ~~registration statement filed with the SEC on~~2020 Form ~~S-1.~~10-K.

Off-Balance Sheet Arrangements

We have no off-balance sheet arrangements as of ~~September~~June 30, ~~2020.~~2021.

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Item 3. Quantitative and Qualitative Disclosures About Market Risk

Market risk is the risk of economic losses due to adverse changes in the estimated fair value of a financial instrument as the result of changes in interest rates, equity prices, foreign currency exchange rates and commodity prices. The primary components of market risk affecting us are credit risk, interest rate risk and ~~interest~~equity rate risk, which are described in detail in ~~the~~Item 7A — "Quantitative and ~~qualitative disclosures about market risk" section of~~Qualitative Disclosures About Market Risk" in our ~~registration statement filed with the SEC on~~2020 Form ~~S-1.~~10-K. We do not have exposure to foreign currency exchange rate risk or commodity risk.

Item 4. Controls and Procedures

Disclosure Controls and Procedures

As of the end of the period covered by this report, management conducted an evaluation, under the supervision and with the participation of our chief executive officer and chief financial officer, of the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended (the Exchange Act)). Based on this evaluation, our chief executive officer and chief financial officer concluded that our disclosure controls and procedures are effective to ensure that information required to be disclosed by us in reports that we file or submit under the Exchange Act is recorded, processed, summarized and reported within the time periods specified in the SEC's rules and forms, and to ensure that information required to be disclosed by us in the reports we file or submit under the Exchange Act is accumulated and communicated to management, including our principal executive and principal financial officers, as appropriate, to allow timely decisions regarding required disclosures.

Changes in Internal Control Over Financial Reporting

There were no changes in our internal control over financial reporting during the most recently completed fiscal quarter that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

The effectiveness of any system of controls and procedures is subject to certain limitations, and, as a result, there can be no assurance that our controls and procedures will detect all errors or fraud. A control system, no matter how well conceived and operated, can provide only reasonable, not absolute, assurance that the objectives of the control system will be attained.

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PART II. OTHER INFORMATION

Item 1. Legal Proceedings

From time-to-time, the Company may be involved in legal proceedings which arise in the ordinary course of business. We believe that the outcome of such matters, individually or in the aggregate, will not have a material adverse effect on our consolidated financial position.

Item 1A. Risk Factors

We have disclosed in our ~~Quarterly Report on~~2020 Form ~~10-Q, issued August 28, 2020~~10-K the most significant risk factors that can impact year-to-year comparisons and that may affect the future performance of the Company's business. On a quarterly basis, we review these disclosures and update the risk factors, as appropriate. As of the date of this report, there have been no material changes to the risk factors ~~contained~~from those disclosed in our ~~Quarterly Report.~~2020 Form 10-K.

Item 2. Unregistered Sales of Equity Securities and Use of Proceeds

Unregistered Sales of Equity Securities

The following table sets forth information concerning purchases of our common stock for the three months ended ~~September~~June 30, ~~2020:~~2021:

Period
Total Number of Shares Purchased (1)
Average Price Paid per Share
Total Number of Shares Purchased as Part of Publicly Announced Plans or Programs (2)
Maximum Number of Shares that May Yet Be Purchased Under the Plans or Programs
July 1, 2020 - July 31, 2020 5,315 $ 15.51 — —
August 1, 2020 - August 31, 2020 — — — —
September 1, 2020 - September 30, 2020 — — — —
5,315 —

(1) The shares of common stock in this column represent shares surrendered to us by stock plan participants in order to satisfy minimum tax withholding obligations related to the vesting of restricted stock.

~~(2) We had no publicly announced plans or open market repurchase programs for shares of our common stock during the three months ended September 30, 2020.~~


Period	Total Number of Shares Purchased	Average Price Paid per Share		Total Number of Shares Purchased as Part of Publicly Announced Plans or Programs	Maximum Number of Shares that May Yet Be Purchased Under the Plans or Programs
April 1, 2021 - April 30, 2021	—	$	—	—	—
May 1, 2021 - May 31, 2021	319	$	17.83	—	—
June 1, 2021 - June 30, 2021	—	$	—	—	—
	319			—

Prior to July 15, 2020, the Company held a 45% ownership interest in Compstar. On July 15, 2020, the Company issued 6,613,606 shares of the Company’s common stock with a market price of $15 per share as consideration to acquire the remaining 55% ownership interest in Compstar from the owners thereof. The securities were issued under Section 4(a)(2) of the Securities Act of 1933, as amended, in reliance on certain representations from the Compstar owners.

Use of Proceeds

On July 20, 2020, we closed the sale of 10,714,286 shares of our common stock in our IPO, comprised of 7,142,857 shares issued and sold by us and 3,571,429 shares sold by selling ~~shareholders.~~stockholders. On July 22, 2020, we closed the sale of an additional 1,207,142 shares by certain selling ~~shareholders~~stockholders in the IPO pursuant to the exercise of the underwriters’ option to purchase additional shares to cover over-allotments. The IPO terminated upon completion of the sale of the above-referenced shares.

The IPO price per share was $15.00. The aggregate IPO price for all shares sold by us in the IPO was approximately $107.1 million and the aggregate I price for all shares sold by the selling ~~shareholders~~stockholders in the IPO was approximately $71.7 million. The offer and sale was pursuant to a registration statement on Form S-1 (File No. 333-239291), which was declared effective by the SEC on July 15, 2020. J.P. Morgan Securities LLC, Evercore Group, L.L.C. and William Blair & Company, L.L.C. acted as joint book-running managers of the IPO, and JMP Securities LLC acted as co-manager.

We received net proceeds from the sale of shares by us in the IPO of approximately ~~$94.9~~$93.1 million after deducting underwriting discounts and commissions of $7.5 million and ~~estimated~~ offering expenses of ~~$4.7~~$6.5 million. We did not receive

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any proceeds from the sale of shares by the selling ~~shareholders.~~stockholders. We used ~~or are in the process of using~~ the net proceeds from the sale of shares by us in the IPO to (i) redeem all $5.1 million aggregate liquidation preference of the Series B Nonconvertible Preferred Stock of our subsidiary Benchmark Holding Company, (ii) pay $7.7 million to redeem all outstanding Subordinated Notes, (iii) use $19.3 million to repay in full all outstanding term loan borrowings under the credit agreement with Oak Street Funding LLC, (iv) pay an aggregate one-time payment of approximately $7.6 million to Altaris Capital Partners, LLC in connection with the termination of our consulting and advisory agreements with Altaris Capital Partners, LLC and (v) pay an aggregate $3.1 million to certain pre-IPO unitholders and other employees in connection with the reorganization transactions and pursuant to

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the operating agreements for Trean and BIC. The remaining net proceeds ~~will be~~were used for general corporate purposes, including to fund cash needs of our subsidiaries and to support the growth of our business. As of June 30, 2021, all net proceeds from the IPO had been utilized.

Item 3. Defaults Upon Senior Securities

Not applicable.

Item 4. Mine Safety Disclosures

Not applicable.

Item 5. Other Information

Not applicable.

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Item 6. Exhibits


Exhibit Number						Description
3.1						Amended and Restated Certificate of Incorporation of Trean Insurance Group, Inc. (filed as Exhibit 3.1 to the Registrant’s Quarterly Report on Form 10-Q filed on August 28, 2020 and incorporated by reference herein)
3.2						Amended and Restated By-Laws of Trean Insurance Group, Inc. (filed as Exhibit 3.2 to the Registrant’s Quarterly Report on Form 10-Q filed on August 28, 2020 and incorporated by reference herein)
31.1+						Certification of Principal Executive Officer Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002
31.2+						Certification of Principal Financial Officer Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002
32.132.1						Certification of Principal Executive Officer Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002
32.232.2						Certification of Principal Financial Officer Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002
101.INS **						XBRL Instance Document - the instance document does not appear in the Interactive Data File because its XBRL tags are embedded within the Inline XBRL document
101.SCH						XBRL Taxonomy Extension Schema Document
101.CAL						XBRL Taxonomy Extension Calculation Linkbase Document
101.DEF						XBRL Taxonomy Extension Definition Linkbase Document
101.LAB						XBRL Taxonomy Extension Label Linkbase Document
101.PRE						XBRL Taxonomy Extension Presentation Linkbase Document
104						Cover Page Interactive Data File (formatted as Inline XBRL and contained in Exhibit 101)

* This certification is deemed not filed for purposes of Section 18 of the Exchange Act, or otherwise subject to the liability of that section, nor shall it be deemed incorporated by reference to any filing under the Securities Act of 1933, as amended, or the Exchange Act.
** The instance document does not appear in the Interactive Data File because its XBRL tags are embedded within the Inline XBRL document.+ Filed herewith.

5860

Table of Contents

Signatures

Pursuant to the requirements of the Securities Exchange Act of 1934, the ~~Registrant~~registrant has duly caused this report to be signed on its behalf by the undersigned thereunto duly authorized.


		TREAN INSURANCE GROUP, INC.


Date:	~~November~~August 13, ~~2020~~2021	By:	/s/ Andrew M. O'Brien
			Andrew M. O'Brien
			~~President and~~ Chief Executive Officer
			(Principal Executive Officer)

Date:	~~November~~August 13, ~~2020~~2021	By:	/s/ ~~Julie A. Baron~~Nicholas J. Vassallo
			~~Julie A. Baron~~Nicholas J. Vassallo
			Chief Financial Officer ~~Treasurer and Secretary~~
			(Principal Financial Officer)

5961


(in thousands)	Rent Expense
2020	$	1,718
2021	1,614
2022	1,594
2023	1,191
2024	669
Thereafter	46
Total lease payments	$	6,832


	Three Months Ended September 30, 2020
	Total Dividend		Dividend per Share		Weighted Average Shares
Dividends on preferred shares - Series B	$	45	$	890.85	51.00


	Nine Months Ended September 30, 2020
	Total Dividend		Dividend per Share		Weighted Average Shares
Dividends on preferred shares - Series B	$	128	$	2,513.76	51.00


	Three Months Ended September 30, 2019
	Total Dividend		Dividend per Share		Weighted Average Shares
Dividends on preferred shares - Series A	$	12	$	1,134.15	10.00
Dividends on preferred shares - Series B	36		605.42		60.00
Total preferred share dividends	$	48


	Nine Months Ended September 30, 2019
	Total Dividend		Dividend per Share		Weighted Average Shares
Dividends on preferred shares - Series A	$	34	$	3,365.75	10.00
Dividends on preferred shares - Series B	110		1,845.88		60.00
Total preferred share dividends	$	144


	Stock Options	Weighted Average Exercise Price
Balance outstanding, December 31, 2019	0	$	0
Granted	89,920	$	15.00
Balance outstanding, September 30, 2020	89,920	$	15.00
Options exercisable, September 30, 2020	0	$	0


Period	Total Number of Shares Purchased (1)	Average Price Paid per Share		Total Number of Shares Purchased as Part of Publicly Announced Plans or Programs (2)	Maximum Number of Shares that May Yet Be Purchased Under the Plans or Programs
July 1, 2020 - July 31, 2020	5,315	$	15.51	—	—
August 1, 2020 - August 31, 2020	—	—		—	—
September 1, 2020 - September 30, 2020	—	—		—	—
	5,315			—