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 ~~March 31,~~September 30, 2023

☐ 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: 001-40645

RYAN SPECIALTY HOLDINGS, INC.

(Exact name of registrant as specified in its charter)


Delaware		86-2526344
(State or Other Jurisdiction of Incorporation or Organization)		(I.R.S. Employer Identification No.)

Two Prudential Plaza
180 N. Stetson Avenue, Suite 4600
Chicago, IL		60601
(Address of principal executive offices)		(Zip Code)

(312) 784-6001

(Registrant’s telephone number, including area code)

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

Title of each class

Trading

symbol

Name of each exchange

on which registered

Class A Common Stock, $0.001 par value per share

RYAN

The New York Stock Exchange (NYSE)

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, a smaller reporting company, or an emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer,” “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 Exchange Act). Yes ☐ No ☒

On ~~May 1,~~October 31, 2023, the Registrant had ~~259,780,770~~260,250,593 shares of common stock outstanding, consisting of ~~113,542,115~~118,299,258 shares of Class A common stock, $0.001 par value, and ~~146,238,655~~141,951,335 shares of Class B common stock, $0.001 par value.

Ryan Specialty Holdings, Inc.

INDEX



PART I. FINANCIAL INFORMATION		1

Item 1.	Financial Statements	1

	Consolidated Statements of Income (Loss) (Unaudited)	1

	Consolidated Statements of Comprehensive Income (Loss) (Unaudited)	2

	Consolidated Balance Sheets (Unaudited)	3

	Consolidated Statements of Cash Flows (Unaudited)	4

	Consolidated Statements of Stockholders' Equity (Unaudited)	5

	Notes to the Consolidated Financial Statements (Unaudited)	67

Item 2.	Management’s Discussion and Analysis of Financial Condition and Results of Operations	2225

Item 3.	Quantitative and Qualitative Disclosure About Market Risk	3745

Item 4.	Controls and Procedures	3746

PART II. OTHER INFORMATION		3846

Item 1.	Legal Proceedings	3846

Item 1A.	Risk Factors	3846

Item 2.	Unregistered Sales of Equity Securities and Use of Proceeds	3846

Item 3.	Defaults Upon Senior Securities	3847

Item 4.	Mine Safety Disclosures	3947

Item 5.	Other Information	3947

Item 6.	Exhibits	4048

Forward-Looking Statements

This Quarterly Report on Form 10-Q contains “forward-looking statements” within the meaning of the Private Securities Litigation Reform Act of 1995 that involve substantial risks and uncertainties. All statements, other than statements of historical fact included in this Quarterly Report on Form 10-Q, are forward-looking statements. Forward-looking statements give our current expectations relating to our financial condition, results of operations, plans, objectives, future performance and business. You can identify forward-looking statements by the fact that they do not relate strictly to historical or current facts. These statements may include words such as “anticipate,” “estimate,” “expect,” “project,” “plan,” “intend,” “believe,” “may,” “will,” “should,” “can have,” “likely” and other words and terms of similar meaning in connection with any discussion of the timing or nature of future operating or financial performance or other events. For example, all statements we make relating to our estimated costs, expenditures, cash flows, growth rates and financial results, our plans, anticipated amount and timing of cost savings relating to the ACCELERATE 2025 program, and objectives for future operations, growth or initiatives, strategies or the expected outcome or impact of pending or threatened litigation, are forward-looking statements. All forward-looking statements are subject to risks and uncertainties that may cause actual results to differ materially from those that we expected, including:

•

our failure to successfully execute our succession plan for Patrick G. Ryan or other members of our senior management team or to recruit and retain revenue producers;

•

the impact of breaches in security that cause significant system or network disruption or business interruption;

•

the impact of improper disclosure of confidential, personal or proprietary data, misuse of information by employees or counterparties, or as a result of ~~cyberattacks;~~cyber-attacks;

•

the potential loss of our relationships with insurance carriers or our clients, failure to maintain good relationships with insurance carriers or clients, becoming dependent upon a limited number of insurance carriers or clients, or the failure to develop new insurance carrier and client relationships;

•

errors in, or ineffectiveness of, our underwriting models and the risks presented to our reputation and relationships with insurance carriers, retail brokers, and agents;

•

failure to maintain, protect, and enhance our brand or prevent damage to our reputation;

•

failure to achieve the intended results of our restructuring program, ACCELERATE 2025;

•

any failure to maintain the valuable aspects of our Company’s culture;

•

our inability to successfully recover upon experiencing a disaster or other business continuity problem;

•

the impact of third parties that perform key functions of our business operations acting in ways that harm our business;

•

the cyclicality of, and the economic conditions in, the markets in which we operate and conditions that result in reduced insurer capacity or a migration of business away from the E&S market and into the Admitted market;

•

a reduction in insurer capacity;

•

significant competitive pressures in each of our businesses;

•

decreases in premiums or commission rates set by insurers, or actions by insurers seeking repayment of commissions;

•

decrease in the amount of supplemental or contingent commissions we receive;

•

our inability to collect our receivables;

•

disintermediation within the insurance industry and shifts away from traditional insurance markets;

•

changes in the mode of compensation in the insurance industry;

•

impairment of goodwill and intangibles;

•

the impact on our operations and financial condition from the effects of a pandemic or the outbreak of a contagious disease and resulting governmental and societal responses;

•

the inability to maintain rapid growth and generate sufficient revenue to maintain profitability;

•

the loss of clients or business as a result of consolidation within the retail insurance brokerage industry;

•

the impact if our MGA or MGU programs are terminated or changed;

•

unsatisfactory evaluation of potential acquisitions and the integration of acquired businesses as well as introduction of new products, lines of business, and markets;

•

significant investment in our growth strategy and whether expectation of internal efficiencies are realized;

•

our ability to gain internal efficiencies through the application of technology or effectively apply technology in driving value for our clients or the failure of technology and automated systems to function or perform as expected;

•

the unavailability or inaccuracy of our clients’ and third parties’ data for pricing and underwriting insurance policies;

•

the competitiveness and cyclicality of the reinsurance industry;

•

the occurrence of natural or man-made disasters;

•

the economic and political conditions of the countries and regions in which we operate;

•

the failure or take-over by the FDIC of one of the financial institutions that we use;

•

our inability to respond quickly to operational or financial problems or promote the desired level of cooperation and interaction among our offices;

•

the impact of infringement, misappropriation, or dilution of our intellectual property;

•

the impact of the failure to protect our intellectual property rights, or allegations that we have infringed on the intellectual property rights of others;

•

our international operations expose us to various international risks, including exchange rate fluctuations and risks resulting from geopolitical tensions;

•

the impact of governmental regulations, legal proceedings, and governmental inquiries related to our business;

•

being subject to E&O claims as well as other contingencies and legal proceedings;

•

our handling of client funds and surplus lines taxes that exposes us to complex fiduciary regulations;

•

changes in tax laws or regulations;

•

decreased commission revenues due to proposed tort reform legislation;

•

the impact of regulations affecting insurance carriers;

•

our outstanding debt potentially adversely affecting our financial flexibility and subjecting us to restrictions and limitations that could significantly affect our ability to operate;

•

not being able to generate sufficient cash flow to service all of our indebtedness and being forced to take other actions to satisfy our obligations under such indebtedness;

•

being affected by further changes in the U.S. based credit markets;

•

changes in our credit ratings;

•

risks related to the payments required by our Tax Receivable Agreement;

•

risks relating to our organizational structure that could result in conflicts of interest between the LLC Unitholders and the holders of our Class A common stock; and

•

other factors disclosed in the section entitled “Risk Factors” in our Annual Report on Form 10-K and ~~this~~our Quarterly ~~Report~~Reports on Form 10-Q.

We derive many of our forward-looking statements from our operating budgets and forecasts that are based on many detailed assumptions. While we believe that our assumptions are reasonable, we caution that it is very difficult to predict the impact of known factors, and it is impossible for us to anticipate all factors that could affect our actual results. Important factors that could cause actual results to differ materially from our expectations, or cautionary statements, are disclosed under the sections entitled “Risk Factors” and “Management’s Discussion and Analysis of Financial Condition and Results of Operations” in this Quarterly Report on Form 10-Q and under the Section entitled “Risk Factors” in the Company’s Quarterly Report on Form 10-Q for the quarter ended March 31, 2023 and the Annual Report on Form 10-K for the year ended December 31, 2022. All written and oral forward-looking statements attributable to us, or persons acting on our behalf, are expressly qualified in their entirety by these cautionary statements as well as other cautionary statements that are made from time to time in our filings with the SEC and other public communications. You should evaluate all forward-looking statements made in this Quarterly Report on Form 10-Q in the context of these risks and uncertainties.

In addition, statements that “we believe” and similar statements reflect our beliefs and opinions on the relevant subject. These statements are based upon information available to us as of the date of this Quarterly Report on Form 10-Q, and while we believe such information forms a reasonable basis for such statements, such information may be limited or incomplete, and our statements should

not be read to indicate that we have conducted an exhaustive inquiry into, or review of, all potentially available relevant information. These statements are inherently uncertain and investors are cautioned not to unduly rely upon these statements.

We caution you that the important factors referenced above may not contain all of the factors that are important to you. In addition, we cannot assure you that we will realize the results or developments we expect or anticipate or, even if substantially realized, that they will result in the consequences or affect us or our operations in the way we expect. The forward-looking statements included in this Quarterly Report on Form 10-Q are made only as of the date hereof. We undertake no obligation to update or revise any forward-looking statement as a result of new information, future events or otherwise, except as otherwise required by law.

Commonly Used Defined Terms

As used in this Quarterly Report on Form 10-Q, unless the context indicates or otherwise requires, the following terms have the following meanings:

•

“we,” “us,” “our,” the “Company,” “Ryan Specialty,” and similar references refer: (i) Following the consummation of the Organizational Transactions, including our IPO, to Ryan Specialty Holdings, Inc., and, unless otherwise stated, all of its subsidiaries, including the LLC, and (ii) prior to the completion of the Organizational Transactions, including our IPO, to the LLC and, unless otherwise stated, all of its subsidiaries.

•

“Adjusted Term SOFR”: Interest rate per annum based on the Secured Overnight Financing Rate (“SOFR”) plus a Credit Spread Adjustment of 10 basis points, 15 basis points, or 25 basis points for the one-month, three-month, or six-month borrowing periods, respectively, subject to a 75 basis point floor.

•

“Admitted”: The insurance market comprising insurance carriers licensed to write business on an “admitted” basis by the insurance commissioner of the state in which the risk is located. Insurance rates and forms in this market are highly regulated by each state and coverages are largely uniform.

•

“All Risks” or “ARL”: All Risks Specialty, LLC (f/k/a All Risk, Ltd.), an insurance specialist providing services in wholesale brokerage and delegated underwriting authority.

•

“All Risks Acquisition”: In September 2020, Ryan Specialty acquired All Risks.

•

“Binding Authority”: Our Binding Authority receives submissions for insurance directly from retail brokers, evaluates price and makes underwriting decisions regarding these submissions based on narrowly prescribed guidelines provided by carriers, and binds and issues policies on behalf of insurance carriers who retain the insurance underwriting risk.

•

“Board” or “Board of Directors”: The board of directors of Ryan Specialty.

•

“Class C Incentive Units”: Class C common incentive units, initially of the LLC on and prior to September 30, 2021 and then subsequently of New LLC, that are subject to vesting and will be exchangeable into LLC Common Units.

•

“Credit Agreement”: The credit agreement, as amended, dated September 1, 2020, among Ryan Specialty, LLC and JPMorgan Chase Bank, N.A., as administrative agent, and the other lenders party thereto.

•

“Credit ~~Facility”~~Facility”: The Term Loan and the Revolving Credit Facility.

•

“E&O”: Errors and omissions.

•

“E&S”: Excess and surplus lines. In this insurance market, carriers are licensed on a “non-admitted” basis. The excess and surplus lines market often offers carriers more flexibility in terms, conditions, and rates than does the Admitted market.

•

“Family Group”: (i) In the case of a member of the LLC or a LLC Employee who is an individual, such individual’s spouse, parents and descendants (whether natural or adopted) and any trust or estate planning vehicle or entity solely for the benefit of such individual and/or the individual’s spouse, parents, descendants and/or other relatives, and (ii) in the case of a member of the LLC or a LLC Employee that is a trust, the beneficiary of such trust.

•

“~~Founder”: Patrick G. Ryan.~~

•

“~~Founder Group”: Founder, members of the Founder’s Family Group, and Founder’s affiliates.~~

~~iii~~

•

“IPO”: Initial public offering.

•

“LLC”: Ryan Specialty, LLC, together with its parent New LLC, and their subsidiaries.

iii

•

“LLC Common Units”: Non-voting common interest units initially of the LLC on and prior to September 30, 2021 and then subsequently of New ~~LLC.~~LLC or LLC, as the context requires.

•

“LLC Operating Agreement”: The Seventh Amended and Restated Limited Liability Company Agreement of the LLC.

•

“LLC Units”: Class A common units and Class B common units of the LLC prior to the Organizational Transactions.

•

“LLC Unitholders”: Holders of the LLC Units or the LLC Common Units, as the context requires.

•

“MGA”: Managing general agent.

•

“MGU”: Managing general underwriter.

•

“New LLC”: New Ryan Specialty, LLC is a Delaware limited liability company and a direct subsidiary of Ryan Specialty Holdings, Inc.

•

“New LLC Operating Agreement”: The Amended and Restated Limited Liability Company Agreement of New LLC.

•

“Onex”: Onex Corporation and its affiliates, a holder of LLC Units and Redeemable Preferred Units prior to the Organizational Transactions, and one of our shareholders following the Organizational Transactions.

•

“Organizational Transactions”: The series of organizational transactions completed by the Company in connection with the IPO, as described in the Form 10-K filed with the SEC on March 16, 2022.

•

“Revolving Credit Facility”: The $600 million senior secured revolving credit facility under our Credit Agreement.

•

“SEC”: The Securities and Exchange Commission.

•

“Senior Secured Notes”: The 4.375% senior secured notes due 2030 issued on February 3, 2022.

•

“Specialty”: One of the three Ryan Specialty primary distribution channels, which includes Wholesale Brokerage, Binding Authority, and Underwriting Management.

•

“Stock Option”: A non-qualified stock option award that gives the grantee the option to buy a specified number of shares of Class A common stock at the grant date price.

•

“Tax Receivable Agreement” or “TRA”: The tax receivable agreement entered into in connection with the IPO.

•

“Term Loan”: The senior secured Term Loan B for $1.65 billion in principal amount under our Credit Agreement.

•

“U.S. GAAP”: Accounting principles generally accepted in the United States of America.

•

“Underwriting Management”: Our Underwriting Management Specialty administers a number of MGUs, MGAs, and programs that offer commercial and personal insurance for specific product lines or industry classes. Underwriters act with delegated underwriting authority based on varying degrees of prescribed guidelines as provided by carriers, quoting, binding and issuing policies on behalf of Ryan Specialty’s carrier trading partners which retain the insurance underwriting risk.

•

“Wholesale Brokerage”: Our Wholesale Brokerage Specialty distributes a wide range and diversified mix of specialty property, casualty, professional lines, personal lines and workers’ compensation insurance products, as a broker between the carriers and retail brokerage firms.

PART I - FINANCIAL INFORMATION

ITEM 1. FINANCIAL STATEMENTS

Ryan Specialty Holdings, Inc.

Consolidated Statements of Income (Loss) (Unaudited)

(In thousands, except share and per share data)


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
	2023			2022			2023			2022			2023			2022
REVENUE
Net commissions and fees	$	447,513		$	386,681		$	487,345		$	407,551		$	1,507,878		$	1,284,459
Fiduciary investment income		10,086			209			14,593			4,445			36,808			5,719
Total revenue	$	457,599		$	386,890		$	501,938		$	411,996		$	1,544,686		$	1,290,178
EXPENSES
Compensation and benefits		307,722			274,274			329,212			274,108			989,294			858,439
General and administrative		51,699			42,361			69,288			48,991			202,595			139,851
Amortization		25,185			26,663			29,572			25,667			79,125			78,563
Depreciation		2,192			1,211			2,201			1,463			6,570			3,903
Change in contingent consideration		714			(1,008	)		1,848			423			4,358			(837	)
Total operating expenses	$	387,512		$	343,501		$	432,121		$	350,652		$	1,281,942		$	1,079,919
OPERATING INCOME	$	70,087		$	43,389		$	69,817		$	61,344		$	262,744		$	210,259
Interest expense, net		29,468			21,752			31,491			28,864			89,840			75,462
Loss (income) from equity method investment in related party		(1,995	)		543			(2,271	)		(144	)		(5,882	)		414
Other non-operating loss (income)		(138	)		7,521			67			(66	)		37			6,832
INCOME BEFORE INCOME TAXES	$	42,752		$	13,573		$	40,530		$	32,690		$	178,749		$	127,551
Income tax expense (benefit)		6,295			(4,503	)
Income tax expense								24,827			3,411			42,772			10,076
NET INCOME	$	36,457		$	18,076		$	15,703		$	29,279		$	135,977		$	117,475
Net income attributable to non-controlling interests, net of tax		23,297			11,165			20,750			17,534			97,786			74,318
NET INCOME ATTRIBUTABLE TO RYAN SPECIALTY HOLDINGS, INC.	$	13,160		$	6,911
NET INCOME PER SHARE OF CLASS A COMMON STOCK:
NET INCOME (LOSS) ATTRIBUTABLE TO RYAN SPECIALTY HOLDINGS, INC.							$	(5,047	)	$	11,745		$	38,191		$	43,157
NET INCOME (LOSS) PER SHARE OF CLASS A COMMON STOCK:
Basic	$	0.12		$	0.07		$	(0.04	)	$	0.11		$	0.34		$	0.40
Diluted	$	0.11		$	0.06		$	(0.04	)	$	0.09		$	0.34		$	0.37
WEIGHTED-AVERAGE SHARES OF CLASS A COMMON STOCK OUTSTANDING:
Basic		111,034,503			106,592,836			115,872,327			109,428,073			113,291,850			108,035,360
Diluted		266,978,224			264,121,066			115,872,327			266,352,389			124,883,523			265,070,739

See accompanying Notes to the Consolidated Financial Statements (Unaudited)

Ryan Specialty Holdings, Inc.

Consolidated Statements of Comprehensive Income (Loss) (Unaudited)

(In thousands)


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
	2023			2022			2023			2022			2023			2022
NET INCOME	$	36,457		$	18,076		$	15,703		$	29,279		$	135,977		$	117,475
Net income attributable to non-controlling interests, net of tax		23,297			11,165			20,750			17,534			97,786			74,318
NET INCOME ATTRIBUTABLE TO RYAN SPECIALTY HOLDINGS, INC.	$	13,160		$	6,911
NET INCOME (LOSS) ATTRIBUTABLE TO RYAN SPECIALTY HOLDINGS, INC.							$	(5,047	)	$	11,745		$	38,191		$	43,157
Other comprehensive income (loss), net of tax:
Loss on interest rate cap		(813	)		—
Gain on interest rate cap								2,760			7,596			7,628			7,723
(Gain) on interest rate cap reclassified to earnings		(1,438	)		—			(2,215	)		—			(5,518	)		—
Foreign currency translation adjustments		285			(58	)		(567	)		(1,752	)		(179	)		(2,996	)
Change in share of equity method investment in related party other comprehensive income (loss)		214			(1,302	)		(267	)		(218	)		270			(2,074	)
Total other comprehensive loss, net of tax	$	(1,752	)	$	(1,360	)
COMPREHENSIVE INCOME ATTRIBUTABLE TO RYAN SPECIALTY HOLDINGS, INC.	$	11,408		$	5,551
Total other comprehensive income (loss), net of tax							$	(289	)	$	5,626		$	2,201		$	2,653
COMPREHENSIVE INCOME (LOSS) ATTRIBUTABLE TO RYAN SPECIALTY HOLDINGS, INC.							$	(5,336	)	$	17,371		$	40,392		$	45,810

See accompanying Notes to the Consolidated Financial Statements (Unaudited)

Ryan Specialty Holdings, Inc.

Consolidated Balance Sheets (Unaudited)

(In thousands, except share and per share data)


	March 31, 2023		December 31, 2022		September 30, 2023		December 31, 2022
ASSETS
CURRENT ASSETS
Cash and cash equivalents	$	704,746	$	992,723	$	754,370	$	992,723
Commissions and fees receivable – net		234,557		231,423		238,827		231,423
Fiduciary cash and receivables		2,475,185		2,611,647		2,521,021		2,611,647
Prepaid incentives – net		8,348		8,584		9,577		8,584
Other current assets		46,086		49,690		62,629		49,690
Total current assets	$	3,468,922	$	3,894,067	$	3,586,424	$	3,894,067
NON-CURRENT ASSETS
Goodwill		1,379,202		1,314,984		1,581,759		1,314,984
Other intangible assets		514,568		486,444		591,879		486,444
Prepaid incentives – net		19,425		20,792		16,585		20,792
Equity method investment in related party		41,166		38,514		45,272		38,514
Property and equipment – net		31,832		31,271		32,208		31,271
Lease right-of-use assets		141,619		143,870		131,833		143,870
Deferred tax assets		402,476		396,814		383,094		396,814
Other non-current assets		47,750		56,987		56,808		56,987
Total non-current assets	$	2,578,038	$	2,489,676	$	2,839,438	$	2,489,676
TOTAL ASSETS	$	6,046,960	$	6,383,743	$	6,425,862	$	6,383,743
LIABILITIES AND STOCKHOLDERS' EQUITY
CURRENT LIABILITIES
Accounts payable and accrued liabilities		73,976		119,022		114,952		119,022
Accrued compensation		158,017		350,369		273,417		350,369
Operating lease liabilities		20,447		22,744		19,922		22,744
Tax Receivable Agreement liabilities		16,516		—		16,959		—
Short-term debt and current portion of long-term debt		22,459		30,587		35,566		30,587
Fiduciary liabilities		2,475,185		2,611,647		2,521,021		2,611,647
Total current liabilities	$	2,766,600	$	3,134,369	$	2,981,837	$	3,134,369
NON-CURRENT LIABILITIES
Accrued compensation		16,325		10,048		21,999		10,048
Operating lease liabilities		151,406		151,944		156,983		151,944
Long-term debt		1,950,329		1,951,900		1,945,495		1,951,900
Deferred tax liabilities		618		562		126		562
Tax Receivable Agreement liabilities		287,113		295,347		342,115		295,347
Other non-current liabilities		22,971		21,761		36,066		21,761
Total non-current liabilities	$	2,428,762	$	2,431,562	$	2,502,784	$	2,431,562
TOTAL LIABILITIES	$	5,195,362	$	5,565,931	$	5,484,621	$	5,565,931
STOCKHOLDERS' EQUITY
Class A common stock ($0.001 par value; 1,000,000,000 shares authorized, 113,233,651 and 112,437,825 shares issued and outstanding at March 31, 2023 and December 31, 2022, respectively)		113		112
Class B common stock ($0.001 par value; 1,000,000,000 shares authorized, 146,421,917 and 147,214,275 shares issued and outstanding at March 31, 2023 and December 31, 2022, respectively)		146		147
Class X common stock ($0.001 par value; 10,000,000 shares authorized, 640,784 shares issued and 0 outstanding at March 31, 2023 and December 31, 2022)		—		—
Preferred stock ($0.001 par value; 500,000,000 shares authorized, 0 shares issued and outstanding at March 31, 2023 and December 31, 2022)		—		—
Class A common stock ($0.001 par value; 1,000,000,000 shares authorized, 118,222,528 and 112,437,825 shares issued and outstanding at September 30, 2023 and December 31, 2022, respectively)						118		112
Class B common stock ($0.001 par value; 1,000,000,000 shares authorized, 142,026,335 and 147,214,275 shares issued and outstanding at September 30, 2023 and December 31, 2022, respectively)						141		147
Class X common stock ($0.001 par value; 10,000,000 shares authorized, 640,784 shares issued and 0 outstanding at September 30, 2023 and December 31, 2022)						—		—
Preferred stock ($0.001 par value; 500,000,000 shares authorized, 0 shares issued and outstanding at September 30, 2023 and December 31, 2022)						—		—
Additional paid-in capital		436,898		418,123		442,304		418,123
Retained earnings		67,148		53,988		92,179		53,988
Accumulated other comprehensive income		4,283		6,035		8,236		6,035
Total stockholders' equity attributable to Ryan Specialty Holdings, Inc.	$	508,588	$	478,405	$	542,978	$	478,405
Non-controlling interests		343,010		339,407		398,263		339,407
Total stockholders' equity	$	851,598	$	817,812	$	941,241	$	817,812
TOTAL LIABILITIES AND STOCKHOLDERS' EQUITY	$	6,046,960	$	6,383,743	$	6,425,862	$	6,383,743

See accompanying Notes to the Consolidated Financial Statements (Unaudited)

Ryan Specialty Holdings, Inc.

Consolidated Statements of Cash Flows (Unaudited)

(In thousands)


	Three Months Ended March 31,						Nine Months Ended September 30,
	2023			2022			2023			2022
CASH FLOWS FROM OPERATING ACTIVITIES
Net income	$	36,457		$	18,076		$	135,977		$	117,475
Adjustments to reconcile net income to cash flows used for operating activities:
Loss (gain) from equity method investment in related party		(1,995	)		543
Adjustments to reconcile net income to cash flows provided by operating activities:
Loss (income) from equity method investment in related party								(5,882	)		414
Amortization		25,185			26,663			79,125			78,563
Depreciation		2,192			1,211			6,570			3,903
Prepaid and deferred compensation expense		2,212			9,684			8,882			27,256
Non-cash equity-based compensation		17,879			23,248			54,136			61,084
Amortization of deferred debt issuance costs		3,039			2,811			9,125			9,017
Amortization of interest rate cap premium		1,739			—			5,216			2,898
Deferred income tax expense (benefit)		2,875			(8,251	)
Deferred income tax expense								11,745			4,597
Deferred income tax expense from reorganization								20,679			—
Loss on Tax Receivable Agreement		—			7,718			478			7,173
Change (net of acquisitions) in:
Commissions and fees receivable – net		(1,212	)		20,543			3,875			24,341
Accrued interest liability		(4,743	)		2,877			(4,293	)		3,016
Other current assets and accrued liabilities		(250,299	)		(164,924	)		(98,213	)		(192,752	)
Other non-current assets and accrued liabilities		7,460			(5,669	)		22,915			3,999
Total cash flows used for operating activities	$	(159,211	)	$	(65,470	)
Total cash flows provided by operating activities							$	250,335		$	150,984
CASH FLOWS FROM INVESTING ACTIVITIES
Capital expenditures		(2,793	)		(2,224	)		(16,013	)		(12,026	)
Business combinations – net of cash acquired and cash held in a fiduciary capacity		(102,059	)		—			(366,149	)		—
Prepaid incentives issued – net of repayments		—			(497	)
Repayments of prepaid incentives								228			337
Total cash flows used for investing activities	$	(104,852	)	$	(2,721	)	$	(381,934	)	$	(11,689	)
CASH FLOWS FROM FINANCING ACTIVITIES
Proceeds from senior secured notes		—			394,000			—			394,000
Payment of interest rate cap premium								—			(25,500	)
Repayment of term debt		(4,125	)		(4,125	)		(12,375	)		(12,375	)
Debt issuance costs paid		—			(1,803	)		—			(2,369	)
Finance lease and other costs paid		—			(6	)		—			(27	)
Payment of contingent consideration		(4,477	)		—			(4,477	)		(6,241	)
Tax distributions to LLC Unitholders		(264	)		(187	)		(52,633	)		(32,678	)
Receipt of taxes related to net share settlement of equity awards		404			105			7,786			7,132
Taxes paid related to net share settlement of equity awards		(404	)		(105	)		(7,091	)		(6,832	)
Net change in fiduciary liabilities		(20,754	)		(79,148	)		36,832			(54,775	)
Total cash flows (used for) provided by financing activities	$	(29,620	)	$	308,731		$	(31,958	)	$	260,335
Effect of changes in foreign exchange rates on cash, cash equivalents, and cash held in a fiduciary capacity		85			816			(828	)		(1,274	)
NET CHANGE IN CASH, CASH EQUIVALENTS, AND CASH HELD IN A FIDUCIARY CAPACITY	$	(293,598	)	$	241,356		$	(164,385	)	$	398,356
CASH, CASH EQUIVALENTS, AND CASH HELD IN A FIDUCIARY CAPACITY—Beginning balance		1,767,385			1,139,661			1,767,385			1,139,661
CASH, CASH EQUIVALENTS, AND CASH HELD IN A FIDUCIARY CAPACITY—Ending balance	$	1,473,787		$	1,381,017		$	1,603,000		$	1,538,017
Reconciliation of cash, cash equivalents, and cash held in a fiduciary capacity
Cash and cash equivalents		704,746			706,370			754,370			833,135
Cash held in a fiduciary capacity		769,041			674,647			848,630			704,882
Total cash, cash equivalents, and cash held in a fiduciary capacity	$	1,473,787		$	1,381,017		$	1,603,000		$	1,538,017

See accompanying Notes to the Consolidated Financial Statements (Unaudited)

Ryan Specialty Holdings, Inc.

Consolidated Statements of Stockholders' Equity (Unaudited)

(In thousands, except share data)

Class A
Common Stock

Class B
Common Stock

Additional
Paid-in

Retained

Accumulated Other Comprehensive

Non-controlling

Total
Stockholders'

Shares

Amount

Shares

Amount

Capital

Earnings

Income (Loss)

Interests

Equity

Balance at December 31, 2022

112,437,825

$
112

147,214,275

$
147

$
418,123

$
53,988

$
6,035

$
339,407

$
817,812

Net income

—

—

—

—

—

13,160

—

23,297

36,457

Issuance of common stock

3,468

—

—

—

—

—

—

—

—

Exchange of LLC equity for common stock

792,358

1

(792,358
)

(1
)

1,430

—

—

(1,430
)

—

Tax Receivable Agreement liability and deferred taxes arising from LLC interest ownership changes

—

—

—

—

(395
)

—

—

—

(395
)
Distributions declared – members' tax

—

—

—

—

—

—

—

(15,382
)

(15,382
)
Change in share of equity method investment in related party other comprehensive income

—

—

—

—

—

—

214

370

584

Loss on interest rate cap, net

—

—

—

—

—

—

(2,251
)

(3,889
)

(6,140
)
Foreign currency translation adjustments

—

—

—

—

—

—

285

498

783

Equity-based compensation

—

—

—

—

17,740

—

—

139

17,879

Balance at March 31, 2023

113,233,651

$
113

146,421,917

$
146

$
436,898

$
67,148

$
4,283

$
343,010

$
851,598

Class A
Common Stock

Class B
Common Stock

Additional
Paid-in

Retained Earnings (Accumulated

Accumulated Other Comprehensive

Non-controlling

Total
Stockholders'

Shares

Amount

Shares

Amount

Capital

Deficit)

Income (Loss)

Interests

Equity

Balance at December 31, 2021

109,894,548

$
110

149,162,107

$
149

$
348,865

$
(7,064
)
$
1,714

$
251,003

$
594,777

Net income

—

—

—

—

—

6,911

—

11,165

18,076

Issuance of common stock

91,743

—

—

—

—

—

—

—

—

Exchange of LLC equity for common stock

77,261

—

(77,261
)

—

47

—

—

(47
)

—

Tax Receivable Agreement liability and deferred taxes arising from LLC interest ownership changes

—

—

—

—

(704
)

—

—

—

(704
)
Distributions declared – members' tax

—

—

—

—

—

—

—

(7,543
)

(7,543
)
Change in share of equity method investment in related party other comprehensive loss

—

—

—

—

—

—

(1,302
)

(1,748
)

(3,050
)
Foreign currency translation adjustments

—

—

—

—

—

—

(58
)

(707
)

(765
)
Equity-based compensation

—

—

—

—

23,225

—

—

23

23,248

Balance at March 31, 2022

110,063,552

$
110

149,084,846

$
149

$
371,433

$
(153
)
$
354

$
252,146

$
624,039


	Class A Common Stock				Class B Common Stock						Additional Paid-in			Retained			Accumulated Other Comprehensive			Non-controlling			Total Stockholders'
	Shares		Amount		Shares			Amount			Capital			Earnings			Income (Loss)			Interests			Equity
Balance at January 1, 2023		112,437,825	$	112		147,214,275		$	147		$	418,123		$	53,988		$	6,035		$	339,407		$	817,812
Net income		—		—		—			—			—			13,160			—			23,297			36,457
Issuance of common stock		3,468		—		—			—			—			—			—			—			—
Exchange of LLC equity for common stock		792,358		1		(792,358	)		(1	)		1,430			—			—			(1,430	)		—
Tax Receivable Agreement liability and deferred taxes arising from LLC interest ownership changes		—		—		—			—			(395	)		—			—			—			(395	)
Distributions declared – members' tax		—		—		—			—			—			—			—			(15,382	)		(15,382	)
Change in share of equity method investment in related party other comprehensive income		—		—		—			—			—			—			214			370			584
Loss on interest rate cap, net		—		—		—			—			—			—			(2,251	)		(3,889	)		(6,140	)
Foreign currency translation adjustments		—		—		—			—			—			—			285			498			783
Equity-based compensation		—		—		—			—			17,740			—			—			139			17,879
Balance at March 31, 2023		113,233,651	$	113		146,421,917		$	146		$	436,898		$	67,148		$	4,283		$	343,010		$	851,598
Net income		—		—		—			—			—			30,078			—			53,739			83,817
Issuance of common stock		104,196		—		21,006			—			—			—			—			—			—
Exchange of LLC equity for common stock		1,871,084		2		(1,871,084	)		(2	)		3,474			—			—			(3,474	)		—
Tax Receivable Agreement liability and deferred taxes arising from LLC interest ownership changes		—		—		—			—			449			—			—			—			449
Distributions declared – members' tax		—		—		—			—			—			—			—			(21,992	)		(21,992	)
Change in share of equity method investment in related party other comprehensive income		—		—		—			—			—			—			323			545			868
Gain on interest rate cap, net		—		—		—			—			—			—			3,816			6,434			10,250
Foreign currency translation adjustments		—		—		—			—			—			—			103			176			279
Equity-based compensation		—		—		—			—			12,104			—			—			6,545			18,649
Balance at June 30, 2023		115,208,931	$	115		144,571,839		$	144		$	452,925		$	97,226		$	8,525		$	384,983		$	943,918
Net income (loss)		—		—		—			—			—			(5,047	)		—			20,750			15,703
Issuance of common stock		426,647		—		41,446			—			2,694			—			—			—			2,694
Exchange of LLC equity for common stock		2,586,950		3		(2,586,950	)		(3	)		4,804			—			—			(4,804	)		—
Tax Receivable Agreement liability and deferred taxes arising from LLC interest ownership changes		—		—		—			—			(32,970	)		—			—			13,136			(19,834	)
Distributions declared – members' tax		—		—		—			—			—			—			—			(18,104	)		(18,104	)
Change in share of equity method investment in related party other comprehensive loss		—		—		—			—			—			—			(267	)		(405	)		(672	)
Gain on interest rate cap, net		—		—		—			—			—			—			545			829			1,374
Foreign currency translation adjustments		—		—		—			—			(17	)		—			(567	)		(862	)		(1,446	)
Equity-based compensation		—		—		—			—			14,868			—			—			2,740			17,608
Balance at September 30, 2023		118,222,528	$	118		142,026,335		$	141		$	442,304		$	92,179		$	8,236		$	398,263		$	941,241

See accompanying Notes to the Consolidated Financial Statements (Unaudited)

Ryan Specialty Holdings, Inc.

Consolidated Statements of Stockholders' Equity (Unaudited)

(In thousands, except share data)


	Class A Common Stock					Class B Common Stock						Additional Paid-in			Retained Earnings (Accumulated			Accumulated Other Comprehensive			Non-controlling			Total Stockholders'
	Shares			Amount		Shares			Amount			Capital			Deficit)			Income (Loss)			Interests			Equity
Balance at January 1, 2022		109,894,548		$	110		149,162,107		$	149		$	348,865		$	(7,064	)	$	1,714		$	251,003		$	594,777
Net income		—			—		—			—			—			6,911			—			11,165			18,076
Issuance of common stock		91,743			—		—			—			—			—			—			—			—
Exchange of LLC equity for common stock		77,261			—		(77,261	)		—			47			—			—			(47	)		—
Tax Receivable Agreement liability and deferred taxes arising from LLC Interest ownership changes		—			—		—			—			(704	)		—			—			—			(704	)
Distributions declared – members' tax		—			—		—			—			—			—			—			(7,543	)		(7,543	)
Change in share of equity method investment in related party other comprehensive loss		—			—		—			—			—			—			(1,302	)		(1,748	)		(3,050	)
Foreign currency translation adjustments		—			—		—			—			—			—			(58	)		(707	)		(765	)
Equity-based compensation		—			—		—			—			23,225			—			—			23			23,248
Balance at March 31, 2022		110,063,552		$	110		149,084,846		$	149		$	371,433		$	(153	)	$	354		$	252,146		$	624,039
Net income		—			—		—			—			—			24,501			—			45,619			70,120
Issuance of common stock		60,511			—		—			—			—			—			—			—			—
Exchange of LLC equity for common stock		1,094,603			1		(1,094,603	)		(1	)		1,998			—			—			(1,998	)		—
Forfeiture of common stock		(12,554	)		—		—			—			—			—			—			—			—
Tax Receivable Agreement liability and deferred taxes arising from LLC interest ownership changes		—			—		—			—			(319	)		—			—			—			(319	)
Distributions declared – members' tax		—			—		—			—			—			—			—			(7,610	)		(7,610	)
Change in share of equity method investment in related party other comprehensive loss		—			—		—			—			—			—			(554	)		(733	)		(1,287	)
Gain on interest rate cap, net		—			—		—			—			—			—			127			169			296
Foreign currency translation adjustments		—			—		—			—			—			—			(1,186	)		(2,319	)		(3,505	)
Equity-based compensation		—			—		—			—			12,796			—			—			6,984			19,780
Balance at June 30, 2022		111,206,112		$	111		147,990,243		$	148		$	385,908		$	24,348		$	(1,259	)	$	292,258		$	701,514
Net income		—			—		—			—			—			11,745			—			17,534			29,279
Issuance of common stock		401,463			—		17,856			—			—			—			—			—			—
Exchange of LLC equity for common stock		617,599			1		(617,599	)		(1	)		3,171			—			—			(3,171	)		—
Forfeiture of common stock		(12,521	)		—		—			—			—			—			—			—			—
Tax Receivable Agreement liability and deferred taxes arising from LLC interest ownership changes		—			—		—			—			(450	)		—			—			—			(450	)
Distributions declared – members' tax		—			—		—			—			—			—			—			(6,370	)		(6,370	)
Change in share of equity method investment in related party other comprehensive loss		—			—		—			—			—			—			(218	)		(1,218	)		(1,436	)
Gain on interest rate cap, net		—			—		—			—			—			—			7,596			13,384			20,980
Foreign currency translation adjustments		—			—		—			—			—			—			(1,752	)		(2,297	)		(4,049	)
Equity-based compensation		—			—		—			—			13,397			—			—			4,659			18,056
Balance at September 30, 2022		112,212,653		$	112		147,390,500		$	147		$	402,026		$	36,093		$	4,367		$	314,779		$	757,524

See accompanying Notes to the Consolidated Financial Statements (Unaudited)

Ryan Specialty Holdings, Inc.

Notes to the Consolidated Financial Statements (Unaudited)

(Tabular amounts presented in thousands, except share and per share data)

Basis of Presentation

Nature of Operations

Ryan Specialty Holdings, Inc., (the “Company”) is a service provider of specialty products and solutions for insurance brokers, agents, and carriers. These services encompass distribution, underwriting, product development, administration, and risk management by acting as a wholesale broker and a managing underwriter or a program administrator with delegated authority from insurance carriers. The Company's offerings cover a wide variety of sectors including commercial, industrial, institutional, governmental, and personal through one operating segment, Ryan Specialty. With the exception of the Company’s equity method investment, the Company does not take on any underwriting risk.

The Company is headquartered in Chicago, Illinois, and has operations in the United States, Canada, the United Kingdom, and Europe. The Company's Class A common stock is traded on the New York Stock Exchange under the ticker symbol “RYAN”.

Organization

Ryan Specialty Holdings, Inc., was formed as a Delaware corporation on March 5, 2021, for the purpose of completing an IPO and to carry on the business of the LLC. New Ryan Specialty, LLC, or New LLC, was formed as a Delaware limited liability company on April 20, 2021, for the purpose of becoming, subsequent to our IPO, an intermediate holding company between Ryan Specialty Holdings, Inc., and the LLC. The Company is the sole managing member of New LLC. New LLC is a holding company with its sole material asset being a controlling equity interest in the LLC. The Company operates and controls the business and affairs of the LLC through New LLC and, through the LLC, conducts its business. Accordingly, the Company consolidates the financial results of New LLC, and therefore the LLC, and reports the non-controlling interests of New LLC's Common Units on its consolidated financial statements. As ~~of March 31, 2023, the Company owned~~ ~~43.6% of the outstanding LLC Common Units of New LLC, and New LLC owned~~ ~~99.9% of the outstanding LLC Common Units of the LLC. The remaining~~ ~~0.1% of the outstanding LLC Common Units of the LLC were owned by a subsidiary of the Company. As~~ the LLC is substantively the same as New LLC, for the purpose of this document, we will refer to both New LLC and the LLC as the “LLC”. As of September 30, 2023, the Company owned 45.4% of the outstanding LLC Common Units.

Basis of Presentation

The accompanying unaudited consolidated interim financial statements and notes thereto have been prepared in accordance with U.S. GAAP. ~~The unaudited consolidated financial statements include the Company’s accounts and those of all controlled subsidiaries.~~ Certain information and disclosures normally included in the financial statements prepared in accordance with U.S. GAAP have been omitted pursuant to the rules and regulations of the SEC for interim financial information. These consolidated interim financial statements should be read in conjunction with the audited consolidated financial statements and notes thereto included in the Company’s Annual Report on Form 10-K filed with the SEC on March 1, 2023. Interim results are not necessarily indicative of results for the full fiscal year due to seasonality and other factors.

In the opinion of management, the consolidated interim financial statements include all normal recurring adjustments necessary to present fairly the Company’s consolidated financial position, results of operations, and cash flows for all periods presented.

Principles of Consolidation

The unaudited consolidated interim financial statements include the accounts of the Company and its subsidiaries that it controls due to ownership of a majority voting interest or pursuant to variable interest entity (“VIE”) accounting guidance. All intercompany transactions and balances have been eliminated in consolidation.

The Company, through its intermediate holding company New LLC, owns a minority economic interest in, and operates and controls the businesses and affairs of, the LLC. The LLC is a VIE of the Company and the Company is the primary beneficiary of the LLC as the Company has both the power to direct the activities that most significantly impact the LLC’s economic performance and has the obligation to absorb losses of, and receive benefits from, the LLC, which could be significant to the Company. Accordingly, the Company has prepared these consolidated financial statements in accordance with Accounting Standards Codification ~~(“ASC”)~~ 810, Consolidation (“ASC 810”). ASC 810 requires that if an entity is the primary beneficiary of a VIE, the assets, liabilities, and results of operations of the VIE should be included in the consolidated financial statements of such entity. The Company's relationship with the LLC results in no recourse to the general credit of the Company and the Company has no contractual requirement to provide financial

support to the LLC. The Company shares in the income and losses of the LLC in direct proportion to the Company's ownership percentage.

Use of Estimates

The preparation of the unaudited consolidated interim financial statements and notes thereto requires management to make estimates, judgments, and assumptions that affect the amounts reported in the unaudited consolidated interim financial statements and in the notes thereto. Such estimates and assumptions could change in the future as circumstances change or more information becomes available, which could affect the amounts reported and disclosed herein.

Significant Accounting Policies

There have been no material changes in the Company’s significant accounting policies from those that were disclosed for the year ended December 31, 2022 in the Company’s Annual Report on Form 10-K filed with the SEC on March 1, 2023.

Revenue from Contracts with Customers

Disaggregation of Revenue

The following table summarizes revenue from contracts with customers by Specialty:


	Three Months Ended March 31,				Three Months Ended September 30,				Nine Months Ended September 30,
	2023		2022		2023		2022		2023		2022
Wholesale Brokerage	$	285,850	$	244,827	$	308,872	$	267,222	$	976,338	$	841,273
Binding Authority		69,526		62,993		69,245		55,607		208,547		178,351
Underwriting Management		92,137		78,861		109,228		84,722		322,993		264,835
Total Net commissions and fees	$	447,513	$	386,681	$	487,345	$	407,551	$	1,507,878	$	1,284,459

Contract Balances

Contract assets, which arise primarily from the Company’s volume-based commissions, are included within Commissions and fees receivable – net inon the Consolidated Balance Sheets. The contract assets balance was $~~9.6~~7.9 million and $13.0 million as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively. For contract assets, payment is typically due within one year of the completed performance obligation. The contract liability balance related to deferred revenue, which is included in Accounts payable and accrued liabilities on the Consolidated Balance Sheets, was $~~1.3~~7.4 million and $1.4 million as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively.

Mergers and Acquisitions

2023 ~~Acquisition~~Acquisitions

On January 3, 2023, the Company completed the acquisition of certain assets of Griffin Underwriting Services (“Griffin”), a binding authority specialist and wholesale insurance broker headquartered in Bellevue, ~~WA,~~Washington, for ~~total~~cash consideration of $115.5 million. ~~This transaction was accounted for as a business combination and~~

On July 1, 2023, the Company ~~recognized~~completed the acquisitions of certain assets of ACE Benefit Partners, Inc. (“ACE”), a medical stop loss general agent headquartered in Eagle, Idaho, and Point6 Healthcare, LLC (“Point6”), a distributor of medical stop loss insurance on behalf of retail brokers and third-party administrators headquartered in Plano, Texas, for an aggregate $~~51.4~~46.8 million of ~~customer relationships in Other intangible assets,~~cash consideration and $~~64.0~~2.3 million of ~~Goodwill,~~contingent consideration.

On July 3, 2023, the Company completed the acquisition of Socius Insurance Services (“Socius”), a national wholesale insurance broker headquartered in Northern California, for $253.5 million of cash consideration, $5.8 million of contingent consideration, and $~~0.1~~2.7 million ~~net,~~ of ~~other miscellaneous~~RYAN Class A common stock.

The $8.1 million of contingent consideration liabilities established for the acquisitions that occurred during the nine months ended September 30, 2023 were measured at the estimated acquisition date fair value and were non-cash investing transactions. These contingent consideration arrangements are based on the individual businesses’ revenue or EBITDA targets over the next one to two fiscal years.

The following table summarizes the estimated fair values of the aggregate assets and ~~liabilities.~~ liabilities acquired through the nine months ended September 30, 2023, as of the date of each acquisition:


	Griffin		ACE and Point6		Socius		Total
Cash and cash equivalents	$	—	$	—	$	12,858	$	12,858
Commissions and fees receivable – net		1,495		4,288		5,470		11,253
Fiduciary cash and receivables		14,042		31,502		53,072		98,616
Goodwill		63,898		25,782		177,057		266,737
Customer relationships1		51,400		21,900		99,200		172,500
Other current and non-current assets		1,368		—		2,995		4,363
Total assets acquired	$	132,203	$	83,472	$	350,652	$	566,327
Accounts payable and accrued liabilities		—		2,358		2,330		4,688
Accrued compensation		850		507		8,405		9,762
Fiduciary liabilities		15,824		31,502		53,072		100,398
Deferred tax liabilities		—		—		23,575		23,575
Other current and non-current liabilities		—		—		1,226		1,226
Total liabilities assumed	$	16,674	$	34,367	$	88,608	$	139,649
Net assets acquired	$	115,529	$	49,105	$	262,044	$	426,678

1The acquired customer relationships have a weighted average amortization period of 13.2 years.

Estimates and assumptions used in ~~these~~the acquisition valuations are subject to change within the measurement period up to one year from ~~the~~each acquisition date. Estimated tax deductible goodwill of $91.9 million was generated as a result of these acquisitions. The Company recognized acquisition-related expenses, which include advisory, legal, accounting, valuation, and other costs related to diligence, for the acquisitions above of $0.8 million and $4.5 million for the three and nine months ended September 30, 2023, respectively, in General and administrative expense on the Consolidated Statements of Income (Loss).

The Company recognized an aggregate $17.4 million and $29.0 million of revenuerelated to the acquisitions above from their respective acquisition dates for the three and nine months ended September 30, 2023, respectively.Pro forma results of operations for these acquisitions have not been presented because the effects of these acquisitions were not material, either individually or in aggregate, to the Company’s total revenue or net income (loss) for the three or nine months ended September 30, 2023 or 2022.

Contingent Consideration

Total consideration for certain acquisitions includes contingent consideration, which is generally based on the EBITDA or revenue of the acquired business following a defined period after purchase. Further information regarding fair value measurements of contingent consideration is detailed in Note 13, Fair Value Measurements.

The Company recognizes income or loss for the changes in fair value of estimated contingent consideration within Change in contingent consideration, and recognizes ~~interest expense for~~ accretion of the discount on these liabilities within Interest expense, net, on the Consolidated Statements of ~~Income.~~Income (Loss). The table below summarizes the ~~changes~~amounts recognized:


	Three Months Ended March 31,					Three Months Ended September 30,				Nine Months Ended September 30,
	2023		2022			2023		2022		2023		2022
Change in contingent consideration	$	714	$	(1,008	)	$	1,848	$	423	$	4,358	$	(837	)
Interest expense		871		372
Interest expense, net							789		577		2,230		1,375
Total	$	1,585	$	(636	)	$	2,637	$	1,000	$	6,588	$	538

~~The non-current portion of the fair value of contingent consideration was $22.9~~ ~~million and $21.8~~ million as of March 31, 2023 and December 31, 2022, respectively, and was recorded in Other non-current liabilities on the Consolidated Balance Sheets. The current portion of the fair value of contingent consideration was $~~7.5~~ ~~million as of December 31, 2022 and was recorded in Accounts payable and accrued liabilities on the Consolidated Balance Sheets.~~ The aggregate amount of maximum contingent consideration ~~obligation~~ related to acquisitions was $~~40.0~~92.0 million as of ~~March 31,~~September 30, 2023.

Restructuring

In February 2023, the Company initiated the ACCELERATE 2025 program that will enable continued growth, drive innovation, and deliver sustainable productivity improvements over the long term. The restructuring plan aims to reduce costs and increase efficiencies through a focus on optimizing the Company's operations and technology. ~~The~~In its expanded form, the restructuring plan is expected to incur total restructuring costs of approximately $~~65.0~~90.0 million through December 31, 2024 and to generate annual savings of approximately $~~35.0~~50.0 million in 2025. The total expected costs of the plan include $~~45.0~~50.0 million related to operations and technology optimization, $~~15.0~~25.0 million related to employee compensation and benefits, and $~~5.0~~15.0 million related to asset impairment and other termination costs.

The table below presents the restructuring expense incurred in the period:

Three Months Ended

March 31, 2023

Operations and technology optimization

$
1,434

Compensation and benefits

659

Asset impairment and other termination costs

586

Total

$
2,679


	Three Months Ended September 30, 2023		Nine Months Ended September 30, 2023
Operations and technology optimization	$	10,824	$	18,529
Compensation and benefits		5,109		6,709
Asset impairment and other termination costs		544		11,057
Total	$	16,477	$	36,295

For the three and nine months ended ~~March 31,~~September 30, 2023, the Company recognized restructuring expenses of $~~0.7~~11.6 million and $13.4 million, respectively, including contractor costs, in Compensation and benefits, and $~~2.0~~4.9 million and $22.9 million, respectively, in General and administrative expense on the Consolidated Statements of ~~Income.~~Income (Loss).

The table below presents a summary of changes in the restructuring liability:


	Operations and Technology Optimization			Compensation and Benefits			Asset Impairment and Other Termination Costs			Total			Operations and Technology Optimization			Compensation and Benefits			Asset Impairment and Other Termination Costs			Total
Balance at January 1, 2023	$	—		$	—		$	—		$	—		$	—		$	—		$	—		$	—
Accrued costs		1,434			659			586			2,679			22,953			6,709			11,057			40,719
Payments		(10	)		(75	)		—			(85	)		(11,390	)		(4,128	)		(8,220	)		(23,738	)
Non-cash adjustments		—			—			(437	)		(437	)		—			—			(437	)		(437	)
Balance at March 31, 2023	$	1,424		$	584		$	149		$	2,157
Balance at September 30, 2023													$	11,563		$	2,581		$	2,400		$	16,544

As of September 30, 2023, $11.2 million of the restructuring liability was included in Accounts payable and accrued liabilities and $5.3 million was included in Current Accrued compensation on the Consolidated Balance Sheets.

Receivables and Other Current Assets

Receivables

The Company had receivables of $~~234.6~~238.8 million and $231.4 million outstanding as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively, which were recognized within Commissions and fees receivable – net inon the Consolidated Balance Sheets. Commission and fees receivable is net of an allowance for credit losses. The Company’s allowance for credit losses is based on a combination of factors, including evaluation of historical write-offs, current economic conditions, aging of balances, and other qualitative and quantitative analyses.

The following table provides a ~~roll forward~~summary of changes in the Company’s allowance for expected credit losses:


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
	2023			2022			2023			2022			2023			2022
Beginning of period	$	1,980		$	2,508		$	2,089		$	2,487		$	1,980		$	2,508
Write-offs		(425	)		(54	)		(441	)		(393	)		(1,342	)		(912	)
Increase in provision		531			49			869			375			1,879			873
End of period	$	2,086		$	2,503		$	2,517		$	2,469		$	2,517		$	2,469

Other Current Assets

Major classes of other current assets consist of the following:


	March 31, 2023		December 31, 2022		September 30, 2023		December 31, 2022
Prepaid expenses	$	14,607	$	21,062	$	25,187	$	21,062
Service receivables		275		414
Insurance recoverable						22,562		20,562
Other current receivables		31,204		28,214		14,880		8,066
Total Other current assets	$	46,086	$	49,690	$	62,629	$	49,690

~~Service~~Other current receivables contain service receivables from Geneva Re, Ltd. ~~Further information regarding related parties is detailed in~~See Note 15, Related Parties,~~. Other current receivables include insurance recoveries as described in~~ for further information regarding related parties. See Note 14, Commitments and Contingencies,.for further information on the insurance recoverable.

Leases

The Company has ~~various~~ non-cancelable operating leases with various terms through September 2038, primarily for office ~~space and office equipment.~~space.

The following table provides additional information about the Company’s leases:


	Three Months Ended March 31,							Three Months Ended September 30,						Nine Months Ended September 30,
	2023			2022				2023			2022			2023			2022
Lease costs:
Lease costs
Operating lease costs	$	8,406		$	6,327			$	8,687		$	7,734		$	26,339		$	23,344
Finance lease costs		—			9				—			7			—			24
Short-term lease costs:
Short-term lease costs
Operating lease costs		238			196				234			152			635			431
Finance lease costs		—			2				—			2			—			7
Sublease income		(172	)		(91	)			(193	)		(122	)		(439	)		(319	)
Lease costs – net	$	8,472		$	6,443			$	8,728		$	7,773		$	26,535		$	23,487

Cash paid for amounts included in the measurement of lease liabilities							Cash paid for amounts included in the measurement of lease liabilities
Operating cash flows from operating leases	$	7,158		$	6,385									$	23,245		$	18,419
Non-cash related activities
Right-of-use assets obtained in exchange for new operating lease liabilities		3,401			15,920										9,948			63,882
Weighted average discount rate (percent)
Operating leases		4.83	%		3.99	%									5.1	%		4.6	%
Finance leases		—			3.18	%									—			3.2	%
Weighted average remaining lease term (years)
Operating leases		8.4			6.5										8.3			7.6
Finance leases		—			2.6										—			2.1

911

Debt

Substantially all of the Company’s debt is carried at outstanding principal balance, less debt issuance costs and any unamortized discount. The following table is a summary of the Company’s outstanding debt:


	March 31, 2023			December 31, 2022			September 30, 2023			December 31, 2022
Term debt
7-year term loan facility, periodic interest and quarterly principal payments, Adjusted Term SOFR + 3.00%, matures September 1, 2027	$	1,569,617		$	1,571,818		$	1,566,232		$	1,571,818
Senior secured notes
8-year senior secured notes, semi-annual interest payments, 4.38%, matures February 1, 2030		395,592			399,791			396,096			399,791
Revolving debt
5-year revolving loan facility, periodic interest payments, Adjusted Term SOFR + up to 3.00%, plus commitment fees up to 0.50%, matures July 26, 2026		384			392
5-year revolving loan facility, periodic interest payments, Adjusted Term SOFR + up to 3.00%, plus commitment fees of 0.25%-0.50%, matures July 26, 2026								390			392
Premium financing notes
Commercial notes, periodic interest and principal payments, 1.88-2.49%, expire May 1, 2023		423			1,685
Commercial notes, periodic interest and principal payments, 2.49%, expire June 1, 2023		307			767
Commercial notes, periodic interest and principal payments, 2.74%, expire June 21, 2023		1,639			3,266
Commercial notes, periodic interest and principal payments, 5.75%, expire May 1, 2024								3,909			—
Commercial notes, periodic interest and principal payments, 5.75%, expire June 1, 2024								989			—
Commercial notes, periodic interest and principal payments, 6.00%, expire June 19, 2024								4,121			—
Commercial notes, periodic interest and principal payments, 5.75%, expire June 21, 2024								4,252			—
Commercial notes, periodic interest and principal payments, 1.88%-2.49%, expired May 1, 2023								—			1,685
Commercial notes, periodic interest and principal payments, 2.49%, expired June 1, 2023								—			767
Commercial notes, periodic interest and principal payments, 2.74%, expired June 21, 2023								—			3,266
Finance lease obligation		—			57			—			57
Units subject to mandatory redemption		4,826			4,711			5,072			4,711
Total debt	$	1,972,788		$	1,982,487		$	1,981,061		$	1,982,487
Less: Short-term debt and current portion of long-term debt		(22,459	)		(30,587	)		(35,566	)		(30,587	)
Long-term debt	$	1,950,329		$	1,951,900		$	1,945,495		$	1,951,900

Term Loan

The original principal of the Term Loan was $1,650.0 million. As of ~~March 31,~~September 30, 2023, $~~1,608.8~~1,600.5 million of the principal was outstanding, $~~0.4~~0.7 million of interest was accrued, and the related unamortized deferred issuance costs were $~~39.5~~35.0 million. As of December 31, 2022, $1,612.9 million of the principal was outstanding, $0.7 million of interest was accrued, and the related unamortized deferred issuance costs were $41.7 million.

Revolving Credit Facility

The Revolving Credit Facility had a borrowing capacity of $600.0 million as of ~~March 31,~~September 30, 2023 and December 31, 2022. As the Revolving Credit Facility had not been drawn on as of ~~March 31,~~September 30, 2023 or December 31, 2022, the deferred issuance costs related to the facility of $~~5.8~~4.7 million and $6.4 million, respectively, were included in Other non-current assets inon the Consolidated Balance Sheets. The Company pays a commitment fee on undrawn amounts under the facility of 0.25% - 0.50%. As of ~~March 31,~~September 30, 2023 and December 31, 2022, the Company accrued $0.4 million of unpaid commitment fees related to the Revolving Credit Facility in Short-term debt and current portion of long-term debt inon the Consolidated Balance Sheets.

~~Transition from LIBOR to SOFR~~

In the second quarter of 2022, the Company entered into a fourth amendment to the Credit Agreement on its Term Loan and Revolving Credit Facility to transition from using the Eurocurrency Rate (LIBOR) to a benchmark replacement of Adjusted Term SOFR. Relatedly, the Company adopted ASU 2020-04 ~~Reference Rate Reform (Topic 848): Facilitation of the Effects of Reference Rate Reform on Financial Reporting~~ in the second quarter of 2022. The Company elected the expedient that allows for the contract modification to be treated as not substantial and to account for any related changes on a prospective basis from the modification date.

Senior Secured Notes due 2030

On February 3, 2022, the LLC issued $400.0 million of Senior Secured Notes. ~~The notes have a~~ ~~4.38% interest rate and will mature on~~ ~~February 1, 2030~~. As of ~~March 31,~~September 30, 2023 and December 31, 2022, ~~unamortized deferred issuance costs and discount were $7.3~~ ~~million and $7.5~~ ~~million, respectively, and~~accrued interest on the ~~Company accrued~~notes was $2.9 million and $7.3 million, respectively, ~~of interest~~and the related ~~to these notes.~~unamortized deferred issuance costs plus discount were $6.8 million and $7.5 million, respectively.

1012

Stockholders' Equity

Ryan Specialty's amended and restated certificate of incorporation authorizes the issuance of up to 1,000,000,000 shares of Class A common stock, 1,000,000,000 shares of Class B common stock, 10,000,000 shares of Class X common stock, and 500,000,000 shares of preferred stock, each having a par value of $0.001 per share.

The New LLC Operating Agreement requires that the Company and the LLC at all times maintain a one-to-one ratio between the number of shares of Class A common stock issued by the Company and the number of LLC Common Units owned by the Company, except as otherwise determined by the Company.

Class A and Class B Common Stock

Each share of Class A common stock is entitled to one vote per share. Each share of Class B common stock is initially entitled to 10 votes per share but, upon the occurrence of certain events as set forth in the Company’s amended and restated certificate of incorporation, will be entitled to one vote per share in the future. All holders of Class A common stock and Class B common stock vote together as a single class except as otherwise required by applicable law or our amended and restated certificate of incorporation. Holders of Class B common stock do not have any right to receive dividends or distributions upon the liquidation or winding up of the Company.

In accordance with the New LLC Operating Agreement, the LLC Unitholders are entitled to exchange LLC Common Units for shares of Class A common stock, in accordance with the LLC Operating Agreement, or, at the Company's election, for cash from a substantially concurrent public offering or private sale (based on the price of our Class A common stock in such public offering or private sale). The LLC Unitholders are also required to deliver to usthe Company an equivalent number of shares of Class B common stock to effectuate such an exchange. Any shares of Class B common stock so delivered will be canceled. Shares of Class B common stock are not issued for Class C Incentive Units that are exchanged for LLC Common Units as these LLC Common Units are immediately exchanged for Class A common stock as discussed in Note 9, Equity-Based Compensation.

~~Holders of Class B common stock do not have any right to receive dividends or distributions upon the liquidation or winding up of the Company.~~

Class X Common Stock

There were no shares of Class X common stock outstanding as of ~~March 31,~~September 30, 2023 or December 31, 2022. The Company issued shares of Class X common stock to Onex as part of the Organizational Transactions, which were immediately repurchased and canceled, as a mechanism for Onex to participate in the TRA. Shares of Class X common stock have no economic or voting rights.

Preferred Stock

There were no shares of preferred stock outstanding as of ~~March 31,~~September 30, 2023 or December 31, 2022. Under the terms of the amended and restated certificate of incorporation, the Board is authorized to direct the Company to issue shares of preferred stock in one or more series without stockholder approval. The Board has the discretion to determine the rights, preferences, privileges, and restrictions, including voting rights, dividend rights, conversion rights, redemption privileges and liquidation preferences, of each series of preferred stock.

~~Dividends~~

No ~~dividends were declared or payable as of March 31, 2023 or December 31, 2022.~~

Non-controlling Interests

The Company is the sole managing member of the LLC. As a result, the Company consolidates the LLC in its consolidated financial statements, resulting in non-controlling interests related to the LLC Common Units not held by the Company. As of ~~March 31,~~September 30, 2023 and December 31, 2022, the Company owned ~~43.6~~45.4% and 43.3%, respectively, of the economic interests in the LLC, while the non-controlling interest holders owned the remaining ~~56.4~~54.6% and 56.7%, respectively, of the economic interests in the LLC.

Weighted average ownership percentages for the applicable reporting periods are used to attribute net income (loss) and other comprehensive income (loss) to the Company and the non-controlling interest holders. The non-controlling interest holders' weighted average ownership percentage was ~~57.0~~56.1% and ~~57.6~~57.4% for the three months ended ~~March 31,~~September 30, 2023 and 2022, ~~respectively.~~respectively, and 56.5% and 57.7% for the nine months ended September 30, 2023 and 2022, respectively.

1113

Equity-Based Compensation

The Ryan Specialty Holdings, Inc., 2021 Omnibus Incentive Plan (the “Omnibus Plan”) governs, among other things, the types of awards the Company can grant to employees as equity-based compensation awards. The Omnibus Plan provides for potential grants of the following awards: (i) stock options, (ii) stock appreciation rights, (iii) restricted stock awards, (iv) performance awards, (v) other stock-based awards, (vi) other cash-based awards, and (vii) analogous equity awards made in equity of the LLC.

IPO-Related Awards

As a result of the Organizational Transactions, pre-IPO holders of ~~the~~ LLC Units that were granted as incentive awards, which had historically been classified as equity and vested pro rata over five years, were required to exchange their LLC Units for either Restricted Stock or Restricted Common Units. Additionally, Reload Options or Reload Class Incentive Units were issued to employees in order to protect against the dilution of their existing awards upon exchange to the new awards.

Separately, certain employees were granted one or more of the following new awards: (i) Restricted Stock Units (“RSUs”), (ii) Staking Options, (iii) Restricted LLC Units (“RLUs”), or (iv) Staking Class C Incentive Units. The terms of these awards are described below. All awards granted as part of the Organizational Transactions and the IPO are subject to non-linear transfer restrictions for at least the five-year period following the IPO.

Incentive Awards

As part of the Company’s annual compensation process, the Company issues certain employees and directors equity-based compensation awards (“Incentive Awards”). Additionally, the Company offers Incentive Awards to certain new hires. These Incentive Awards typically take the form of (i) RSUs, (ii) RLUs, (iii) Class C Incentive Units, orand (iv) Stock Options. The terms of these awards are described below.

Restricted Stock and Restricted Common Units

As part of the Organizational Transactions, certain existing employee unitholders were granted Restricted Stock ~~in the Company~~ or Restricted Common Units in exchange for their LLC Units. The Restricted Stock and Restricted Common Units follow the vesting schedule of the LLC Units for which they were exchanged. LLC Units historically vested pro rata over 5 years.


	Three Months Ended March 31, 2023										Nine Months Ended September 30, 2023
	Restricted Stock			Weighted Average Grant Date Fair Value		Restricted Common Units			Weighted Average Grant Date Fair Value		Restricted Stock			Weighted Average Grant Date Fair Value		Restricted Common Units			Weighted Average Grant Date Fair Value
Unvested at beginning of period		1,984,939		$	21.15		3,238,597		$	23.84		1,984,939		$	21.15		3,238,597		$	23.84
Granted		—			—		—			—		—			—		—			—
Vested		(5,145	)		21.15		(5,125	)		23.84		(969,178	)		21.15		(1,999,365	)		23.84
Forfeited		—			—		—			—		—			—		—			—
Unvested at end of period		1,979,794		$	21.15		3,233,472		$	23.84		1,015,761		$	21.15		1,239,232		$	23.84

Restricted Stock Units (RSUs)

IPO RSUs

Related to the IPO, the Company granted RSUs to certain employees. The IPO RSUs vest either pro rata over 5 years from the grant date or over 10 years from the grant date, with 10% vesting in each of years 3 through 9 and 30% vesting in year 10.

Incentive RSUs

As part of the Company’s ~~annual~~ compensation process, the Company issues Incentive RSUs to certain employees. The Incentive RSUs vest either 100% 3 or 5 years from the grant date, pro rata over 3 or 5 years from the grant date, over 5 years from the grant date, with one-third of the grant vesting in each of years 3, 4 and 5, or over 7 years from the grant date, with 20% vesting in each of years 3 through 7.

1214

Upon vesting, RSUs automatically convert on a one-for-one basis into Class A common stock.


	Three Months Ended March 31, 2023										Nine Months Ended September 30, 2023
	IPO RSUs					Incentive RSUs					IPO RSUs					Incentive RSUs
	Restricted Stock Units			Weighted Average Grant Date Fair Value		Restricted Stock Units			Weighted Average Grant Date Fair Value		Restricted Stock Units			Weighted Average Grant Date Fair Value		Restricted Stock Units			Weighted Average Grant Date Fair Value
Unvested at beginning of period		3,771,624		$	23.00		984,439		$	34.64		3,771,624		$	23.00		984,439		$	34.64
Granted		—			—		788,689			40.90		—			—		871,823			41.19
Vested		(7,074	)		23.04		(1,156	)		40.90		(372,466	)		22.43		(68,325	)		34.77
Forfeited		—			—		(2,180	)		34.39		(31,287	)		22.56		(11,628	)		34.39
Unvested at end of period		3,764,550		$	23.00		1,769,792		$	37.43		3,367,871		$	23.07		1,776,309		$	37.85

Stock Options

Reload and Staking Options

As part of the Organizational Transactions and IPO, certain employees were granted Reload Options or Staking Options that entitle the award holder to future purchases of Class A common stock, on a one-for-one basis, at the IPO price of $23.50. The Reload Options vest either 100% 3 years from the grant date or over 5 years from the grant date, with one-third of the grant vesting in each of years 3, 4 and 5. In general, vested Reload Options are exercisable up to the tenth anniversary of the grant date. The Staking Options vest over 10 years from the grant date, with 10% vesting in each of years 3 through 9 and 30% vesting in year 10. In general, vested Staking Options are exercisable up to the eleventh anniversary of the grant date.

Incentive Options

As part of the Company’s ~~annual~~ compensation process, the Company ~~issues~~may issue Incentive Options to certain employees that entitle the award holder to future purchases of Class A common stock, on a one-for-one basis, at the respective exercise prices. The Incentive Options vest over 5 years from the grant date, with one-third of the grant vesting in each of years 3, 4 and 5. In general, vested Incentive Options are exercisable up to the tenth anniversary of the grant date.


	Three Months Ended March 31, 2023									Nine Months Ended September 30, 2023
	Reload Options1		Staking Options1		Incentive Options			Incentive Options Weighted Average Exercise Price		Reload Options1			Staking Options1		Incentive Options			Incentive Options Weighted Average Exercise Price
Outstanding at beginning of period		4,554,749		66,667		170,392		$	34.39		4,554,749			66,667		170,392		$	34.39
Granted		—		—		—			—		—			—		—			—
Exercised		—		—		—			—		—			—		—			—
Forfeited		—		—		(2,110	)		34.39		(6,555	)		—		(2,293	)		34.39
Outstanding at end of period		4,554,749		66,667		168,282		$	34.39		4,548,194			66,667		168,099		$	34.39

1 As the Reload and Staking Options were one-time grants at the IPO, the weighted average exercise price for any movements in these awards will perpetually be $23.50. As such, the values are not presented in the table above.

Restricted LLC Units (RLUs)

IPO RLUs

Related to the IPO, the Company granted RLUs to certain employees that vest either pro rata over 5 years from the grant date or over 10 years from the grant date, with 10% vesting in each of years 3 through 9 and 30% vesting in year 10.

Incentive RLUs

As part of the Company’s ~~annual~~ compensation process, the Company issues Incentive RLUs to certain employees. The Incentive RLUs vest pro rata over 3 or 5 years from the grant date or over 7 years from the grant date, with 20% vesting in each of years 3 through 7.

Upon vesting, RLUs convert on a one-for-one basis into either LLC Common Units or Class A common stock at the election of the Company.


	Three Months Ended March 31, 2023								Nine Months Ended September 30, 2023
	IPO RLUs				Incentive RLUs				IPO RLUs					Incentive RLUs
	Restricted LLC Units		Weighted Average Grant Date Fair Value		Restricted LLC Units		Weighted Average Grant Date Fair Value		Restricted LLC Units			Weighted Average Grant Date Fair Value		Restricted LLC Units			Weighted Average Grant Date Fair Value
Unvested at beginning of period		1,515,858	$	25.06		145,527	$	34.86		1,515,858		$	25.06		145,527		$	34.86
Granted		—		—		352,073		40.90		—			—		379,148			41.14
Vested		—		—		—		—		(67,731	)		24.41		(42,045	)		34.86
Forfeited		—		—		—		—		—			—		(301	)		34.85
Unvested at end of period		1,515,858	$	25.06		497,600	$	39.13		1,448,127		$	25.09		482,329		$	39.80

Class C Incentive Units

Reload and Staking Class C Incentive Units

As part of the Organizational Transactions and IPO, certain employees were granted Reload Class C Incentive Units or Staking Class C Incentive Units, which are profits interests. When the value of Class A common stock exceeds the IPO price of $23.50, vested profits interests may be exchanged for LLC Common Units of equal value. On exchange, the LLC Common Units are immediately redeemed on a one-to-one basis for Class A common stock. The Reload Class C Incentive Units vest either 100% 3 years from the grant date or over 5 years from the grant date, with one-third of the grant vesting in each of years 3, 4 and 5. The Staking Class C Incentive Units vest either pro rata over 5 years from the grant date or over 10 years from the grant date, with 10% vesting in each of years 3 through 9 and 30% vesting in year 10.

Class C Incentive Units

As part of the Company’s ~~annual~~ compensation process, the Company issues Class C Incentive Units to certain employees, which are profits interests. When the value of the Class A common stock exceeds the participation threshold, vested profits interests may be exchanged for LLC Common Units of equal value. On exchange, the LLC Common Units are immediately redeemed on a one-to-one basis for Class A common stock. The Class C Incentive Units vest over 8 years from the grant date, with 15% vesting in each of years 3 through 7 and 25% vesting in year 8, or over 7 years from the grant date, with 20% vesting in each of years 3 through 7.


	Three Months Ended March 31, 2023								Nine Months Ended September 30, 2023
	Reload Class C Incentive Units1		Staking Class C Incentive Units1		Class C Incentive Units		Class C Incentive Units Weighted Average Participation Threshold		Reload Class C Incentive Units1		Staking Class C Incentive Units1			Class C Incentive Units		Class C Incentive Units Weighted Average Participation Threshold
Unvested at beginning of period		3,911,490		1,996,668		300,000	$	34.39		3,911,490		1,996,668			300,000	$	34.39
Granted		—		—		195,822		40.90		—		—			195,822		40.90
Vested		—		—		—		—		—		(119,999	)		—		—
Forfeited		—		—		—		—		—		—			—		—
Unvested at end of period		3,911,490		1,996,668		495,822	$	36.96		3,911,490		1,876,669			495,822	$	36.96

1 As the Reload and Staking Class C Incentive Units were one-time grants at the IPO, the weighted average participation threshold for any movements in these awards will perpetually be $23.50. As such, the values are not presented in the table above.

Non-Employee Director Stock Grants

The Company grants RSUs (“Director Stock Grants”) to non-employee directors serving as members of the Company's Board of Directors, with the exception of the one director appointed by Onex in accordance with Onex’s nomination rights who has agreed to forgo any compensation for his service to the Board. The Director Stock Grants are fully vested upon grant. The Company recognized

$~~0.3~~ ~~million and $1.4~~0.2 million of expense related to the Director Stock Grants during the three months ended ~~March 31,~~September 30, 2023 and 2022, and $0.8 million and $1.8 million during the nine months ended September 30, 2023 and 2022, respectively.

Equity-Based Compensation Expense

As of ~~March 31,~~September 30, 2023, the unrecognized equity-based compensation costs related to each type of equity-based compensation award described above and the related weighted-average remaining expense period were as follows:


	Amount		Weighted Average Remaining Expense Period (years)		Amount		Weighted Average Remaining Expense Period (years)
Restricted Stock	$	7,282		1.1	$	4,496		0.9
IPO RSUs		52,094		4.3		43,600		4.0
Incentive RSUs		55,232		3.0		48,295		2.7
Reload Options		4,111		1.7		3,092		1.4
Staking Options		378		5.9		335		5.6
Incentive Options		1,416		2.8		1,165		2.3
Restricted Common Units		5,277		0.6		3,034		0.5
IPO RLUs		26,431		5.6		23,079		5.1
Incentive RLUs		16,370		2.6		15,186		2.3
Reload Class C Incentive Units		5,104		2.0		3,492		1.5
Staking Class C Incentive Units		15,964		5.0		13,698		4.7
Class C Incentive Units		8,989		5.0		7,953		4.6
Total unrecognized equity-based compensation expense	$	198,648			$	167,425

The following table includes the equity-based compensation the Company recognized by ~~expense~~award type from the view of expense related to pre-IPO and post-IPO awards. The table also presents the unrecognized equity-based compensation expense as of ~~March 31,~~September 30, 2023 in the same view.


	Recognized				Unrecognized		Recognized				Unrecognized
	Three Months Ended March 31,				As of		Three Months Ended		Nine Months Ended		As of
	2023		2022		March 31, 2023		September 30, 2023		September 30, 2023		September 30, 2023
IPO awards
IPO RSUs and Staking Options	$	4,684	$	6,892	$	52,472	$	3,654	$	12,599	$	43,935
IPO RLUs and Staking Class C Incentive Units		3,150		3,323		42,395		2,738		8,866		36,777
Incremental Restricted Stock and Reload Options		1,254		2,085		7,752		1,156		3,723		5,340
Incremental Restricted Common Units and Reload Class C Incentive Units		2,094		4,145		8,798		1,779		5,779		5,616
Pre-IPO incentive awards
Restricted Stock		751		1,419		3,641		646		2,144		2,248
Restricted Common Units		551		877		1,583		308		1,224		910
Post-IPO incentive awards
Incentive RSUs		3,636		339		55,232		5,237		13,896		48,295
Incentive RLUs		956		104		16,370		1,214		3,329		15,186
Incentive Options		118		20		1,416		125		368		1,165
Class C Incentive Units		349		42		8,989		521		1,385		7,953
Other expense
Director Stock Grants		336		1,422	N/A			230		823	N/A
Profit Sharing Contribution		—		2,580	N/A
Total equity-based compensation expense	$	17,879	$	23,248	$	198,648	$	17,608	$	54,136	$	167,425

The Company recognized equity-based compensation expense of $18.1 million and $61.1 million for the three and nine months ended September 30, 2022, respectively.

1517

10.

Earnings (Loss) Per Share

Basic earnings (loss) per share is computed by dividing net income (loss) attributable to Ryan Specialty Holdings, Inc., by the weighted-average number of shares of Class A common stock outstanding during the period. Diluted earnings per share is computed giving effect to ~~all~~ potentially dilutive shares, including LLC equity awards and the non-controlling interests’ LLC Common Units that are exchangeable into Class A common stock. As shares of Class B common stock do not share in earnings and are not participating securities, they are not included in the Company’s calculation. A reconciliation of the numerator and denominator used in the calculation of basic and diluted earnings (loss) per share of Class A common stock is as follows:


	Three Months Ended March 31,				Three Months Ended September 30,					Nine Months Ended September 30,
	2023		2022		2023			2022		2023		2022
Net income	$	36,457	$	18,076	$	15,703		$	29,279	$	135,977	$	117,475
Less: Net income attributable to non-controlling interests		23,297		11,165		20,750			17,534		97,786		74,318
Net income attributable to Ryan Specialty Holdings, Inc.	$	13,160	$	6,911
Net income (loss) attributable to Ryan Specialty Holdings, Inc.					$	(5,047	)	$	11,745	$	38,191	$	43,157
Numerator:
Net income attributable to Class A common shareholders	$	13,160	$	6,911
Add: Income attributed to substantively vested RSUs		225		29
Net income attributable to Class A common shareholders – basic	$	13,385	$	6,940
Net income (loss) attributable to Class A common shareholders					$	(5,047	)	$	11,745	$	38,191	$	43,157
Add: Income (loss) attributed to substantively vested RSUs						(100	)		165		687		596
Net income (loss) attributable to Class A common shareholders – basic					$	(5,147	)	$	11,910	$	38,878	$	43,753
Add: Income attributed to dilutive shares		17,180		8,275		—			12,914		3,128		54,812
Net income attributable to Class A common shareholders – diluted	$	30,565	$	15,215
Net income (loss) attributable to Class A common shareholders – diluted					$	(5,147	)	$	24,824	$	42,006	$	98,565
Denominator:
Weighted-average shares of Class A common stock outstanding – basic		111,034,503		106,592,836		115,872,327			109,428,073		113,291,850		108,035,360
Add: Dilutive shares		155,943,721		157,528,230		—			156,924,316		11,591,673		157,035,379
Weighted-average shares of Class A common stock outstanding – diluted		266,978,224		264,121,066		115,872,327			266,352,389		124,883,523		265,070,739
Earnings per Share:
Earnings per share of Class A common stock – basic	$	0.12	$	0.07
Earnings per share of Class A common stock – diluted	$	0.11	$	0.06
Earnings (loss) per Share:
Earnings (loss) per share of Class A common stock – basic					$	(0.04	)	$	0.11	$	0.34	$	0.40
Earnings (loss) per share of Class A common stock – diluted					$	(0.04	)	$	0.09	$	0.34	$	0.37

The following number of shares were excluded from the calculation of diluted earnings (loss) per share because the effect of including such potentially dilutive shares would have been antidilutive:

Three Months Ended March 31,

2023

2022

Incentive RSUs

5,405

—

Class C Incentive Units

495,822

300,000

Incentive Options

168,282

175,222


	Three Months Ended September 30,				Nine Months Ended September 30,
	2023		2022		2023		2022
Conversion of non-controlling interest LLC Common Units1		141,689,681		—		142,974,016		—
Conversion of vested Class C Incentive Units1		98,699		—		65,028		—
Restricted Stock		1,015,761		—		—		—
IPO RSUs		3,229,891		—		—		—
Incentive RSUs		1,776,309		—		—		—
Reload Options		4,548,194		—		—		—
Staking Options		66,667		—		—		—
Incentive Options		168,099		170,392		168,099		170,392
Restricted Common Units		1,239,232		—		—		—
IPO RLUs		1,448,127		—		—		—
Incentive RLUs		482,329		—		—		—
Reload Class C Incentive Units		3,911,490		—		—		—
Staking Class C Incentive Units		1,876,669		—		—		—
Class C Incentive Units		495,822		300,000		495,822		300,000

1Weighted average units outstanding during the period.

11.

Derivatives

Interest Rate Cap

On April 7, 2022, the Company entered into an interest rate cap agreement to manage its exposure to interest rate fluctuations related to the Company’s Term Loan in the amount of $25.5 million. The interest rate cap has a $1,000.0 million notional amount, 2.75% strike, and terminates on December 31, 2025. The fair value of the interest rate cap was $~~37.2~~46.8 million and $45.9 million as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively, and was included in Other non-current assets on the Consolidated Balance Sheets. At inception, the Company formally designated the interest rate cap as a cash flow hedge. As of ~~March 31,~~September 30, 2023, the interest rate cap continued to be an effective hedge. As of September 30, 2023 and December 31, 2022, the balance of Accumulated other comprehensive income related to the interest rate cap was $27.7 million and $22.2 million, respectively.

The Company elected to exclude the change in the time value of the interest rate cap from the assessment of hedge effectiveness and will amortize the initial value of the premium over the life of the ~~instrument. The premium amortization is recognized in~~instrument through Interest expense, net on the Consolidated Statements of ~~Income.~~

AsIncome (Loss) and Other comprehensive income (loss). Premium amortization of ~~March 31,~~$1.7 million was recognized during the three months ended September 30, 2023 and ~~December 31,~~ 2022 ~~the balance of Accumulated other comprehensive income related to the interest rate cap was~~and $~~16.1~~5.2 million and $~~22.2~~2.9 million was recognized during the nine months ended September 30, 2023 and 2022, respectively.

For the three months ended ~~March 31,~~September 30, 2023 and 2022, the $(0.2) million and $~~8.7~~21.9 million, ~~decrease~~respectively, changes in the fair value of the interest rate cap were recognized in Other comprehensive income (loss). For the nine months ended September 30, 2023 and 2022, the $0.9 million and $~~1.7~~21.0 million, respectively, changes in the fair value of ~~premium amortization~~the interest rate cap were recognized in Other comprehensive income (loss). During the three and nine months ended ~~March 31,~~September 30, 2023, $~~4.4~~6.3 million and $16.4 million, respectively, related to payments received was reclassified out of Other comprehensive income (loss) into earnings as an offset to interest expense in Interest expense, net on the Consolidated Statements of ~~Income.~~Income (Loss). As of ~~March 31,~~September 30, 2023, the Company expects $~~19.0~~26.0 million of unrealized gains from the interest rate cap to be reclassified into earnings over the next twelve months.

12.

Variable Interest Entities

As discussed in Note 1, Basis of Presentation, the Company consolidates the LLC as a VIE under ASC 810. The Company’s financial position, financial performance, and cash flows effectively represent those of the LLC as of and for the ~~three~~nine months ended ~~March 31,~~September 30, 2023, with the exception of Cash and cash equivalents of $~~24.8~~ ~~million, Accounts payable and accrued liabilities of $1.3~~60.8 million, the entire balance of the Tax Receivable Agreement liabilities of $~~303.6~~359.1 million, and Deferred tax assets of $~~402.5~~382.9 million on the Consolidated Balance Sheets, which are attributable solely to Ryan Specialty Holdings, Inc. As of December 31, 2022, Cash and cash equivalents of $25.0 million, the entire balance of the Tax Receivable Agreement liabilities of $295.3 million, and Deferred tax assets of $396.8 million on the Consolidated Balance Sheet were attributable solely to Ryan Specialty Holdings, Inc.

13.

Fair Value Measurements

Accounting standards establish a three-tier fair value hierarchy that prioritizes the inputs used in measuring fair values as follows:

Level 1: Observable inputs such as quoted prices for identical assets in active markets;

Level 2: Inputs other than quoted prices for identical assets in active markets, that are observable either directly or indirectly; and

Level 3: Unobservable inputs in which there is little or no market data which requires the use of valuation techniques and the development of assumptions.

The level in the fair value hierarchy within which the fair value measurement is classified is determined based on the lowest level of input that is significant to the fair value measure in its entirety.

The carrying amount of financial assets and liabilities reported in the Consolidated Balance Sheets for cash and cash equivalents, commissions and fees receivable—net, other current assets, accounts payable, short-term debt, and other accrued liabilities as of ~~March 31,~~September 30, 2023 and December 31, 2022 approximate fair value because of the short-term duration of these instruments. The fair value of ~~our~~ long-term debt, including the Term Loan, Senior Secured Notes, the units subject to mandatory redemption, and any current portion of such debt, was $~~1,966.5~~1,958.7 million and $1,960.6 million as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively. The fair value of the Term Loan and Senior Secured Notes would be classified as Level 1 in the fair value hierarchy and the units subject to mandatory redemption would be classified as Level 3. See Note 7, Debt for the carrying values of the Company’s debt.

Derivative ~~Instruments~~Instrument

~~Interest Rate Cap~~

The Company uses an interest rate cap to manage its exposure to interest rate fluctuations related to the Company’s Term Loan. The fair value of the interest rate cap is determined using the market standard methodology of discounting the future expected cash receipts

that would occur if variable interest rates rise above the strike rate of the cap. The variable interest rates used in the calculation of projected receipts on the cap are based on an expectation of future interest rates derived from observable market interest rate curves and volatilities. The inputs used in determining the fair value of the interest rate cap are considered Level 2 inputs.

Contingent Consideration

The fair value of contingent consideration obligations is based on the present value of the future expected payments to be made to the sellers of certain acquired businesses in accordance with the provisions outlined in the respective purchase agreements, which is a Level 3 fair value measurement. In determining fair value, the Company estimates cash payments based on management’s financial projections of the performance of each acquired business relative to the formula specified by each purchase agreement. The Company utilizes Monte Carlo simulations to evaluate financial projections of each acquired business. The Monte Carlo models consider forecasted revenue and EBITDA and market risk-adjusted revenue and EBITDA, which are run through a series of simulations. As of ~~March 31,~~September 30, 2023, the models used risk-free rates, expected volatility, and a credit spread ofthat ranged from ~~4.97~~4.7% to 5.4%, ~~23.00~~7.0% to 21.7%, and ~~4.90~~3.6% to 4.2%, respectively. As of December 31, 2022, the models used a risk-free ~~rates,~~rate, expected volatility, and a credit spread of ~~4.57~~4.6%, ~~22.50~~22.5%, and ~~4.50~~4.5%, respectively. The Company then discounts the expected payments created by the Monte Carlo model to present value using a risk-adjusted rate that takes into consideration the market-based rates of return that reflect the ability of the acquired entity to achieve its targets. The discount ~~rates~~rate range used to present value the cash payments as of ~~March 31,~~September 30, 2023 was 9.0% to 9.1%, and the discount rate used as of December 31, 2022 ~~were~~was ~~9.87~~9.1% ~~and~~ ~~9.07%, respectively.~~.

Each period, the Company revalues the contingent consideration obligations associated with certain prior acquisitions to their fair value and records the changes of the fair value of these estimated obligations in Change in contingent consideration in the Consolidated Statements of ~~Income.~~ Income (Loss). Changes in contingent consideration result from changes in the assumptions regarding probabilities of successful achievement of related EBITDA and ~~percentage~~revenue milestones, the estimated timing in which milestones are achieved, and the discount rate used to estimate the fair value of the liability. Contingent consideration may change significantly as the Company’s revenue growth rate and EBITDA estimates evolve and additional data is obtained, impacting the Company’s

assumptions. The use of different assumptions and judgments could result in a materially different estimate of fair value which may have a material impact on the results from operations and financial position. See Note 3, Mergers and Acquisitions, for further information on contingent consideration.

Assets and Liabilities Measured at Fair Value on a Recurring Basis

The following table presents information about the Company’s assets and liabilities measured at fair value on a recurring basis by fair value hierarchy input level:


	As of March 31, 2023						As of December 31, 2022						September 30, 2023						December 31, 2022
	Level 1		Level 2		Level 3		Level 1		Level 2		Level 3		Level 1		Level 2		Level 3		Level 1		Level 2		Level 3
Assets:
Assets
Interest rate cap	$	—	$	37,209	$	—	$	—	$	45,860	$	—	$	—	$	46,845	$	—	$	—	$	45,860	$	—
Liabilities:
Liabilities
Contingent consideration		—		—		22,924		—		—		29,251		—		—		36,018		—		—		29,251
Total assets and liabilities measured at fair value	$	—	$	37,209	$	22,924	$	—	$	45,860	$	29,251	$	—	$	46,845	$	36,018	$	—	$	45,860	$	29,251

Contingent consideration of $36.0 million and $21.8 million was recorded in Other non-current liabilities on the Consolidated Balance Sheets as of September 30, 2023 and December 31, 2022, respectively. Contingent consideration of $7.5 million was recorded in Accounts payable and accrued liabilities on the Consolidated Balance Sheets as of December 31, 2022.

Level 3 Liabilities Measured at Fair Value

The following is a reconciliation of the beginning and ending balances for the Level 3 liabilities measured at fair value, which consist of contingent consideration for both periods:


	Three Months Ended March 31,						Three Months Ended September 30,				Nine Months Ended September 30,
	2023			2022			2023		2022		2023			2022
Balance at beginning of period	$	29,251		$	42,053		$	25,290	$	26,357	$	29,251		$	42,053
Total losses (gains) included in earnings		1,585			(636	)
Newly established liability due to acquisitions								8,091		—		8,091			—
Total losses included in earnings								2,637		1,000		6,588			538
Settlements		(7,912	)		—			—		—		(7,912	)		(15,234	)
Balance at end of period	$	22,924		$	41,417		$	36,018	$	27,357	$	36,018		$	27,357

OfFor the nine months ended September 30, 2023, $~~7.9~~3.4 million ~~settlement of contingent consideration during the three months ended March 31, 2023,~~and $4.5 million issettlements of contingent consideration are presented in the operating and financing ~~section~~sections, respectively, of the Consolidated Statements of Cash Flows. For the nine months ended September 30, 2022, $9.0 million and $~~3.4~~6.2 million ~~is presenting~~settlements of contingent consideration are presented in the operating ~~section~~and financing sections, respectively, of the Consolidated Statements of Cash Flows.

14.

Commitments and Contingencies

Legal – E&O and Other Considerations

As an E&S and Admitted markets intermediary, the Company faces ordinary course of business E&O exposure. The Company also has potential E&O risk if an insurance carrier with which Ryan Specialty placed coverage denies coverage for a claim or pays less than the insured believes is the full amount owed. The Company seeks to resolve, through commercial accommodations, certain matters to limit the economic exposure, ~~and reputational risk,~~ including potential legal fees, and reputational risk created by a disagreement between a carrier and the insured, as well as other E&O matters.

The Company utilizes insurance to provide protection from E&O liabilities that may arise during the ordinary course of business. Ryan Specialty’s E&O insurance provides aggregate coverage for E&O losses up to $100.0 million in excess of a per claim retention amount of $5.0 million. The Company’s per claim retention amount increased from $2.5 ~~million.~~million to $5.0 million as of June 1, 2023. The Company periodically determines a range of possible outcomes using the best available information that relies, in part, on projecting historical claim data into the future. Loss contingencies of $~~13.0~~5.9 million and $26.1 million were recorded for outstanding matters as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively. Loss contingencies exclude the impact of any loss recoveries. The Company recognized the net impact of the loss contingencies and any loss recoveries of $~~0.6~~0.8 million and $~~0.4~~1.2 million in E&O expense for the three months ended ~~March 31,~~September 30, 2023 and 2022, respectively, and $5.5 million and $2.9 million for the nine months ended September 30, 2023 and 2022, respectively, in General and administrative expense on the Consolidated Statements of ~~Income.~~Income (Loss). The historical claim and commercial accommodation data used to project the current estimates may not be indicative of future claim activity. Thus, the estimates could change in the future as more information becomes known, which could materially impact the amounts reported and disclosed herein.

During 2022, the Company placed certain insurance policies through a trading partner with the understanding that the policies were underwritten by highly rated insurance capital. The policies were instead underwritten by an insurance carrier that was not considered satisfactory by the Company or the insureds. The Company committed to securing replacement coverage, to the extent commercially available, from highly rated insurance companies on terms substantially similar to the insurance coverage originally agreed upon. As a result of this unusual circumstance, the Company has and may continue to incur losses ~~including the cost of the replacement coverage~~ (“Replacement Costs”), arising from the original placements. The Company has determined that it is probable that it will be exposed

to the Replacement Costs on policies placed with this trading partner. The Company ~~recorded~~recognized an estimated loss contingency of $~~9.7~~0.2 million and $23.1 million as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively, within Accounts payable and accrued liabilities inon the Consolidated Balance Sheets. Relatedly, the Company has obtained sufficient evidence from its E&O insurance carriers to conclude that a recovery of the claim for the Replacement Costs, in excess of the $2.5 million retention, is probable. A loss recovery of $22.6 million and $20.6 million was recorded as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively, in Other current assets inon the Consolidated Balance Sheets. In the aggregate, the loss contingency and related loss recovery resulted in a $2.5 million expense recognized in 2022. No further expense was recognized during the three or nine months ended ~~March 31,~~September 30, 2023.

It is at least reasonably possible that the estimate of Replacement Costs will change in the near term as policies are ~~adjusted and unearned premiums are recovered from the trading partner.~~adjusted. Further, exposure to additional losses may arise ~~due to the need to secure coverage for differences in conditions,~~from policies that had expired prior to, or shortly after, the discovery of this unusual circumstance, adjustable premiums arising from the addition or deletion of properties over the policy term, unpaid covered claims, or other damages for losses incurred by our customers. An estimate of these potential losses cannot be made at this time but could change in the future as more information becomes known.

15.

Related Parties

Ryan Investment Holdings

Ryan Investment Holdings, LLC (“RIH”) was formed as an investment holding company designed to aggregate the funds of Ryan Specialty and Geneva Ryan Holdings, LLC (“GRH”) for investment in Geneva Re Partners, LLC (“GRP”). GRH was formed as an investment holding company designed to aggregate investment funds of Patrick G. Ryan and other affiliated investors. One affiliated investor is an LLC Unitholder and a director of the Company, and another is an LLC Unitholder and employee of the Company. Ryan Specialty does not consolidate GRH as the Company does not have a direct investment in or variable interest in this entity.

The Company holds a 47% interest in RIH and GRH holds a 53% interest in RIH. RIH has a 50% non-controlling interest in GRP, and the other 50% is owned by Nationwide Mutual Insurance Company (“Nationwide”). GRP wholly owns Geneva Re, Ltd (“Geneva

Re”), a Bermuda-regulated reinsurance ~~company.~~company, and GR Bermuda SAC Ltd (the “Segregated Account Company”). The Segregated Account Company has one segregated account, which is beneficially owned by a third-party insurance company (the “Third-party Insurer”). RIH is considered a related party variable interest entity under common control with the Company. The Company is not most closely associated with the variable interest entity and therefore does not consolidate RIH. The assets of RIH are restricted to settling obligations of RIH, pursuant to Delaware limited liability company statutes.

The Company is not required to contribute any additional capital to RIH, and its maximum exposure to loss on the equity method investment is the total invested capital of $47.0 million. The Company may be exposed to losses arising from the equity method investment as a result of underwriting losses recognized at Geneva Re or losses on Geneva Re’s investment portfolio. RIH has committed to contribute additional capital to GRP over the next ~~four~~several years. Patrick G. Ryan, through a trust of which he is the beneficiary and co-trustee, has committed to personally fund any such additional capital contributions. Any such additional capital contributions under this commitment will not affect the relative ownership of RIH’s common equity.

Geneva Re

The Company has a service agreement with Geneva Re to provide both administrative services to, as well as disburse payments for costs directly incurred by, Geneva Re. These direct costs include compensation expenses incurred by employees of Geneva Re. The Company had $0.1 million and $0.2 million due from Geneva Re under this agreement as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively.

Ryan Re Services ~~Agreement~~Agreements with Geneva Re ~~and Nationwide~~

Ryan Re, a wholly owned subsidiary of the Company, is party to a services agreement with Geneva Re to provide, among other services, certain underwriting and administrative services to Geneva Re. Ryan Re receives a service fee equal to 115% of the administrative costs incurred by Ryan Re in ~~performing~~providing these services to Geneva Re. Revenue earned from Geneva Re, net of applicable constraints, was $0.4 million for the three months ended ~~March 31,~~September 30, 2023 and ~~2022.~~2022, and $1.1 million and $1.2 million for the nine months ended September 30, 2023 and 2022, respectively. Receivables due from Geneva Re under this agreement, net of applicable constraints, were $~~0.3~~1.1 million and $2.0 million as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively.

On April 2, 2023, Ryan Re entered into a services agreement with Geneva Re in accordance with which Ryan Re subcontracted certain services to Geneva Re that Ryan Re is required to provide to the segregated account of the Segregated Account Company on behalf of the Third-party Insurer. The Company incurred expense of $2.2 million and $5.4 million during the three and nine months ended September 30, 2023, respectively, and had prepaid expenses of $6.4 million as of September 30, 2023, related to this services agreement. The prepaid expenses are included in Other currents assets on the Consolidated Balance Sheets.

Company Leasing of Corporate Jets

In the ordinary course of its business, the Company charters executive jets for business purposes from Executive Jet Management (“EJM”), a third-party service provider. Mr. Ryan indirectly owns aircraft that he leases to EJM for EJM’s charter operations for which he receives remuneration from EJM. The Company pays market rates for chartering aircraft through EJM, unless the particular aircraft chartered is Mr. Ryan’s, in which case the Company receives a discount below market rates. Historically, the Company has

been able to charter Mr. Ryan’s aircraft and make use of this discount. The Company recognized expense related to business usage of aircraft of $~~0.5~~0.2 million and $~~0.2~~0.3 million for the three months ended ~~March 31,~~September 30, 2023 and 2022, respectively, and $0.9 million and $0.7 million for the nine months ended September 30, 2023 and 2022, respectively.

16.

Income Taxes

The Company is taxed as a corporation for income tax purposes and is subject to federal, state, and local taxes with respect to its allocable share of any net taxable income from the LLC. The LLC is a limited liability company taxed as a partnership for income tax purposes, and its taxable income or loss is passed through to its members, including the Company. The LLC is subject to income taxes on its taxable income in certain foreign countries, in certain state and local jurisdictions that impose income taxes on partnerships, and on the taxable income of its U.S. corporate subsidiaries.

Common Control Reorganization (“CCR”)

Subsequent to the acquisition of Socius, which was purchased by a wholly owned subsidiary of Ryan Specialty Holdings, Inc., the Company converted Socius to an LLC (“Socius LLC”) and transferred Socius LLC to the LLC. This legal entity reorganization was considered a transaction between entities under common control. The CCR resulted in deferred tax liabilities of $64.5 million and non-cash deferred income tax expense of $20.7 million. Additionally, the difference between the carrying value and the fair value of the investment transferred under common control resulted in an increase of $13.1 million to Non-controlling interests on the Consolidated Statements of Stockholders’ Equity during the three months ended September 30, 2023.

Effective Tax Rate

The Company’s effective tax rate from continuing operations was ~~14.7~~61.26% and (~~33.2~~10.44)% for the three months ended ~~March 31,~~September 30, 2023 and 2022, respectively, and 23.92% and 7.90% for the nine months ended September 30, 2023 and 2022, respectively. The effective tax rate for the three and nine months ended ~~March 31,~~September 30, 2023 ~~is different from~~was higher than the 21% statutory rate primarily as a result of the $20.7 million non-cash deferred income ~~attributable to~~tax expense from the ~~non-controlling interests.~~CCR, which was recognized in Income tax expense in the Consolidated Statements of Income (Loss) for the three and nine months ended September 30, 2023. The effective tax rate for the three months ended ~~March 31,~~September 30, 2022 ~~is significantly different from~~was lower than the 21% statutory rate primarily as a result of the ~~change~~tax benefit from the vesting of Staking RSUs and the income attributable to the non-controlling interests. The effective tax rate for the nine months ended September 30, 2022 was lower than the 21% statutory rate primarily as a result of the changes in ~~the~~ state tax rates and ~~nondeductible expenses.~~the income attributable to the non-controlling interests.

The Company does not believe it has any significant uncertain tax positions and therefore has no unrecognized tax benefits as of ~~March 31,~~September 30, 2023, that, if recognized, would affect the annual effective tax rate. The Company does not anticipate material changes in unrecognized tax benefits within the next twelve-month period. The Company’s 2021 tax year filings are open to examination by taxing authorities for U.S. federal and state income tax purposes.

Deferred Taxes

The Company reported Deferred tax assets, net of deferred tax liabilities where appropriate, of $~~402.5~~383.1 million and $396.8 million as of ~~March 31,~~September 30, 2023 and December 31, 2022, respectively, ~~and Deferred tax liabilities of $0.6~~ ~~million as of March 31, 2023 and December 31, 2022~~ on the Consolidated Balance Sheets. The ~~increase~~change in ~~the~~ Deferred tax assets during the ~~three~~nine months ended ~~March 31,~~September 30, 2023 was primarily a result of the deferred tax liabilities arising from the CCR offset by an increase in deferred tax assets related to exchanges of LLC Common ~~Units, which resulted in an increase to Additional paid-in capital on the Consolidated Statements of Stockholders’ Equity.~~Units.

As of ~~March 31,~~September 30, 2023, the Company concluded that, based on the weight of all available positive and negative evidence, the Deferred tax assets with respect to the Company’s basis difference in its investment in the LLC are more likely than not to be realized. As such, no valuation allowance has been recognized against that basis difference.

Tax Receivable Agreement (TRA)

The Company is party to a TRA with current and certain former LLC Unitholders. The TRA provides for the payment by the Company to the current and certain former LLC Unitholders of 85% of the net cash savings, if any, in U.S. federal, state, and local income taxes that the Company realizes (or is deemed to realize in certain circumstances) as a result of (i) certain increases in the tax basis of the assets of the LLC resulting from purchases or exchanges of LLC Common Units (“Exchange Tax Attributes”), (ii) certain tax attributes of the LLC that existed prior to the IPO (“Pre-IPO M&A Tax Attributes”), (iii) certain favorable “remedial” partnership tax allocations to which the Company becomes entitled (if any), and (iv) certain other tax benefits related to the Company entering into the TRA, including certain tax benefits attributable to payments that the Company makes under the TRA (“TRA Payment Tax Attributes”). The Company recognizes a liability on the Consolidated Balance Sheets based on the undiscounted estimated future payments under the TRA. The amounts payable under the TRA will vary depending upon a number of factors, including the amount, character, and timing of the taxable income of the Company in the future.

Based on current projections, the Company anticipates having sufficient taxable income to be able to realize the benefits and has recorded Tax Receivable Agreement liabilities of $~~303.6~~359.1 million related to these benefits on the Consolidated Balance Sheets as of ~~March 31,~~September 30, 2023. The following summarizes activity related to the Tax Receivable Agreement liabilities:


	Exchange Tax Attributes		Pre-IPO M&A Tax Attributes		TRA Payment Tax Attributes		TRA Liabilities		Exchange Tax Attributes		Pre-IPO M&A Tax Attributes		TRA Payment Tax Attributes		TRA Liabilities
Balance at December 31, 2022	$	150,311	$	85,016	$	60,020	$	295,347	$	150,311	$	85,016	$	60,020	$	295,347
Exchange of LLC Common Units		5,575		920		1,787		8,282		43,443		6,002		13,804		63,249
Balance at March 31, 2023	$	155,886	$	85,936	$	61,807	$	303,629
Accrued interest										—		—		478		478
Balance at September 30, 2023									$	193,754	$	91,018	$	74,302	$	359,074

During the ~~three~~nine months ended ~~March 31,~~September 30, 2023 and 2022, the TRA liabilities increased $~~8.3~~63.2 million and $23.1 million, respectively, due to ~~an exchange~~exchanges of LLC Common Units for Class A common stock, which was recognized in Additional paid-in capital on the Consolidated Statements of Stockholders’ Equity. ~~During~~Additionally, during the ~~three~~nine months ended ~~March 31,~~September 30, 2022, ~~the TRA liabilities increased $0.9~~ ~~million due to an exchange of LLC~~

~~Common Units for Class A common stock, which was recognized in Additional paid-in capital on the Consolidated Statements of Stockholders’ Equity. Additionally,~~ the Company remeasured the TRA liabilities due to changes in state tax rates resulting in a $~~7.7~~7.2 million expense as the Company increased its estimated cash tax savings rate from 25.12% to ~~25.69~~25.65%~~, which~~. The change was recognized in Other non-operating loss (income) on the Consolidated Statements of ~~Income.~~Income (Loss).

Other Comprehensive Income (Loss)

The tax expense (benefit) on the components of Other comprehensive income (loss) for the three and nine months ended ~~March 31,~~September 30, 2023 were $(0.2) million and $(0.1) million, respectively, for Foreign currency translation adjustments, $(0.1) million and $0.1 million, ~~for Foreign currency translation adjustments, $0.1~~ ~~million~~respectively, for Change in share of equity method investment in related party other comprehensive income (loss), $($~~0.3~~0.9) million and $2.6 million, respectively, for ~~Loss~~Gain on interest rate cap, and $(~~0.5~~0.7) million and $(1.9) million, respectively, for the (Gain) on interest rate cap reclassified to earnings. The tax ~~effects~~expense (benefit) on the components of Other comprehensive income (loss) ~~were de minimis~~ for the three and nine months ended ~~March 31, 2022.~~September 30, 2022 were $(0.5) million and $(1.0) million, respectively, for Foreign currency translation adjustments, and $(0.2) million and $(0.7) million, respectively, for Change in share of equity method investment in related party other comprehensive income (loss), and $2.6 million and $2.7 million, respectively, for Gain on interest rate cap.

17.

Supplemental Cash Flow Information

The following represents the supplemental cash flow information of the Company:


	Three Months Ended March 31,				Nine Months Ended September 30,
	2023		2022		2023		2022
Cash paid for:
Interest	$	40,136	$	15,668	$	116,620	$	62,796
Income taxes		1,244		2,206		9,812		8,089
Non-cash investing and financing activities:
Members' tax distributions declared but unpaid	$	12,272	$	7,356
Tax Receivable Agreement liabilities		8,282		880	$	63,249	$	23,089

18.

Subsequent Events

21The Company has evaluated subsequent events through November 3, 2023 and has concluded that no events have occurred that require disclosure other than the events listed below.

On October 29, 2023, the Company entered into a definitive agreement to acquire AccuRisk Holdings, LLC, a medical stop loss MGU headquartered in Chicago, Illinois. This acquisition is expected to close during the fourth quarter of 2023.

ITEM 2. MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

The following discussion and analysis summarizes the significant factors affecting the consolidated operating results, financial condition, liquidity, and cash flows of the Company as of and for the periods presented below. The following discussion and analysis should be read in conjunction with our Consolidated Financial Statements and the related notes included elsewhere in this Quarterly Report on Form 10-Q and in the Annual Report on Form 10-K for the year ended December 31, 2022 which was filed with the SEC on March 1, 2023. The discussion contains forward-looking statements that are based on the beliefs of management, as well as assumptions made by, and information currently available to, our management. Actual results could differ materially from those discussed in or implied by forward-looking statements as a result of various factors, including those discussed below and in our Annual Report on Form 10-K, particularly in the sections entitled “Risk Factors” and “Information Concerning Forward-Looking Statements.”

The following discussion provides commentary on the financial results derived from our unaudited financial statements for the three and nine months ended ~~March 31,~~September 30, 2023 and 2022 prepared in accordance with U.S. GAAP. In addition, we regularly review the following Non-GAAP measures when assessing performance: Organic revenue growth rate, Adjusted compensation and benefits expense, Adjusted compensation and benefits expense ratio, Adjusted general and administrative expense, Adjusted general and administrative expense ratio, Adjusted EBITDAC, Adjusted EBITDAC margin, Adjusted net income, Adjusted net income margin and Adjusted diluted earnings per share. See “Non-GAAP Financial Measures and Key Performance Indicators” for further information.

Overview

Founded by Patrick G. Ryan in 2010, we are a service provider of specialty products and solutions for insurance brokers, agents, and carriers. We provide distribution, underwriting, product development, administration, and risk management services by acting as a wholesale broker and a managing underwriter or a program administrator with delegated authority from insurance carriers. Our mission is to provide industry-leading innovative specialty insurance solutions for insurance brokers, agents, and carriers.

For retail insurance agents and brokers, we assist in the placement of complex or otherwise hard-to-place risks. For insurance carriers, we work with retail and wholesale insurance brokers to source, onboard, underwrite, and service these same types of risks. A significant majority of the premiums we place are bound in the E&S market, which includes Lloyd’s of London. There is often significantly more flexibility in terms, conditions, and rates in the E&S market relative to the Admitted or “standard” insurance market. We believe that the additional freedom to craft bespoke terms and conditions in the E&S market allows us to best meet the needs of our trading partners, provide unique solutions, and drive innovation. We believe our success has been achieved by providing best-in-class intellectual capital, leveraging our trusted and long-standing relationships, and developing differentiated solutions at a scale unmatched by many of our competitors.

Significant Events and Transactions

Corporate Structure

We are a holding company and our sole material asset is a controlling equity interest in New LLC, which is also a holding company and its sole material asset is a controlling equity interest in the LLC. The Company operates and controls the business and affairs of, and consolidates the financial results of, the LLC through New LLC. We conduct our business through the LLC. As the LLC is substantively the same as New LLC, for the purpose of this discussion, we will refer to both New LLC and the LLC as the “LLC.”

The LLC is a limited liability company taxed as a partnership for income tax purposes, and its taxable income or loss is passed through to its members, including the Company. The LLC is subject to income taxes on its taxable income in certain foreign countries, in certain state and local jurisdictions that impose income taxes on partnerships, and on the taxable income of its U.S. corporate subsidiaries. As a result of our ownership of LLC Common Units, we are subject to U.S. federal, state, and local income taxes with respect to our allocable share of any taxable income of the LLC and are taxed at the prevailing corporate tax rates. We intend to cause the LLC to make distributions in an amount sufficient to allow us to pay our tax obligations and operating expenses, including distributions to fund any ordinary course payments due under the Tax Receivable Agreement. See ~~"Liquidity~~“Liquidity and Capital Resources - Tax Receivable ~~Agreement"~~Agreement” for additional information about the TRA.

ACCELERATE 2025 Program

During the first quarter of 2023 we initiated the ACCELERATE 2025 program that will enable continued growth, drive innovation, and deliver sustainable productivity improvements over the long term. The program in its expanded scope will now result in approximately ~~$65.0~~$90.0 million of cumulative one-time charges through 2024, funded through operating cash flow. Restructuring costs will primarily be included in General and administrative expense, relating to third-party professional services, lease and contract

terminations costs, and other expenses. The

remaining costs will be incurred through Compensation and benefits expense, predominately relating to third-party contractor and other workforce-related costs. We expect the program in its expanded scope to now generate annual savings of approximately ~~$35.0~~$50.0 million in 2025. See ~~"Note~~“Note 4, Restructuring"” of the unaudited quarterly consolidated financial statements for further discussion.

We began recognizing costs associated with the restructuring plan in the first quarter of 2023. For the three months ended ~~March 31,~~September 30, 2023, we incurred restructuring costs of ~~$2.7~~$16.5 million. For the nine months ended September 30, 2023, we incurred restructuring costs of $36.3 million, which represent cumulative costs since the inception of the plan. Of the cumulative ~~$2.7~~$36.3 million in costs, ~~$0.7~~$22.9 million was ~~workforce-related~~general and administrative with the remaining balance being ~~general and administrative costs.~~workforce-related. While the current results of the ACCELERATE 2025 program are in line with expectations, changes to the total savings estimate and timing of the ACCELERATE 2025 program may evolve as we continue to progress through the plan and evaluate other potential opportunities. The actual amounts and timing may vary significantly based on various factors.

Acquisitions

On ~~January~~July 1, 2023, the Company completed the acquisitions of certain assets of ACE Benefit Partners, Inc. (“ACE”), a medical stop loss general agent headquartered in Eagle, Idaho, and Point6 Healthcare, LLC (“Point6”), a distributor of medical stop loss insurance on behalf of retail brokers and third-party administrators headquartered in Plano, Texas.

On July 3, 2023, wethe Company completed the acquisition of ~~Griffin Underwriting~~Socius Insurance Services (“Socius”), a ~~binding authority specialist and~~national wholesale insurance broker headquartered in ~~Bellevue, WA.~~Northern California.

On October 29, 2023, the Company entered into a definitive agreement to acquire AccuRisk Holdings, LLC (“AccuRisk”), a medical stop loss MGU headquartered in Chicago, Illinois. This acquisition is expected to close during the fourth quarter of 2023.

Key Factors Affecting Our Performance

Our historical financial performance has been, and we expect our financial performance in the future to be, driven by our ability to:

Pursue Strategic Acquisitions

We have successfully integrated businesses complementary to our own to increase both our distribution reach and our product and service capabilities. We continuously evaluate acquisitions and intend to further pursue targeted acquisitions that complement our product and service capabilities or provide us access to new markets. We have previously made, and intend to continue to make, acquisitions with the objective of enhancing our human capital and product and service capabilities, entering natural adjacencies, and expanding our geographic presence. Our ability to successfully pursue strategic acquisitions is dependent upon a number of factors, including sustained execution of a disciplined and selective acquisition strategy which requires acquisition targets to have a cultural and strategic fit, competition for these assets, purchase price multiples that we deem appropriate, and our ability to effectively integrate targeted companies or assets and grow our business. We do not have agreements or commitments for any material acquisitions at this time.

Deepen and Broaden our Relationships with Retail Broker Trading Partners

We have deep engagement with our retail broker trading partners, and we believe we have the ability to transact in even greater volume with nearly all of them. For example, in 2022, our revenue derived from the Top 100 firms (as ranked by Business Insurance) expanded faster than our Organic revenue growth rate of 16.4%. Our ability to deepen and broaden relationships with our retail broker trading partners and increase sales is dependent upon a number of factors, including client satisfaction with our distribution reach and our product capabilities, retail brokers continuing to require or desire our services, competition, pricing, economic conditions, and spending on our product offerings.

Build Our National Binding Authority Specialty

We believe there is substantial opportunity to continue to grow our Binding Authority Specialty, as we believe that both M&A consolidation and panel consolidation are in nascent stages in the binding authority market. Our ability to grow our Binding Authority Specialty is dependent upon a number of factors, including a continuing ability to secure sufficient capital support from insurers, the quality of our services and product offerings, marketing and sales efforts to drive new business prospects and execution, new product offerings, the pricing and quality of our competitors’ offerings, and the growth in demand for the insurance products.

Invest in Operation and Growth

We have invested heavily in building a durable business that is able to adapt to the continuously evolving E&S market and intend to continue to do so. We are focused on enhancing the breadth of our product and service offerings as well as developing and launching new solutions to address the evolving needs of the specialty insurance industry and markets. Our future success is dependent upon a number of factors, including our ability to successfully develop, market, and sell existing and new products and services to both new and existing trading partners.

Generate Commission Regardless of the State of the E&S Market

We earn commissions, which are calculated as a percentage of the total insurance policy premium, and fees. Changes in the insurance market or specialty lines that are our focus, characterized by a period of increasing (or declining) premium rates, could positively (or negatively) impact our profitability.

Managing Changing Macroeconomic Conditions

Growth in certain lines of business, such as project-based construction and M&A transactional liability insurance, is partially dependent on a variety of macroeconomic factors inasmuch as binding the underlying insurance coverage is subject to the underlying activity occurring. In periods of economic growth and liquid credit markets, this underlying activity can accelerate and provide tailwinds to our growth. In periods of economic decline and tight credit markets, this underlying activity can slow or be delayed and provide headwinds to our growth. As interest rates have rapidly risen, leading to friction in debt markets, we have observed some delays to both construction projects and M&A activity which, in turn, pauses the binding of construction and M&A transactional liability insurance policies. We believe over time these lines of business will continue to grow as the economy steadies and again grows.

Leverage the Growth of the E&S Market

The growing relevance of the E&S market has been driven by the rapid emergence of large, complex, high-hazard, and otherwise hard-to-place risks across many lines of insurance. This trend continued in 2022, with 14 named storms – including Hurricane Ian with estimated losses of $50 to $65 billion during the 2022 Atlantic hurricane season – following 21 named storms totaling over $70 billion in estimated losses during the 2021 Atlantic hurricane season, escalating jury verdicts and social inflation, a proliferation of cyber threats, novel health risks, and the transformation of the economy to a “digital first” mode of doing business. We believe that as the complexity of the E&S market continues to escalate, wholesale brokers and managing underwriters that do not have sufficient scale, or the financial and intellectual capital to invest in the required specialty capabilities, will struggle to compete effectively. This will further the trend of market share consolidation among the wholesale firms that do have these capabilities. We will continue to invest in our intellectual capital to innovate and offer custom solutions and products to better address these evolving market fundamentals.

Although we believe this growth will continue, we recognize that the growth of the E&S market might not be linear as risks can and do shift between the E&S and non-E&S markets as market factors change and evolve. For example, we benefited from a rapid increase in both the rate and flow of public company D&O policies into the wholesale channel in 2020 and 2021. Throughout 2022 and 2023 as the public company D&O insurance markets stabilized, IPO markets have slowed, and new insurance capital that previously entered the market has impacted the public company D&O space, public company D&O rate decreases have accelerated. We believe these factors have also created opportunities for retailers to place some of that coverage directly.

Components of Results of Operations

Revenue

Net Commissions and Fees

Net commissions and fees are derived primarily from our three Specialties and are paid for our role as an intermediary in facilitating the placement of coverage in the insurance distribution chain. Net commissions and policy fees are generally calculated as a percentage of the total insurance policy premium placed, although fees can often be a fixed amount irrespective of the premium, but we also receive supplemental commissions based on the volume placed or profitability of a book of business. We share a portion of these net commissions and policy fees with the retail insurance broker and recognize revenue on a net basis. Additionally, carriers may also pay us a contingent commission or volume-based commission, both of which represent forms of contingent or supplemental consideration associated with the placement of coverage and are based primarily on underwriting results, but may also contain considerations for only volume, growth, and/or retention. Although we have compensation arrangements called contingent commissions in all three Specialties that are based in whole or in part on the underwriting performance, we do not take any direct

insurance risk other than through our equity method investment in Geneva Re through Ryan Investment Holdings, LLC. We also receive loss mitigation and other fees, some of which are not dependent on the placement of a risk.

In our Wholesale Brokerage and Binding Authority Specialties, we generally work with retail insurance brokers to secure insurance coverage for their clients, who are the ultimate insured party. Our Wholesale Brokerage and Binding Authority Specialties generate revenues through commissions and fees from clients, as well as through supplemental commissions, which may be contingent commissions or volume-based commissions from carriers. Commission rates and fees vary depending upon several factors, which may include the amount of premium, the type of insurance coverage provided, the particular services provided to a client or carrier, and the capacity in which we act. Payment terms are consistent with current industry practice.

In our Underwriting Management Specialty, we generally work with retail insurance brokers and often other wholesale brokers to secure insurance coverage for the ultimate insured party. Our Underwriting Management Specialty generates revenues through commissions and fees from clients and through contingent commissions from carriers. Commission rates and fees vary depending upon several factors including the premium, the type of coverage, and additional services provided to the client. Payment terms are consistent with current industry practice.

Fiduciary Investment Income

Fiduciary investment income consists of interest earned on insurance premiums and surplus lines taxes that are held in a fiduciary capacity, in cash and cash equivalents, until disbursed.

Expenses

Compensation and Benefits

Compensation and benefits is our largest expense. It consists of (i) salary, incentives, and benefits ~~paid and payable~~ to employees, and commissions ~~paid and payable~~ to our producers and (ii) equity-based compensation associated with the grants of awards to employees, executive officers, and directors. We operate in competitive markets for human capital and we need to maintain competitive compensation levels in order to maintain and grow our talent base.

General and Administrative

General and administrative expense includes travel and entertainment expenses, office expenses, accounting, legal, insurance and other professional fees, and other costs associated with our operations. Our occupancy-related costs and professional services expenses, in particular, generally increase or decrease in relative proportion to the number of our employees and the overall size and scale of our business operations.

Amortization

Amortization expense consists primarily of amortization related to intangible assets we acquired in connection with our acquisitions. Intangible assets consist of customer relationships, trade names, and internally developed software.

Interest Expense, Net

Interest expense, net consists of interest payable on indebtedness, amortization of the Company's interest rate cap, imputed interest on contingent consideration, and amortization of deferred debt issuance costs, offset by interest income on the Company's Cash and cash equivalents balances and payments received in relation to the interest rate cap.

Other Non-Operating Loss (Income)

For the ~~three~~nine months ended ~~March 31,~~September 30, 2023, Other non-operating loss (income) included ~~a $0.1 million of~~ sublease ~~income.~~income offset by TRA contractual interest. For the ~~three~~nine months ended ~~March 31,~~September 30, 2022, Other non-operating loss (income) included a ~~$7.7 million~~ charge related to the change in the TRA liability caused by a change in our blended state tax rates.

Income Tax Expense ~~(Benefit)~~

Income tax expense includes tax on the Company's allocable share of any net taxable income from the LLC, from certain state and local jurisdictions that impose taxes on partnerships, as well as earnings from our foreign subsidiaries and C-Corporations subject to entity level taxation.

Non-Controlling Interests

Net income and Other comprehensive income (loss) are attributed to the non-controlling interests based on the weighted average LLC Common Units outstanding during the period and is presented on the Consolidated Statements of ~~Income.~~Income (Loss). Refer to ~~"Note~~“Note 8, Stockholders' ~~Equity"~~Equity” of the unaudited quarterly consolidated financial statements for more information.

2529

Results of Operations

Below is a summary table of the financial results and Non-GAAP measures that we find relevant to our business operations:


	Three Months Ended March 31,						Change						Three Months Ended September 30,						Change						Nine Months Ended September 30,						Change
(in thousands, except percentages and per share data)	2023			2022			$			%			2023			2022			$			%			2023			2022			$			%
Revenue
Net commissions and fees	$	447,513		$	386,681		$	60,832			15.7	%	$	487,345		$	407,551		$	79,794			19.6	%	$	1,507,878		$	1,284,459		$	223,419			17.4	%
Fiduciary investment income		10,086			209			9,877			4,725.8			14,593			4,445			10,148		NM				36,808			5,719			31,089		NM
Total revenue	$	457,599		$	386,890		$	70,709			18.3	%	$	501,938		$	411,996		$	89,942			21.8	%	$	1,544,686		$	1,290,178		$	254,508			19.7	%
Expenses
Compensation and benefits		307,722			274,274			33,448			12.2			329,212			274,108			55,104			20.1			989,294			858,439			130,855			15.2
General and administrative		51,699			42,361			9,338			22.0			69,288			48,991			20,297			41.4			202,595			139,851			62,744			44.9
Amortization		25,185			26,663			(1,478	)		(5.5	)		29,572			25,667			3,905			15.2			79,125			78,563			562			0.7
Depreciation		2,192			1,211			981			81.0			2,201			1,463			738			50.4			6,570			3,903			2,667			68.3
Change in contingent consideration		714			(1,008	)		1,722			(170.8	)		1,848			423			1,425		NM				4,358			(837	)		5,195		NM
Total operating expenses	$	387,512		$	343,501		$	44,011			12.8	%	$	432,121		$	350,652		$	81,469			23.2	%	$	1,281,942		$	1,079,919		$	202,023			18.7	%
Operating income	$	70,087		$	43,389		$	26,698			61.5	%	$	69,817		$	61,344		$	8,473			13.8	%	$	262,744		$	210,259		$	52,485			25.0	%
Interest expense, net		29,468			21,752			7,716			35.5			31,491			28,864			2,627			9.1			89,840			75,462			14,378			19.1
Loss (income) from equity method investment in related party		(1,995	)		543			(2,538	)		(467.4	)		(2,271	)		(144	)		(2,127	)	NM				(5,882	)		414			(6,296	)	NM
Other non-operating loss (income)		(138	)		7,521			(7,659	)		(101.8	)		67			(66	)		133		NM				37			6,832			(6,795	)	NM
Income before income taxes	$	42,752		$	13,573		$	29,179			215.0	%	$	40,530		$	32,690		$	7,840			24.0	%	$	178,749		$	127,551		$	51,198			40.1	%
Income tax expense (benefit)		6,295			(4,503	)		10,798			(239.8	)
Income tax expense														24,827			3,411			21,416		NM				42,772			10,076			32,696		NM
Net income	$	36,457		$	18,076		$	18,381			101.7	%	$	15,703		$	29,279		$	(13,576	)		(46.4	)%	$	135,977		$	117,475		$	18,502			15.7	%
GAAP financial measures
Revenue	$	457,599		$	386,890		$	70,709			18.3	%	$	501,938		$	411,996		$	89,942			21.8	%	$	1,544,686		$	1,290,178		$	254,508			19.7	%
Compensation and benefits		307,722			274,274			33,448			12.2			329,212			274,108			55,104			20.1			989,294			858,439			130,855			15.2
General and administrative		51,699			42,361			9,338			22.0			69,288			48,991			20,297			41.4			202,595			139,851			62,744			44.9
Net income	$	36,457		$	18,076		$	18,381			101.7	%		15,703			29,279			(13,576	)		(46.4	)		135,977			117,475			18,502			15.7
Compensation and benefits expense ratio (1)		67.2	%		70.9	%								65.6	%		66.5	%								64.0	%		66.5	%
General and administrative expense ratio (2)		11.3	%		10.9	%								13.8	%		11.9	%								13.1	%		10.8	%
Net income margin (3)		8.0	%		4.7	%								3.1	%		7.1	%								8.8	%		9.1	%
Earnings per share (4)	$	0.12		$	0.07
Diluted earnings per share (4)	$	0.11		$	0.06
Earnings (loss) per share (4)													$	(0.04	)	$	0.11								$	0.34		$	0.40
Diluted earnings (loss) per share (4)													$	(0.04	)	$	0.09								$	0.34		$	0.37
Non-GAAP financial measures*
Organic revenue growth rate		12.9	%		20.1	%								14.7	%		13.7	%								14.7	%		18.7	%
Adjusted compensation and benefits expense	$	285,885		$	241,331		$	44,554			18.5	%	$	296,400		$	247,095		$	49,305			20.0	%	$	911,925		$	769,253		$	142,672			18.5	%
Adjusted compensation and benefits expense ratio		62.5	%		62.4	%								59.1	%		60.0	%								59.0	%		59.6	%
Adjusted general and administrative expense	$	46,699		$	38,296		$	8,403			21.9	%	$	58,559		$	48,084		$	10,475			21.8	%	$	166,606		$	130,774		$	35,832			27.4	%
Adjusted general and administrative expense ratio		10.2	%		9.9	%								11.7	%		11.7	%								10.8	%		10.1	%
Adjusted EBITDAC	$	125,015		$	107,263		$	17,752			16.5	%	$	146,979		$	116,817		$	30,162			25.8	%	$	466,155		$	390,151		$	76,004			19.5	%
Adjusted EBITDAC margin		27.3	%		27.7	%								29.3	%		28.4	%								30.2	%		30.2	%
Adjusted net income	$	71,785		$	64,732		$	7,053			10.9	%	$	86,632		$	66,560		$	20,072			30.2	%	$	282,144		$	237,774		$	44,370			18.7	%
Adjusted net income margin		15.7	%		16.7	%								17.3	%		16.2	%								18.3	%		18.4	%
Adjusted diluted earnings per share	$	0.26		$	0.24								$	0.32		$	0.25								$	1.04		$	0.88

NM represents “Not Meaningful”.

(1) Compensation and benefits expense ratio is defined as Compensation and benefits expense divided by Total revenue.

(2) General and administrative expense ratio is defined as General and administrative expense divided by Total revenue.

(3) Net income margin is defined as Net income divided by Total revenue.

(4) See ~~"Note~~“Note 10, Earnings (Loss) Per ~~Share~~Share”" of the unaudited quarterly consolidated financial statements for further discussion of how these metrics are calculated.

* These measures are Non-GAAP. Please refer to the section entitled “Non-GAAP Financial Measures and Key Performance Indicators” below for definitions and reconciliations to the most directly comparable GAAP measure.

2630

Comparison of the Three Months Ended ~~March 31,~~September 30, 2023 and 2022

Revenue

Net Commissions and Fees

Net commissions and fees increased by ~~$60.8~~$79.7 million, or ~~15.7%~~19.6%, from ~~$386.7~~$407.6 million to ~~$447.5~~$487.3 million for the three months ended ~~March 31,~~September 30, 2023 as compared to the same period in the prior year. The ~~two main~~following were the principal drivers of the ~~revenue increase were 12.9%~~increase:

•

$60.6 million, or 14.9%, of the period-over-period change in Net commissions and fees was due to organic revenue growth. Organic revenue growth represents growth in Net commissions and ~~1.6%~~fees, adjusted to eliminate revenue attributable to acquisitions which were completed within 12 months of the end of the third quarter of 2023, and other items such as the change in contingent commissions and the impact of changes in foreign exchange rates. In aggregate, our net commission rates were consistent period-over-period. Also, we grew our client relationships, in aggregate, within each of our three Specialties. The growth of these relationships is due to the combination of a growing E&S market and winning new business from competitors. The largest growth factor in the quarter was our property portfolio across our three Specialties, driven by an increase in the pricing for property insurance as well as an increase in the flow of property risks into the E&S market. We also experienced growth across the majority of our casualty lines. This growth was partially offset by a number of factors, none of which were individually significant such as (i) a decline in Net commissions and fees generated from the placement of public company D&O insurance policies, related to a slow-down in IPO activity and an associated rapid premium rate decrease and (ii) a decrease in Net commissions and fees generated from large commercial construction projects and M&A activity related to a slow-down in underlying activity during the quarter;

•

$17.8 million, or 4.4%, of the period-over-period change in our Net commissions and fees was due to the acquisition of Griffin Underwriting Services (”Griffin”), Centurion Liability Insurance Services, LLC (”Centurion”), Socius, Point6, and ~~Centurion acquisitions.~~ACE, all of which were completed within 12 months of September 30, 2023; and

•

$1.4 million, or 0.3%, of the period-over-period change in Net commissions and fees was due to changes in contingent commissions and the impact of foreign exchange rates on our Net commissions and fees.


	Three Months Ended March 31,														Three Months Ended September 30,
(in thousands, except percentages)	2023		% of total			2022		% of total			Change				2023		% of total			2022		% of total			Change
Wholesale Brokerage	$	285,850		63.9	%	$	244,827		63.3	%	$	41,023	16.8	%	$	308,872		63.4	%	$	267,222		65.6	%	$	41,650	15.6	%
Binding Authorities		69,526		15.5			62,993		16.3			6,533	10.4			69,245		14.2			55,607		13.6			13,638	24.5
Underwriting Management		92,137		20.6			78,861		20.4			13,276	16.8			109,228		22.4			84,722		20.8			24,506	28.9
Total net commissions and fees	$	447,513				$	386,681				$	60,832	15.7	%	$	487,345				$	407,551				$	79,794	19.6	%

Wholesale Brokerage net commissions and fees increased by ~~$41.0~~$41.7 million, or ~~16.8%~~15.6%, period-over-period, primarily due to strong organic growth within the Specialty for the quarter as well as contributions from the Griffin, Centurion, and ~~Centurion~~Socius acquisitions.

Binding Authority net commissions and fees increased by ~~$6.5~~$13.6 million, or ~~10.4%~~24.5%, period-over-period, primarily due to strong organic growth within the Specialty for the quarter as well as contributions from the Griffin acquisition.

Underwriting Management net commissions and fees increased by ~~$13.3~~$24.5 million, or ~~16.8%~~28.9%, period-over-period, primarily due to strong organic growth within the Specialty for the ~~quarter.~~quarter as well as contributions from the ACE and Point6 acquisitions.

The following table sets forth our revenue by type of commission and fees:


	Three Months Ended March 31,														Three Months Ended September 30,
(in thousands, except percentages)	2023		% of total			2022		% of total			Change				2023		% of total			2022		% of total			Change
Net commissions and policy fees	$	413,571		92.4	%	$	359,602		93.0	%	$	53,969	15.0	%	$	470,085		96.4	%	$	394,934		96.9	%	$	75,151	19.0	%
Supplemental and contingent commissions		26,331		5.9			20,098		5.2			6,233	31.0			8,592		1.8			5,289		1.3			3,303	62.5
Loss mitigation and other fees		7,611		1.7			6,981		1.8			630	9.0			8,668		1.8			7,328		1.8			1,340	18.3
Total net commissions and fees	$	447,513				$	386,681				$	60,832	15.7	%	$	487,345				$	407,551				$	79,794	19.6	%

Net commissions and policy fees grew ~~15.0%~~19.0%, ~~slightly lower than~~in line with the overall net commissions and fee revenue growth of ~~15.7%~~19.6%, for the three months ended ~~March 31,~~September 30, 2023 as compared to the same period in the prior year. The main drivers of this growth continue to be the acquisition of new business and expansion of ongoing client relationships in response to the increasing demand for new, complex E&S products as well as the inflow of risks from the Admitted market into the E&S ~~market.~~market and an increase in the premium rate for risks placed. In aggregate, we experienced stable commission rates period-over-period.

Supplemental and contingent commissions increased ~~31.0%~~62.5% period-over-period driven by the performance of risks placed on eligible business earning profit-based or volume-based commissions.

Loss mitigation and other fees ~~grew 9.0%~~increased 18.3% period-over-period primarily due to captive management and other risk management service fees from the placement of alternative risk insurance solutions as well as certain fees related to the ACE and Point6 acquisitions completed in the third quarter of 2023.

Expenses

Compensation and Benefits

Compensation and benefits expense increased by ~~$33.4~~$55.1 million, or ~~12.2%~~20.1%, from ~~$274.3~~$274.1 million to ~~$307.7~~$329.2 million for the three months ended ~~March 31,~~September 30, 2023 compared to the same period in 2022. The following were the principal drivers of this increase:

•

Commissions increased ~~$19.0~~$18.7 million, or ~~16.4%~~14.9%, period-over-period, driven by the ~~15.7%~~19.6% increase in Net ~~Commissions~~commissions and ~~Fees~~ ~~discussed above;~~fees;

•

An increase of ~~$26.7~~$11.5 million was driven by Restructuring and related expense associated with the ACCELERATE 2025 program.

•

An increase of $34.9 million was driven by (i) the addition of ~~419~~496 employees compared to the same period in the prior year, and (ii) growth in the business. Overall headcount increased to ~~4,051~~4,294 full-time employees as of ~~March 31,~~September 30, 2023 from ~~3,632~~3,798 as of ~~March 31,~~September 30, 2022;

•

~~This $45.7 million increase was~~These increases were partially offset by a ~~$7.1~~$6.8 million decrease compared to the prior year in Acquisition related long-term incentive compensation related to the payoff of the All Risks LTIP plan in 2022 and a ~~$5.2~~$3.2 million decrease compared to the prior year in IPO related compensation expense, which reflects charges associated with both the revaluation of existing equity grants at the time of our IPO as well as expense related to the new awards issued in connection with the IPO. The expense associated with both the revaluation of existing awards as well as the issuance of new equity awards both relate directly ~~relate~~ to the Organizational Transactions and IPO, however, amounts related to each will continue to be expensed over future periods as the underlying awards vest.

The net impact of revenue growth and the factors above resulted in a Compensation and benefits expense ratio decrease of ~~3.7%~~0.9% from ~~70.9%~~66.5% to ~~67.2%~~65.6% period-over-period.

In general, we expect to continue experiencing a rise in commissions, salaries, incentives, and benefits expense commensurate with our expected growth in business volume, revenue, and headcount.

General and Administrative

General and administrative expense increased by ~~$9.3~~$20.3 million, or ~~22.0%~~41.4%, from ~~$42.4~~$49.0 million to ~~$51.7~~$69.3 million for the three months ended ~~March 31,~~September 30, 2023 as compared to the same period in the prior year. ~~A main driver~~The following were the principal drivers of this ~~increase was $4.6~~increase:

•

$5.1 million of increased acquisition-related expense associated with recent and prospective acquisitions;

•

$4.9 million of increased restructuring and related expense associated with the ACCELERATE 2025 program;

•

$4.3 million of professional services mostly related to service arrangements in connection with revenue generating activities within our Ryan Re and Keystone operations;

•

$4.1 million of increased travel and entertainment expense compared to the same period in 2022, which was the result of business travel returning to a normalized ~~level.~~ level;

•

The remaining increase of ~~$4.7~~$1.9 million was driven by growth in the business. Such expenses incurred to accommodate both organic and inorganic revenue growth include IT, occupancy, ~~insurance,~~ and ~~professional services.~~ insurance.

The net impact of revenue growth and the factors listed above resulted in a General and administrative expense ratio increase of ~~0.4%~~1.9% from ~~10.9%~~11.9% to ~~11.3%~~13.8% period-over-period.

Amortization

Amortization expense ~~decreased~~increased by ~~$1.5~~$3.9 million, or ~~5.5%~~15.2%, from ~~$26.7~~$25.7 million to ~~$25.2~~$29.6 million for the three months ended ~~March 31,~~September 30, 2023 compared to the same period in the prior year. The main driver for the ~~decrease~~increase was the ~~full~~ amortization of ~~certain previously acquired~~ intangible ~~assets.~~assets from recent acquisitions. Our intangible assets ~~decreased~~increased by ~~$34.6~~$90.6 million when comparing the balance as of ~~March 31,~~September 30, 2023 to the balance as of ~~March 31,~~September 30, 2022.

Interest Expense, Net

Interest expense, net increased ~~$7.7~~$2.6 million, or ~~35.5%~~9.1%, from ~~$21.8~~$28.9 million to ~~$29.5~~$31.5 million for the three months ended ~~March 31,~~September 30, 2023 compared to the same period in the prior year. The main ~~drivers~~driver of the change in Interest expense, net for the three months ended ~~March 31,~~September 30, 2023 ~~were the issuance of $400.0 million of Senior Secured Notes on February 3, 2022 and~~was an increase in the floating rate applied to our Term Loan on account of the rising interest rate environment. On April 7, 2022, the Company entered into an interest rate cap agreement to manage its exposure to interest rate fluctuations related to the Company’s Term Loan for an upfront cost of $25.5 million. The interest rate cap has a $1,000.0 million notional amount, 2.75% strike, and terminates on December 31, 2025. For the twelve months ended December 31, 2023 we expect to incur approximately $7.0 million of interest expense related to the cap. For the three months ended September 30, 2023, the net reduction to Interest expense, net related to the cap was $4.6 million.

Other Non-Operating Loss (Income)

Other non-operating loss (income) decreased by ~~$7.6~~$0.2 million to ~~income~~a loss of $0.1 million for the three months ended ~~March 31,~~September 30, 2023 as compared to ~~a loss~~income of ~~$7.5~~$0.1 million in the same period in the prior year. For the three months ended ~~March 31,~~September 30, 2023, Other non-operating loss (income) consisted of ~~$0.1~~$0.2 million of sublease ~~income.~~income offset by $0.3 million of TRA contractual interest. For the three months ended ~~March~~September 30, 2022, Other non-operating income included $0.1 million of sublease income.

Income Before Income Taxes

Income before income taxes increased $7.8 million from $32.7 million to $40.5 million for the three months ended September 30, 2023 compared to the same period in the prior year as a result of the factors described above.

Income Tax Expense

Income tax expense increased $21.4 million from $3.4 million to $24.8 million for the three months ended September 30, 2023 compared to the same period in the prior year primarily due to $20.7 million of Deferred income tax expense recognized as a result of the Common Control Reorganization (“CCR”) subsequent to the Socius acquisition in the third quarter of 2023. This CCR was a discrete, non-cash expense incurred at Ryan Specialty Holdings, Inc. and the Company’s annual effective tax rate is unaffected.

Net Income

Net income decreased $13.6 million from $29.3 million to $15.7 million for the three months ended September 30, 2023 compared to the same period in the prior year as a result of the factors described above.

Comparison of the Nine Months Ended September 30, 2023 and 2022

Revenue

Net Commissions and Fees

Net commissions and fees increased by $223.4 million, or 17.4%, from $1,284.5 million to $1,507.9 million for the nine months ended September 30, 2023 as compared to the same period in the prior year. The following were the principal drivers of the increase:

•

$189.6 million, or 14.8%, of the period-over-period change in Net commissions and fees was due to organic revenue growth. Organic revenue growth represents growth in Net commissions and fees, adjusted to eliminate revenue attributable to acquisitions which were completed within 12 months of the end of the third quarter of 2023, and other items such as the change in contingent commissions and the impact of changes in foreign exchange rates. In aggregate, our net commission rates were consistent period-over-period. Also, we grew our client relationships, in aggregate, within each of our three Specialties. The growth of these relationships is due to the combination of a growing E&S market and winning new business from competitors. The largest growth factor in the period was our property portfolio across our

three Specialties, driven by an increase in the pricing for property insurance as well as an increase in the flow of property risks into the E&S market. We also experienced growth across the majority of our casualty lines. This growth was partially offset by a number of factors, none of which were individually significant such as (i) a decline in Net commissions and fees generated from the placement of public company D&O insurance policies, related to a slow-down in IPO activity and an associated rapid premium rate decrease and (ii) a decrease in Net commissions and fees generated from large commercial construction projects and M&A activity related to a slow-down in underlying activity during the quarter;

•

$29.9 million, or 2.3%, of the period-over-period change in our Net commissions and fees was due to the acquisitions of Griffin, Centurion, Socius, Point6, and ACE, all of which were completed within 12 months of September 30, 2023; and

•

$3.9 million, or 0.3%, of the period-over-period change in Net commissions and fees was due to changes in contingent commissions and the impact of foreign exchange rates on our Net commissions and fees.


	Nine Months Ended September 30,
(in thousands, except percentages)	2023		% of total			2022		% of total			Change
Wholesale Brokerage	$	976,338		64.7	%	$	841,273		65.5	%	$	135,065	16.1	%
Binding Authorities		208,547		13.8			178,351		13.9			30,196	16.9
Underwriting Management		322,993		21.5			264,835		20.6			58,158	22.0
Total Net commissions and fees	$	1,507,878				$	1,284,459				$	223,419	17.4	%

Wholesale Brokerage net commissions and fees increased by $135.1 million, or 16.1%, period-over-period, primarily due to strong organic growth within the Specialty for the quarter as well as contributions from the Griffin, Centurion, and Socius acquisitions.

Binding Authority net commissions and fees increased by $30.2 million, or 16.9%, period-over-period, primarily due to strong organic growth within the Specialty for the quarter as well as contributions from the Griffin acquisition.

Underwriting Management net commissions and fees increased by $58.2 million, or 22.0%, period-over-period, primarily due to strong organic growth within the Specialty for the quarter as well as contributions from the ACE and Point6 acquisitions.

The following table sets forth our revenue by type of commission and fees:


	Nine Months Ended September 30,
(in thousands, except percentages)	2023		% of total			2022		% of total			Change
Net commissions and policy fees	$	1,437,239		95.3	%	$	1,226,396		95.5	%	$	210,843	17.2	%
Supplemental and contingent commissions		46,281		3.1			39,339		3.1			6,942	17.6
Loss mitigation and other fees		24,358		1.6			18,723		1.4			5,635	30.1
Total net commissions and fees	$	1,507,878				$	1,284,459				$	223,419	17.4	%

Net commissions and policy fees grew 17.2%, in line with the overall net commissions and fee revenue growth of 17.4%, for the nine months ended September 30, 2023 as compared to the same period in the prior year. The main drivers of this growth continue to be the acquisition of new business and expansion of ongoing client relationships in response to the increasing demand for new, complex E&S products as well as the inflow of risks from the Admitted market into the E&S market and an increase in the premium rate for risks placed. In aggregate, we experienced stable commission rates period-over-period.

Supplemental and contingent commissions increased 17.6% period-over-period driven by the performance of risks placed on eligible business earning profit-based or volume-based commissions.

Loss mitigation and other fees grew 30.1% period-over-period primarily due to captive management and other risk management service fees from the placement of alternative risk insurance solutions as well as certain fees related to the ACE and Point6 acquisitions completed in the third quarter of 2023.

Expenses

Compensation and Benefits

Compensation and benefits expense increased by $130.9 million, or 15.2%, from $858.4 million to $989.3 million for the nine months ended September 30, 2023 compared to the same period in 2022. The following were the principal drivers of this increase:

•

Commissions increased $65.3 million, or 16.5%, period-over-period, driven by the 17.4% increase in Net commissions and fees;

•

An increase of $12.7 million was driven by Restructuring and related expense associated with the ACCELERATE 2025 program.

•

An increase of $85.4 million was driven by (i) the addition of 496 employees compared to the same period in the prior year, and (ii) growth in the business. Overall headcount increased to 4,294 full-time employees as of September 30, 2023 from 3,798 as of September 30, 2022;

•

These increases were partially offset by a $20.5 million decrease compared to the prior year in Acquisition related long-term incentive compensation related to the payoff of the All Risks LTIP plan in 2022 and an $12.0 million decrease compared to the prior year in IPO related compensation expense, which reflects charges associated with both the revaluation of existing equity grants at the time of our IPO as well as expense related to the new awards issued in connection with the IPO. The expense associated with both the revaluation of existing awards as well as the issuance of new equity awards both relate directly to the Organizational Transactions and IPO, however, amounts related to each will continue to be expensed over future periods as the underlying awards vest.

The net impact of revenue growth and the factors above resulted in a Compensation and benefits expense ratio decrease of 2.5% from 66.5% to 64.0% period-over-period.

In general, we expect to continue experiencing a rise in commissions, salaries, incentives, and benefits expense commensurate with our expected growth in business volume, revenue, and headcount.

General and Administrative

General and administrative expense increased by $62.7 million, or 44.9%, from $139.9 million to $202.6 million for the nine months ended September 30, 2023 as compared to the same period in the prior year. The following were the principal drivers of this increase:

•

$18.8 million of increased restructuring and related expense associated with the ACCELERATE 2025 program;

•

$12.2 million of increased travel and entertainment expense compared to the same period in 2022 which was the result of business travel returning to a normalized level;

•

$12.2 million of professional services mostly related to service arrangements in connection with revenue generating activities within our Ryan Re and Keystone operations;

•

$9.4 million of increased acquisition-related expense associated with recent and prospective acquisitions;

•

The remaining increase of $10.1 million was driven by growth in the business. Such expenses incurred to accommodate both organic and inorganic revenue growth include IT, occupancy, and insurance.

The net impact of revenue growth and the factors listed above resulted in a General and administrative expense ratio increase of 2.3% from 10.8% to 13.1% period-over-period.

Amortization

Amortization expense increased by $0.5 million, or 0.7%, from $78.6 million to $79.1 million for the nine months ended September 30, 2023 compared to the same period in the prior year. The main driver for the increase was the amortization of intangible assets from recent acquisitions. Our intangible assets increased by $90.6 million when comparing the balance as of September 30, 2023 to the balance as of September 30, 2022.

Interest Expense, Net

Interest expense, net increased $14.3 million, or 19.1%, from $75.5 million to $89.8 million for the nine months ended September 30, 2023 compared to the same period in the prior year. The main drivers of the change in Interest expense, net for the nine months ended September 30, 2023 were the issuance of $400.0 million of Senior Secured Notes on February 3, 2022 and an increase in the floating

rate applied to our Term Loan on account of the rising interest rate environment. On April 7, 2022, the Company entered into an interest rate cap agreement to manage its exposure to interest rate fluctuations related to the Company’s Term Loan for an upfront cost of $25.5 million. The interest rate cap has a $1,000.0 million notional amount, 2.75% strike, and terminates on December 31, 2025. For the twelve months ended December 31, 2023 we expect to incur approximately $7.0 million of interest expense related to the cap. For the nine months ended September 30, 2023, the net reduction to Interest expense, net related to the cap was $11.2 million.

Other Non-Operating Loss (Income)

Other non-operating loss (income) decreased by $6.8 million to a de minimis loss for the nine months ended September 30, 2023 as compared to a loss of $6.8 million in the same period in the prior year. For the nine months ended September 30, 2023, Other non-operating loss (income) included $0.4 million of sublease income offset by $0.5 million of TRA contractual interest. For the nine months ended September 30, 2022, Other non-operating loss (income) included a ~~$7.7~~$7.2 million charge related to the change in the TRA liability caused by a change in our blended state tax rates.

Income Before Income Taxes

Due to the factors above, Income before income taxes increased ~~$29.2~~$51.1 million from ~~$13.6~~$127.6 million to ~~$42.8~~$178.7 million for the ~~three~~nine months ended ~~March 31,~~September 30, 2023 compared to the same period in the prior year.

Income Tax Expense ~~(Benefit)~~

Income tax expense ~~(benefit)~~ increased ~~$10.8~~$32.7 million from ~~a benefit of $4.5~~$10.1 million to ~~an expense of $6.3~~$42.8 million for the ~~three~~nine months ended ~~March 31,~~September 30, 2023 as compared to the same period in the prior year primarily due to $20.7 million of Deferred income tax expense recognized as a result of the ~~tax benefit recognized by~~Common Control Reorganization (“CCR”) subsequent to the ~~Company~~Socius acquisition in the ~~prior period as~~third quarter of 2023. This CCR was a ~~result of an increase in~~discrete, non-cash expense incurred at Ryan Specialty Holdings, Inc. and the Company’s ~~state~~annual effective tax ~~rate.~~rate is unaffected.

Net Income

Net income increased ~~$18.4~~$18.5 million from ~~$18.1~~$117.5 million to ~~$36.5~~$136.0 million for the ~~three~~nine months ended ~~March 31,~~September 30, 2023 compared to the same period in the prior year as a result of the factors described above.

Non-GAAP Financial Measures and Key Performance Indicators

In assessing the performance of our business, we use non-GAAP financial measures that are derived from our consolidated financial information, but which are not presented in our consolidated financial statements prepared in accordance with GAAP. We consider these non-GAAP financial measures to be useful metrics for management and investors to facilitate operating performance comparisons from period to period by excluding potential differences caused by variations in capital structures, tax positions, depreciation, amortization, and certain other items that we believe are not representative of our core business. We use the following non-GAAP measures for business planning purposes, in measuring our performance relative to that of our competitors, to help investors to understand the nature of our growth, and to enable investors to evaluate the run-rate performance of the Company. Non-GAAP financial measures should be viewed as supplementing, and not as an alternative or substitute for, the consolidated financial statements prepared and presented in accordance with GAAP. The footnotes to the reconciliation tables below should be read in conjunction with the unaudited consolidated quarterly financial statements. Industry peers may provide similar supplemental information but may not define similarly-named metrics in the same way we do and may not make identical adjustments.

Organic Revenue Growth Rate

Organic revenue growth rate represents the percentage change in Total revenue, as compared to the same period for the year prior, adjusted for revenue attributable to recent acquisitions during the first 12 months of Ryan Specialty’s ownership, and other adjustments such as contingent commissions, fiduciary investment income, and the impact of changes in foreign exchange rates.

A reconciliation of Organic revenue growth rate to Total revenue growth rate, the most directly comparable GAAP measure, for each of the periods indicated is as follows (in percentages):


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
	2023			2022			2023			2022			2023			2022
Total revenue growth rate (GAAP) (1)		18.3	%		24.2	%		21.8	%		16.8	%		19.7	%		22.4	%
Less: Mergers and acquisitions (2)		(1.6	)		(3.4	)		(4.3	)		(2.8	)		(2.3	)		(3.0	)
Change in other (3)		(3.8	)		(0.7	)		(2.8	)		(0.3	)		(2.7	)		(0.7	)
Organic revenue growth rate (Non-GAAP)		12.9	%		20.1	%		14.7	%		13.7	%		14.7	%		18.7	%

(1) ~~March 31,~~For the three months ended September 30, 2023, September 30, 2023 revenue of ~~$457.6~~$501.9 million less ~~March 31,~~September 30, 2022 revenue of ~~$386.9~~$412.0 million is a ~~$70.7~~$89.9 million period-over-period change. The change, ~~$70.7~~$89.9 million, divided by the ~~March 31,~~September 30, 2022 revenue of ~~$386.9~~$412.0 million, is a total revenue change of ~~18.3%~~21.8%. ~~March 31,~~For the three months ended September 30, 2022, September 30, 2022 revenue of ~~$386.9~~$412.0 million less ~~March 31,~~September 30, 2021 revenue of ~~$311.5~~$352.8 million is a ~~$75.4~~$59.2 million period-over-period change. The change, ~~$75.4~~$59.2 million, divided by the ~~March 31,~~September 30, 2021 revenue of ~~$311.5~~$352.8 million, is a total revenue change of ~~24.2%~~16.8%. For the nine months ended September 30, 2023, September 30, 2023 revenue of $1,544.7 million less September 30, 2022 revenue of $1,290.2 million is a $254.5 million period-over-period change. The change, $254.5 million, divided by the September 30, 2022 revenue of $1,290.2 million, is a total revenue change of 19.7%. For the nine months ended September 30, 2022, September 30, 2022 revenue of $1,290.2 million less September 30, 2021 revenue of $1,054.2 million is a $236.0 million period-over-period change. The change, $236.0 million, divided by the September 30, 2021 revenue of $1,054.2 million, is a total revenue change of 22.4%. See “Comparison of the Three Months Ended ~~March 31,~~September 30, 2023 and 2022” and “Comparison of the Nine Months Ended September 30, 2023 and 2022” for further details.

(2) The acquisitions adjustment excludes net commission and fees revenue generated during the first 12 months following an acquisition. The total adjustment for the three months ended ~~March 31,~~September 30, 2023 and ~~three~~2022 was $17.8 million and $9.9 million, respectively. The total adjustment for the nine months ended ~~March 31,~~September 30, 2023 and 2022 was ~~$6.1~~$29.9 million and ~~$10.6~~$31.5 million, respectively.

(3) The other adjustments exclude the period-over-period change in contingent commissions, fiduciary investment income, and foreign exchange rates. The total adjustment for the three months ended ~~March 31,~~September 30, 2023 and ~~three~~2022 was $11.6 million and $0.9 million, respectively. The total adjustment for the nine months ended ~~March 31,~~September 30, 2023 and 2022 was ~~$14.8~~$35.0 million and ~~$2.2~~$7.0 million, respectively.

Adjusted Compensation and Benefits Expense and Adjusted Compensation and Benefits Expense Ratio

We define Adjusted compensation and benefits expense as Compensation and benefits expense adjusted to reflect items such as (i) equity-based compensation, (ii) acquisition and restructuring related compensation expense, and (iii) other exceptional or non-recurring items, as applicable. The most comparable GAAP financial metric is Compensation and benefits expense. Adjusted

compensation and benefits expense ratio is defined as Adjusted compensation and benefits expense as a percentage of Total revenue. The most comparable GAAP financial metric is Compensation and benefits expense ratio.

A reconciliation of Adjusted compensation and benefits expense and Adjusted compensation and benefits expense ratio to Compensation and benefits expense and Compensation and benefits expense ratio, the most directly comparable GAAP measures, for each of the periods indicated, is as follows:


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
(in thousands, except percentages)	2023			2022			2023			2022			2023			2022
Total revenue	$	457,599		$	386,890		$	501,938		$	411,996		$	1,544,686		$	1,290,178
Compensation and benefits expense	$	307,722		$	274,274		$	329,212		$	274,108		$	989,294		$	858,439
Acquisition-related expense		(1,016	)		(58	)		(1,546	)		(21	)		(3,331	)		(122	)
Acquisition related long-term incentive compensation		(578	)		(7,697	)		(550	)		(7,383	)		(1,702	)		(22,181	)
Restructuring and related expense		(730	)		(158	)		(11,538	)		(19	)		(13,407	)		(724	)
Amortization and expense related to discontinued prepaid incentives		(1,634	)		(1,782	)		(1,570	)		(1,533	)		(4,793	)		(5,075	)
Equity-based compensation		(6,635	)		(6,804	)		(8,281	)		(5,530	)		(23,107	)		(18,009	)
Initial public offering related expense		(11,244	)		(16,444	)		(9,327	)		(12,527	)		(31,029	)		(43,075	)
Adjusted compensation and benefits expense (1)	$	285,885		$	241,331		$	296,400		$	247,095		$	911,925		$	769,253
Compensation and benefits expense ratio		67.2	%		70.9	%		65.6	%		66.5	%		64.0	%		66.5	%
Adjusted compensation and benefits expense ratio		62.5	%		62.4	%		59.1	%		60.0	%		59.0	%		59.6	%

(1) Adjustments to Compensation and benefits expense are described in the definition of Adjusted EBITDAC to Net income in “Adjusted EBITDAC and Adjusted EBITDAC ~~Margin”~~.Margin.”

Adjusted General and Administrative Expense and Adjusted General and Administrative Expense Ratio

We define Adjusted general and administrative expense as General and administrative expense adjusted to reflect items such as (i) acquisition and restructuring general and administrative related expense, and (ii) other exceptional or non-recurring items, as applicable. The most comparable GAAP financial metric is General and administrative expense. Adjusted general and administrative expense ratio is defined as Adjusted general and administrative expense as a percentage of Total revenue. The most comparable GAAP financial metric is General and administrative expense ratio.

A reconciliation of Adjusted general and administrative expense and Adjusted general and administrative expense ratio to General and administrative expense and General and administrative expense ratio, the most directly comparable GAAP measures, for each of the periods indicated is as follows:


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
(in thousands, except percentages)	2023			2022			2023			2022			2023			2022
Total revenue	$	457,599		$	386,890		$	501,938		$	411,996		$	1,544,686		$	1,290,178
General and administrative expense	$	51,699		$	42,361		$	69,288		$	48,991		$	202,595		$	139,851
Acquisition-related expense		(2,174	)		(451	)		(5,790	)		(716	)		(12,196	)		(2,767	)
Restructuring and related expense		(2,826	)		(2,966	)		(4,939	)		—			(23,793	)		(4,993	)
Initial public offering related expense		—			(648	)		—			(191	)		—			(1,317	)
Adjusted general and administrative expense (1)	$	46,699		$	38,296		$	58,559		$	48,084		$	166,606		$	130,774
General and administrative expense ratio		11.3	%		10.9	%		13.8	%		11.9	%		13.1	%		10.8	%
Adjusted general and administrative expense ratio		10.2	%		9.9	%		11.7	%		11.7	%		10.8	%		10.1	%

(1) Adjustments to General and administrative expense are described in the definition of Adjusted EBITDAC to Net income in “Adjusted EBITDAC and Adjusted EBITDAC ~~Margin”~~.Margin.”

Adjusted EBITDAC and Adjusted EBITDAC Margin

We define Adjusted EBITDAC as Net income before Interest expense, net, Income tax expense (benefit), Depreciation, Amortization, and Change in contingent consideration, adjusted to reflect items such as (i) equity-based compensation, (ii) acquisition and restructuring related expenses, and (iii) other exceptional or non-recurring items, as applicable.

Acquisition-related expense includes one-time diligence, transaction-related, and integration costs. Acquisition-related long-term incentive compensation arises from long-term incentive plans associated with acquisitions. In 2023, Restructuring and related expense

consists of compensation and benefits, occupancy, contractors, professional services, and license fees related to the ACCELERATE 2025 program. The compensation and benefits expense included severance as well as employment costs related to services rendered between the notification and termination dates. See “Note 4, Restructuring” of the unaudited quarterly consolidated financial statements for further discussion of ACCELERATE 2025. The remaining costs that preceded the restructuring plan were associated with professional services costs related to program design and licensing costs. In 2022, Restructuring and related expense represented costs associated with the 2020 restructuring plan. Amortization and expense consists of charges related to discontinued prepaid incentive programs. For the three months ended ~~March 31,~~September 30, 2023, Other non-operating loss (income) ~~includes~~consisted of $0.2 million of sublease ~~income.~~income offset by $0.3 million of TRA contractual interest. For the three months ended ~~March 31,~~September 30, 2022, Other non-operating loss (income) ~~includes~~included $0.1 million of sublease income. For the nine months ended September 30, 2023, Other non-operating loss (income) included $0.4 million of sublease income offset by $0.5 million of TRA contractual interest. For the nine months ended September 30, 2022, Other non-operating loss (income) included a $7.2 million charge related to the change in the TRA liability caused by a change in our blended state tax rates. Equity-based compensation reflects non-cash equity-based expense. IPO related expenses include general and administrative expense associated with the preparations for Sarbanes-Oxley compliance, tax, and accounting advisory services and compensation-related expense primarily related to the revaluation of existing equity awards at IPO as well as expense for new awards issued at IPO.

Total revenue less Adjusted compensation and benefits expense and Adjusted general and administrative expense is equivalent to Adjusted EBITDAC. For a breakout of compensation and general and administrative costs for each addback, refer to the Adjusted compensation and benefits expense and Adjusted general and administrative expense tables above. The most directly comparable GAAP financial metric to Adjusted EBITDAC is Net income. Adjusted EBITDAC margin is defined as Adjusted EBITDAC as a percentage of Total revenue. The most comparable GAAP financial metric is Net income margin.

A reconciliation of Adjusted EBITDAC and Adjusted EBITDAC margin to Net income and Net income margin, the most directly comparable GAAP measures, for each of the periods indicated is as follows:


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
(in thousands, except percentages)	2023			2022			2023			2022			2023			2022
Total revenue	$	457,599		$	386,890		$	501,938		$	411,996		$	1,544,686		$	1,290,178
Net income	$	36,457		$	18,076		$	15,703		$	29,279		$	135,977		$	117,475
Interest expense, net		29,468			21,752			31,491			28,864			89,840			75,462
Income tax expense (benefit)		6,295			(4,503	)
Income tax expense								24,827			3,411			42,772			10,076
Depreciation		2,192			1,211			2,201			1,463			6,570			3,903
Amortization		25,185			26,663			29,572			25,667			79,125			78,563
Change in contingent consideration		714			(1,008	)		1,848			423			4,358			(837	)
EBITDAC	$	100,311		$	62,191		$	105,642		$	89,107		$	358,642		$	284,642
Acquisition-related expense		3,190			509			7,336			737			15,527			2,889
Acquisition related long-term incentive compensation		578			7,697			550			7,383			1,702			22,181
Restructuring and related expense		3,556			3,124			16,477			19			37,200			5,717
Amortization and expense related to discontinued prepaid incentives		1,634			1,782			1,570			1,533			4,793			5,075
Other non-operating loss (income)		(138	)		7,521			67			(66	)		37			6,832
Equity-based compensation		6,635			6,804			8,281			5,530			23,107			18,009
IPO related expenses		11,244			17,092			9,327			12,718			31,029			44,392
(Income) / loss from equity method investments in related party		(1,995	)		543			(2,271	)		(144	)		(5,882	)		414
Adjusted EBITDAC	$	125,015		$	107,263		$	146,979		$	116,817		$	466,155		$	390,151
Net income margin		8.0	%		4.7	%		3.1	%		7.1	%		8.8	%		9.1	%
Adjusted EBITDAC margin		27.3	%		27.7	%		29.3	%		28.4	%		30.2	%		30.2	%

Adjusted Net Income and Adjusted Net Income Margin

We define Adjusted net income as tax-effected earnings before amortization and certain items of income and expense, gains and losses, equity-based compensation, acquisition related long-term incentive compensation, acquisition-related expenses, costs associated with the IPO, and certain exceptional or non-recurring items. The most comparable GAAP financial metric is Net income.

Adjusted net income margin is calculated as Adjusted net income as a percentage of Total revenue. The most comparable GAAP financial metric is Net income margin.

Following the IPO, the Company is subject to United States federal income taxes, in addition to state, local, and foreign taxes, with respect to our allocable share of any net taxable income of the LLC. For comparability purposes, this calculation incorporates the impact of federal and state statutory tax rates on 100% of our adjusted pre-tax income as if the Company owned 100% of the LLC.

A reconciliation of Adjusted net income and Adjusted net income margin to Net income and Net income margin, the most directly comparable GAAP measures, for each of the periods indicated is as follows:


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
(in thousands, except percentages)	2023			2022			2023			2022			2023			2022
Total revenue	$	457,599		$	386,890		$	501,938		$	411,996		$	1,544,686		$	1,290,178
Net income	$	36,457		$	18,076		$	15,703		$	29,279		$	135,977		$	117,475
Income tax expense (benefit)		6,295			(4,503	)
Income tax expense								24,827			3,411			42,772			10,076
Amortization		25,185			26,663			29,572			25,667			79,125			78,563
Amortization of deferred debt issuance costs (1)		3,039			2,811			3,045			3,033			9,125			9,017
Change in contingent consideration		714			(1,008	)		1,848			423			4,358			(837	)
Acquisition-related expense		3,190			509			7,336			737			15,527			2,889
Acquisition related long-term incentive compensation		578			7,697			550			7,383			1,702			22,181
Restructuring and related expense		3,556			3,124			16,477			19			37,200			5,717
Amortization and expense related to discontinued prepaid incentives		1,634			1,782			1,570			1,533			4,793			5,075
Other non-operating loss (income)		(138	)		7,521			67			(66	)		37			6,832
Equity-based compensation		6,635			6,804			8,281			5,530			23,107			18,009
IPO related expenses		11,244			17,092			9,327			12,718			31,029			44,392
(Income) / loss from equity method investments in related party		(1,995	)		543			(2,271	)		(144	)		(5,882	)		414
Adjusted income before income taxes (2)	$	96,394		$	87,111		$	116,332		$	89,523		$	378,870		$	319,803
Adjusted tax expense (3)		(24,609	)		(22,379	)		(29,700	)		(22,963	)		(96,726	)		(82,029	)
Adjusted net income	$	71,785		$	64,732		$	86,632		$	66,560		$	282,144		$	237,774
Net income margin		8.0	%		4.7	%		3.1	%		7.1	%		8.8	%		9.1	%
Adjusted net income margin		15.7	%		16.7	%		17.3	%		16.2	%		18.3	%		18.4	%

(1) Interest expense, net includes amortization of deferred debt issuance costs.

(2) Adjustments to Net income are described in the definition of Adjusted EBITDAC to Net income in “Adjusted EBITDAC and Adjusted EBITDAC ~~Margin”~~.Margin.”

(3) The Company is subject to United States federal income taxes, in addition to state, local, and foreign taxes, with respect to our allocable share of any net taxable income of the LLC. For the three and nine months ended ~~March 31,~~September 30, 2023, this calculation of adjusted tax expense is based on a federal statutory rate of 21% and a combined state income tax rate net of federal benefits of 4.53% on 100% of our adjusted income before income taxes as if the Company owned 100% of the LLC. For the three and nine months ended ~~March 31,~~September 30, 2022, this calculation of adjusted tax expense is based on a federal statutory rate of 21% and a combined state income tax rate net of federal benefits of ~~4.69%~~4.65% on 100% of our adjusted income before income taxes as if the Company owned 100% of the LLC.

Adjusted Diluted Earnings Per Share

We define Adjusted diluted earnings per share as Adjusted net income divided by diluted shares outstanding after adjusting for the effect if 100% of the outstanding LLC Common Units (together with the shares of Class B common stock) were exchanged into shares of Class A common stock and the effect of unvested equity awards. The most directly comparable GAAP financial metric is Diluted earnings (loss) per share.

3240

A reconciliation of Adjusted diluted earnings per share to Diluted earnings (loss) per share, the most directly comparable GAAP measure, for each of the periods indicated is as follows:


	Three Months Ended March 31,						Three Months Ended September 30,						Nine Months Ended September 30,
	2023			2022			2023			2022			2023			2022
Earnings per share of Class A common stock – diluted	$	0.11		$	0.06
Earnings (loss) per share of Class A common stock – diluted							$	(0.04	)	$	0.09		$	0.34		$	0.37
Less: Net income attributed to dilutive shares and substantively vested RSUs (1)		(0.06	)		(0.03	)		—			(0.05	)		(0.03	)		(0.21	)
Plus: Net income attributed to non-controlling interests (2)		0.09			0.04
Plus: Impact of all LLC Common Units Exchanged for Class A shares (2)								0.10			0.07			0.20			0.28
Plus: Adjustments to Adjusted net income (3)		0.13			0.18			0.28			0.14			0.54			0.46
Plus: Dilutive impact of unvested equity awards (4)		(0.01	)		(0.01	)		(0.02	)		—			(0.01	)		(0.02	)
Adjusted diluted earnings per share	$	0.26		$	0.24		$	0.32		$	0.25		$	1.04		$	0.88

(Share count in '000)
Weighted-average shares of Class A common stock outstanding – diluted		266,978			264,121			115,872			266,352			124,884			265,071
Plus: Impact of all LLC Common Units Exchanged for Class A shares (2)								141,690			—			142,974			—
Plus: Dilutive impact of unvested equity awards (4)		4,670			5,632			15,115			4,153			4,390			5,011
Adjusted diluted earnings per share diluted share count		271,648			269,753			272,677			270,505			272,248			270,082

(1) Adjustment removes the impact of Net income attributed to dilutive awards and substantively vested RSUs to arrive at Net income (loss) attributable to Ryan Specialty Holdings, Inc. For the three months ended ~~March 31,~~September 30, 2023 and 2022, this removes ~~$17.4~~$0.1 million and ~~$8.3~~$13.1 million of Net income, respectively, on ~~267.0~~115.9 million and ~~264.1~~266.4 million ~~weighted-average~~Weighted-average shares of Class A common stock outstanding - diluted, respectively. For the nine months ended September 30, 2023 and 2022, this removes $3.8 million and $55.4 million of Net income, respectively, on 124.9 million and 265.1 million Weighted-average shares of Class A common stock outstanding - diluted, respectively. See “Note 10, Earnings (Loss) Per Share” of the unaudited quarterly consolidated financial statements.

(2) For comparability purposes, this calculation incorporates the Net income that would be outstanding if all LLC Common Units (together with shares of Class B common stock) were exchanged for shares of Class A common stock. For the three months ended ~~March 31,~~September 30, 2023 and 2022, this includes ~~$23.3~~$20.8 million and ~~$11.2~~$17.5 million of Net income, respectively, on ~~267.0~~257.6 million and ~~264.1~~266.4 million ~~weighted-average~~Weighted-average shares of Class A common stock outstanding - diluted, respectively. For the nine months ended September 30, 2023 and 2022, this includes $97.8 million and $74.3 million of Net income, respectively, on 267.9 million and 265.1 million Weighted-average shares of Class A common stock outstanding - diluted, respectively. For the three months ended ~~March 31, 2023, 143.4~~September 30, 2022, 144.1 million weighted average outstanding LLC Common Units were considered dilutive and included in the ~~267.0~~266.4 million Weighted-average shares of Class A common stock outstanding - diluted within Diluted EPS. For the ~~three~~nine months ended ~~March 31,~~September 30, 2022, ~~143.4~~144.0 million weighted average outstanding LLC Common Units were considered dilutive and included in the ~~264.1~~265.1 million Weighted-average shares of Class A common stock outstanding - diluted within Diluted EPS. See “Note 10, Earnings (Loss) Per Share” of the unaudited quarterly consolidated financial statements.

(3) Adjustments to Adjusted net income are described in the footnotes of the reconciliation of Adjusted net income to Net income (loss) in “Adjusted Net Income and Adjusted Net Income Margin” on ~~267.0~~257.6 million and ~~264.1~~266.4 million ~~weighted-average~~Weighted-average shares of Class A common stock outstanding - diluted for the three months ended ~~March 31,~~September 30, 2023 and 2022, respectively, and on 267.9 million and 265.1 million shares of Weighted-average shares of Class A common stock outstanding - diluted for the nine months ended September 30, 2023 and 2022, respectively.

(4) For comparability purposes and to be consistent with the treatment of the adjustments to arrive at Adjusted net income, the dilutive effect of unvested equity awards is calculated using the treasury stock method as if the weighted average unrecognized cost associated with the awards was $0 over the period, less any unvested equity awards determined to be dilutive within the Diluted EPS calculation disclosed in “Note 10, Earnings (Loss) Per Share” of the unaudited quarterly consolidated financial statements. For the three months ended ~~March 31,~~September 30, 2023 and 2022, ~~4.7~~15.1 million and ~~5.6~~4.2 million shares were added to the calculation, respectively, and for the nine months ended September 30, 2023 and 2022, 4.4 million and 5.0 million shares were added to the calculation, respectively.

Liquidity and Capital Resources

Liquidity describes the ability of a company to generate sufficient cash flows to meet the cash requirements of its business operations. We believe that the balance sheet and strong cash flow profile of our business provides adequate liquidity. The primary sources of liquidity are Cash and cash equivalents on the Consolidated Balance Sheets, cash flows provided by operations, and debt capacity

available under our Revolving Credit Facility, Term Loan, and Senior Secured Notes. The primary uses of liquidity are operating expenses, seasonal working capital needs, business combinations, capital expenditures, obligations under the TRA, taxes, and distributions to LLC Unitholders. We believe that Cash and cash equivalents, cash flows from operations, and amounts available under our Revolving Credit Facility will be sufficient to meet liquidity needs, including principal and interest payments on debt obligations, capital expenditures, and anticipated working capital requirements, for the next 12 months and beyond. Our future capital requirements will depend on many factors including continuance of historical working capital levels and capital expenditure needs, investment in de novo offerings, and the flow of deals in our merger and acquisition program.

We may be required to seek additional equity or debt financing. In the event that additional financing is required from outside sources, we may not be able to raise it on terms acceptable to us or at all. If we are unable to raise additional capital or generate cash flows necessary to expand our operations, this could reduce our ability to compete successfully and harm the results of our operations.

Cash and cash equivalents on the Consolidated Balance Sheets include funds available for general corporate purposes. Fiduciary cash and receivables cannot be used for general corporate purposes. Insurance premiums, claims funds, and surplus lines taxes are held in a

fiduciary capacity and the obligation to remit these funds are recorded as Fiduciary liabilities inon the Consolidated Balance Sheets. We recognize fiduciary amounts due to others as Fiduciary liabilities and fiduciary amounts collectible and held on behalf of others, including insurance carriers, other insurance intermediaries, surplus lines taxing authorities, clients, and insurance policy holders, as Fiduciary cash and receivables inon the Consolidated Balance Sheets.

In our capacity as an insurance broker or agent, we collect premiums from insureds and, after deducting our commission, remit the premiums to the respective insurance markets and carriers. We also collect claims prefunding or refunds from carriers on behalf of insureds, which are then returned to the insureds, and surplus lines taxes, which are then remitted to surplus lines taxing authorities. Insurance premiums, claim funds, and surplus lines taxes are held in a fiduciary capacity. The levels of Fiduciary cash and receivables and Fiduciary liabilities can fluctuate significantly depending on when we collect the premiums, claims prefunding, and refunds, make payments to markets, carriers, surplus lines taxing authorities, and insureds, and collect funds from clients and make payments on their behalf, and upon the impact of foreign currency movements. Fiduciary cash, because of its nature, is generally invested in very liquid securities with a focus on preservation of principal. To minimize investment risk, we maintain cash holdings pursuant to an investment policy which contemplates all relevant rules established by states with regard to fiduciary cash and is approved by our Board of Directors. The policy requires broad diversification of holdings across a variety of counterparties utilizing limits set by our Board of Directors, primarily based on credit rating and type of investment. Fiduciary cash and receivables included cash of ~~$769.0~~$848.6 million and ~~$674.6~~$704.9 million as of ~~March 31,~~September 30, 2023 and 2022, respectively, and fiduciary receivables of ~~$1,706.1~~$1,672.4 million and ~~$1,449.1~~$1,442.0 million as of ~~March 31,~~September 30, 2023 and 2022, respectively. While we may earn interest income on fiduciary cash held in cash and investments, the fiduciary cash may not be used for general corporate purposes. Of the ~~$704.6~~$754.4 million of Cash and cash equivalents on the Consolidated Balance Sheet as of ~~March 31,~~September 30, 2023, ~~$71.5~~$88.0 million was held in fiduciary accounts representing collected revenue and was available to be transferred to operating accounts and used for general corporate purposes.

Credit Facilities

We expect to have sufficient financial resources to meet our business requirements for the next 12 months. Although cash from operations is expected to be sufficient to service our activities, including servicing our debt and contractual obligations, and financing capital expenditures, we have the ability to borrow under our Revolving Credit Facility to accommodate any timing differences in cash flows. Additionally, under current market conditions, we believe that we could access capital markets to obtain debt financing for longer-term funding, if needed.

On September 1, 2020, we entered into the Credit Agreement with leading institutions, including JPMorgan Chase Bank, N.A., the Administrative Agent, for Term Loan borrowings totaling $1,650.0 million and a Revolving Credit Facility totaling $300.0 million, in connection with financing the All Risks Acquisition. Borrowings under our Revolving Credit Facility are permitted to be drawn for our working capital and other general corporate financing purposes and those of certain of our subsidiaries. Borrowings under our Credit Agreement are unconditionally guaranteed by various subsidiaries and are secured by a lien and security interest in substantially all of our assets.

On July 26, 2021, we entered into an amendment to our Credit Agreement, which provided for an increase in the size of our Revolving Credit Facility from $300.0 million to $600.0 million. Interest on the upsized Revolving Credit Facility bore interest at the Eurocurrency Rate (LIBOR) plus a margin that ranged from 2.50% to 3.00%, based on the first lien net leverage ratio defined in our Credit Agreement. No other significant terms under our agreement governing the Revolving Credit Facility were changed in connection with such amendment.

On February 3, 2022, the LLC issued $400.0 million of Senior Secured Notes. The notes have a 4.375% interest rate and will mature on February 1, 2030.

On April 29, 2022, the Company entered into the Fourth Amendment to the Credit Agreement on its Term Loan and Revolving Credit Facility to transition its LIBOR rate to a Benchmark Replacement of Adjusted Term SOFR plus a Credit Spread Adjustment of 10 basis points, 15 basis points, or 25 basis points for the one-month, three-month, or six-month borrowing periods, respectively.

As of ~~March 31,~~September 30, 2023, the interest rate on the Term Loan was 3.00% plus Adjusted Term SOFR, subject to a 75 basis point floor.

As of ~~March 31,~~September 30, 2023, we were in compliance with all of the covenants under our Credit Agreement and there were no events of default for the ~~three~~nine months ended ~~March 31,~~September 30, 2023.

Tax Receivable Agreement

The Company is party to a TRA with current and certain former LLC Unitholders. The TRA provides for the payment by the Company, to current and certain former LLC Unitholders, of 85% of the net cash savings, if any, in U.S. federal, state, and local

income taxes that the Company realizes (or is deemed to realize in certain circumstances) as a result of (i) certain increases in the tax basis of the assets of the LLC resulting from purchases or exchanges of LLC Common Units (“Exchange Tax Attributes”), (ii) certain tax attributes of the LLC that existed prior to the IPO (“Pre-IPO M&A Tax Attributes”), (iii) certain favorable “remedial” partnership tax allocations to which the Company becomes entitled to (if any), and (iv) certain other tax benefits related to the Company entering into the TRA, including tax benefits attributable to payments that the Company makes under the TRA (“TRA Payment Tax Attributes”). The Company recognizes a liability on the Consolidated Balance Sheets based on the undiscounted estimated future payments under the TRA.

Due to the uncertainty of various factors, we cannot precisely quantify the likely tax benefits we will realize as a result of the LLC Common Unit exchanges and the resulting amounts we are likely to pay out to current and certain former LLC Unitholders pursuant to the TRA; however, we estimate that such tax benefits and the related TRA payments may be substantial. As set forth in the table below, and assuming no changes in the relevant tax law and that we earn sufficient taxable income to realize all cash tax savings that are subject to the TRA, we expect future payments under the TRA as a result of transactions as of ~~March 31,~~September 30, 2023 will be ~~$303.6~~$359.1 million in aggregate. Future payments in respect to subsequent exchanges would be in addition to these amounts and are expected to be substantial. The foregoing amounts are merely estimates and the actual payments could differ materially. In the highly unlikely event of an early termination of the TRA (e.g., a default by the Company or a Change of Control) the Company is required to pay to each holder of the TRA an early termination payment equal to the discounted present value of all unpaid TRA payments. The Company has not made, and is not likely to make, an election for an early termination. We expect to fund future TRA payments with tax distributions from the LLC that come from cash on hand and cash generated from operations.


(in thousands)	Exchange Tax Attributes		Pre-IPO M&A Tax Attributes		TRA Payment Tax Attributes		TRA Liabilities		Exchange Tax Attributes		Pre-IPO M&A Tax Attributes		TRA Payment Tax Attributes		TRA Liabilities
Balance at December 31, 2022	$	150,311	$	85,016	$	60,020	$	295,347	$	150,311	$	85,016	$	60,020	$	295,347
Exchange of LLC Common Units		5,575		920		1,787		8,282		43,443		6,002		13,804		63,249
Balance at March 31, 2023	$	155,886	$	85,936	$	61,807	$	303,629
Accrued interest										—		—		478		478
Balance at September 30, 2023									$	193,754	$	91,018	$	74,302	$	359,074

Total expected estimated tax savings from each of the tax attributes associated with the TRA as of ~~March 31,~~September 30, 2023 ~~are~~were $422.4 million consisting of (i) Exchange Tax Attributes of ~~$183.4~~$227.9 million, (ii) Pre-IPO M&A Tax Attributes of ~~$101.1~~$107.1 million, and (iii) TRA Payment Tax Attributes of ~~$72.7~~$87.4 million. The Company will retain the benefit of 15% of these cash savings.

Comparison of Cash Flows for the ~~Three~~Nine Months Ended ~~March 31,~~September 30, 2023 and 2022

Cash and cash equivalents decreased ~~$1.7~~$78.7 million from ~~$706.4~~$833.1 million at ~~March 31,~~September 30, 2022 to ~~$704.7~~$754.4 million at ~~March 31,~~September 30, 2023. A summary of ~~our~~the Company’s cash flows provided by and used for continuing operations from operating, investing, and financing activities is as follows:

Cash Flows From Operating Activities

~~Net cash used for~~Cash flows from operating activities ~~during~~for the ~~three~~nine months ended ~~March 31,~~September 30, 2023 ~~decreased $93.7~~were $250.3 million, ~~from~~an increase of $99.4 million compared to the ~~three~~nine months ended ~~March 31, 2022 to $159.2 million.~~September 30, 2022. This increase was driven by an increase in Net income ~~increased $18.4~~of $18.5 million ~~Deferred income tax expense (benefit) increased $11.1 million, both increasing~~and the change in Other current assets and accrued liabilities together with Other non-current assets and accrued liabilities increase of $113.5 million. The change in Other current assets and accrued liabilities together with Other non-current assets and accrued liabilities was primarily driven by the final All Risks LTIP payments made in 2022. This increase in cash flows from operating activities ~~during the three months ended March 31, 2023 compared with the same period in the prior year. This~~ was

offset by a $85.4 million decrease in the change in Other current and non-current assets and accrued liabilities associated with the payment of accrued commissions & bonuses in the first quarter of 2023 and a $21.8 million decrease in the change in Commissions and fees receivable ~~net compared with the same period in the prior year.~~of $20.5 million. The increased change to Commissions and fees receivable was generated by revenue growth.

Cash Flows From Investing Activities

Cash flows used for investing activities during the ~~three~~nine months ended ~~March 31,~~September 30, 2023 were ~~$104.9~~$381.9 million, an increase of ~~$102.2~~$370.2 million compared to the ~~$2.7~~$11.7 million of cash flows used for investing activities during the ~~three~~nine months ended ~~March 31,~~September 30, 2022. The main driver of the cash flows used for investing activities in the ~~three~~nine months ended ~~March 31,~~September 30, 2023 was ~~$102.1~~$366.1 million for Business combinations - net of cash acquired and cash held in a fiduciary capacity related to the Griffin, ~~acquisition~~Socius, ACE, and ~~$2.8~~Point6 acquisitions and $16.0 million of ~~capital~~Capital expenditures, compared to ~~$2.2~~$12.0 million of ~~capital~~Capital expenditures ~~and a $0.5 million of prepaid incentives~~ for the ~~three~~nine months ended ~~March 31,~~September 30, 2022.

Cash Flows From Financing Activities

Cash flows used for financing activities during the ~~three~~nine months ended ~~March 31,~~September 30, 2023 were ~~$29.6~~$32.0 million, ~~an increase~~a decrease of ~~$338.3~~$292.3 million compared to cash flows provided by financing activities of ~~$308.7~~$260.3 million during the ~~three~~nine months ended ~~March 31,~~September 30, 2022. The main drivers of cash flows used for financing activities during the ~~three~~nine months ended ~~March 31,~~September 30, 2023 were ~~the net change in fiduciary liabilities~~Tax distributions to LLC Unitholders of ~~$20.8~~$52.6 million, ~~payment~~Repayment of term debt of $12.4 million, and Payment of contingent consideration of $4.5 million ~~and repayment~~offset by Net change in fiduciary liabilities of ~~term debt of $4.1~~$36.8 million.

The main drivers of cash flows provided by financing activities during the ~~three~~nine months ended ~~March 31,~~September 30, 2022 ~~was~~were the Bond issuance of $394.0 million offset by ~~the net~~Net change in fiduciary liabilities of ~~$79.2~~$54.8 million, ~~the repayment~~Tax distributions to LLC Unitholders of $32.7 million, Payment of interest rate cap premium of $25.5 million, Repayment of term debt of ~~$4.1~~$12.4 million, Payment of contingent consideration of $6.2 million, and ~~debt~~Debt issuance costs paid of ~~$1.8~~$2.4 million.

Contractual Obligations and Commitments

Our principal commitments consist of contractual obligations in connection with investing and operating activities. These obligations are described within “Note 7, Debt” in the notes to our unaudited consolidated financial statements and provide further description on provisions that create, increase, or accelerate obligations, or other pertinent data to the extent necessary for an understanding of the timing and amount of the specified contractual obligations.

Within Current accrued compensation and Non-current accrued compensation we have various long-term incentive compensation agreements accrued for. These agreements are typically associated with an acquisition. Below we have outlined the liabilities accrued as of ~~March 31,~~September 30, 2023, the projected future expense, and the projected timing of future cash outflows associated with these arrangements.


Long-term Incentive Compensation Agreements	Long-term Incentive Compensation Agreements			Long-term Incentive Compensation Agreements
(in thousands)		March 31, 2023			September 30, 2023
Current accrued compensation		$	—		$	—
Non-current accrued compensation			661			1,785
Total liability		$	661		$	1,785
Projected future expense			6,270			5,144
Total projected future cash outflows		$	6,931		$	6,928

Projected Future Cash Outflows	Projected Future Cash Outflows			Projected Future Cash Outflows
(in thousands)
2023		$	—		$	—
2024			—			—
2025			—			—
2026			6,666			6,666
Thereafter		$	265		$	263

Within “Note 3, Mergers and Acquisitions” in the notes to our unaudited consolidated financial statements we discuss various contingent consideration arrangements and their impact. Below we have outlined the liabilities accrued as of ~~March 31,~~September 30, 2023, the projected future expense, and the projected timing of future cash outflows associated with these contingent consideration agreements.

Contingent Consideration

(in thousands)

March 31, 2023

Current accounts payable and accrued liabilities

$
—

Other non-current liabilities

22,924

Total liability

$
22,924

Projected future expense

4,925

Total projected future cash outflows

$
27,849

Projected Future Cash Outflows

(in thousands)

2023

$
—

2024

—

2025

27,849

2026

—

Thereafter

$
—

~~For further discussion, see “Note 3,~~ ~~Mergers and Acquisitions,” and “Note 7, Debt”~~ ~~of the notes to our unaudited consolidated financial statements.~~

3644


Contingent Consideration
(in thousands)	September 30, 2023
Current accounts payable and accrued liabilities	$	—
Other non-current liabilities		36,018
Total liability	$	36,018
Projected future expense		5,432
Total projected future cash outflows	$	41,450

Projected Future Cash Outflows
(in thousands)
2023	$	—
2024		—
2025		38,537
2026		2,913
Thereafter	$	—

Critical Accounting Policies and Estimates

The methods, assumptions, and estimates that we use in applying the accounting policies may require us to apply judgments regarding matters that are inherently uncertain. We consider an accounting policy to be a critical estimate if (i) the Company must make assumptions that were uncertain when the judgment was made, and (ii) changes in the estimate assumptions, or selection of a different estimate methodology, could have a significant impact on our financial position and the results that we will report in the consolidated financial statements. While we believe that the estimates, assumptions, and judgments are reasonable, they are based on information available when the estimate was made. The accounting policies that we believe reflect our more significant estimates, judgments, and assumptions that are most critical to understanding and evaluating our reported financial results are: revenue recognition, business combinations, goodwill and intangibles, income taxes, and tax receivable agreement liabilities.

Our critical accounting policies are described under the heading “Management’s Discussion and Analysis of Financial Condition and Results of Operations—Critical Accounting Policies” in the Annual Report on Form 10-K for the year ended December 31, 2022 filed with the SEC on March 1, 2023. Additionally, the changes, if any, to our critical accounting policies and estimates disclosed in the Annual Report on Form 10-K for the year ended December 31, 2022 are included in “Note 1, Basis of Presentation,” to our unaudited consolidated financial statements.

Recent Accounting Pronouncements

For a description of recently adopted accounting pronouncements and recently issued accounting standards not yet adopted (if any), see “Note 1, Basis of Presentation” in the notes to our unaudited consolidated financial statements.

ITEM 3. QUANTITATIVE AND QUALITATIVE DISCLOSURE ABOUT MARKET RISK

We are exposed to various market risks in the day-to-day operations. Market risk is the potential loss arising from adverse changes in market rates and prices, such as interest and foreign currency exchange rates.

Foreign Currency Risk

For the ~~three~~nine months ended ~~March 31,~~September 30, 2023, approximately 3%2% of revenues were generated from activities in the United Kingdom, Europe, and Canada. We are exposed to currency risk from the potential changes between the exchange rates of the US Dollar, Canadian Dollar, British Pound, Euro, Swedish Krona, Danish Krone, and other European currencies. The exposure to foreign currency risk from the potential changes between the exchange rates between the USD and other currencies is immaterial.

Interest Rate Risk

Fiduciary investment income is affected by changes in international and domestic short-term interest rates.

As of ~~March 31,~~September 30, 2023, we had ~~$1,608.8~~$1,600.5 million of outstanding principal on our Term Loan borrowings, which bears interest on a floating rate, subject to a 0.75% floor. We are subject to Adjusted Term SOFR interest rate changes, and exposure in excess of the

floor. The fair value of the Term Loan approximates the carrying amount as of ~~March 31,~~September 30, 2023 and December 31, 2022, as determined based upon information available.

On April 7, 2022, the Company entered into an interest rate cap agreement to manage its exposure to interest rate fluctuations related to the Company's Term Loan for an upfront cost of $25.5 million. The interest rate cap has a $1,000.0 million notional amount, 2.75% strike, and terminates on December 31, 2025.

Other financial instruments consist of Cash and cash equivalents, Commissions and fees receivable – net, Other current assets, and Accounts payable and accrued liabilities. The carrying amounts of Cash and cash equivalents, Commissions and fees receivable – net, and Accounts payable and accrued liabilities approximate fair value because of the short-term nature of the instruments.

ITEM 4. CONTROLS AND PROCEDURES

Evaluation of Disclosure Controls and Procedures

We maintain “disclosure controls and procedures,” as defined in Rule 13a–15(e) and Rule 15d–15(e) under the Securities Exchange Act of 1934, as amended (the “Exchange Act”), that are designed to provide reasonable assurance that information required to be disclosed by the Company in the 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. Disclosure controls and procedures include, without limitation, controls and procedures designed to provide reasonable assurance that information required to be disclosed by the

Company in the reports that we file or submit under the Exchange Act is accumulated and communicated to our management, including our principal executive and principal financial officers, as appropriate to allow timely decisions regarding required disclosure. Based on such evaluation, our principal executive officer and principal financial officer have concluded that as of ~~March 31,~~September 30, 2023, our disclosure controls and procedures were effective at the reasonable assurance level.

Changes in Internal Control

There have been no changes in internal control over financial reporting during the quarter ended ~~March 31,~~September 30, 2023 that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

Inherent Limitations of Internal Control Over Financial Reporting

Our disclosure controls and procedures are designed to provide reasonable assurance of achieving their objectives as specified above. Management does not expect, however, that our disclosure controls and procedures will prevent or detect all errors and fraud. Any control system, no matter how well designed and operated, is based upon certain assumptions and can provide only reasonable, not absolute, assurance that its objectives will be met. Further, no evaluation of controls can provide absolute assurance that misstatements due to error or fraud will not occur or that all control issues and instances of fraud, if any, within our company have been detected.

PART II — OTHER INFORMATION

ITEM 1. LEGAL PROCEEDINGS

From time to time, we may be involved in various legal proceedings and subject to claims that arise in the ordinary course of business. Although the results of litigation and claims are inherently unpredictable and uncertain, we are not presently a party to any litigation the outcome of which, we believe, if determined adversely to us, would individually or taken together have a material adverse effect on our business, operating results, cash flows or financial condition.

ITEM 1A. RISK FACTORS

~~In addition~~There have been no material changes to the ~~other information set forth in this report, you should carefully consider~~risk factors disclosed under the ~~factors discussed in item 1A.~~heading “Risk Factors” in our annual report on Form 10-K for the year ended December 31, 2022 ~~as amended~~ and ~~supplemented by~~in our Form 10-Q for the ~~risk factor set forth below,~~quarter ended March 31, 2023 which ~~could materially affect our business, financial condition or future results.~~

~~Our inability to achieve~~were filed with the ~~intended results of our previously announced restructuring program, ACCELERATE 2025, could impact our businesses, financial condition, and results of operations.~~

As part of our restructuring plans, we expect to incur one-time write-offs and other restructuring charges and generate annual cost savings in the future. There can be no assurance that any restructuring activities that we undertake will achieve the cost savings, operating efficiencies, or other expected benefits. Our ability to successfully manage and execute the ACCELERATE 2025 program and realize the expected savings and benefits in the amounts and at the times anticipated is important to our business success. Failure to achieve the goals of our plans, which could result from our inability to successfully execute organizational change and business transformation plans, changes in global or regional economic conditions, changes in the insurance markets in which we compete, unanticipated costs or charges, and loss of key or other personnel, could have a material adverse effect on our businesses, financial condition, and results of operations. Internal restructurings come with an inherent amount of transition risk and can require a significant amount of time and focus from management and other employees, which may divert attention from our normal operations and could have a material adverse effect on our business, results of operations and financial condition.SEC.

ITEM 2. UNREGISTERED SALES OF EQUITY SECURITIES, ~~AND~~ USE OF PROCEEDS, AND ISSUER PURCHASES OF EQUITY SECURITIES

~~None.~~Sale of Unregistered Securities

In connection with the acquisition of Socius Insurance Services, the Company issued 60,021 shares of the Company's Class A common stock on July 3, 2023 to the owners of the acquired business at a price of $37.85 per share which represented a 10% discount to the volume weighted average of the closing price of the Class A common stock for the 30 trading days prior to May 22, 2023. The issuance was made in reliance on the exemption from the registration requirements of the Securities Act of 1933, as amended (the “Securities Act”) set forth in Regulation D promulgated under the Securities Act.

ITEM 3. DEFAULTS UPON SENIOR SECURITIES

None.

ITEM 4. MINE SAFETY DISCLOSURES

Not applicable.

ITEM 5. OTHER INFORMATION

~~None.~~Item 2.05 Costs Associated with Exit or Disposal Activities

On October 30, 2023, the board of directors of the Company approved an update to the Company’s restructuring program (the “Program”), which commenced in the first quarter of 2023. The Program is designed to facilitate continued growth, drive innovation, and deliver sustainable productivity improvements over the long term. The updated Program is expected to generate approximately $50 million of annual cost savings in 2025. The Program includes (i) Operations and Technology Optimization, (ii) Compensation and Benefits, and (iii) Asset Impairment and Other Termination Costs. These actions are expected to be completed by the end of 2024.

39The Company currently estimates that the updated Program will result in cumulative pre-tax charges to its GAAP financial results of approximately $90 million which are expected to be recorded as exit and disposal activities and are broken down as follows:


Program Activity		Charges
Operations and Technology Optimization	$	50 million
Compensation and Benefits		25 million
Asset Impairment and Other Termination Costs		15 million
Total	$	90 million

The Company currently estimates that approximately 95% of the cumulative pre-tax charges relating to the Program will result in future cash expenditures.

Program charges are recognized as the costs are incurred over time in accordance with GAAP. The Company treats charges related to the Program as special items impacting comparability of results in its earnings disclosures.

The amounts and timing of all estimates are subject to change until finalized. The actual amounts and timing may vary materially based on various factors. See “Cautionary Note Regarding Forward-Looking Statements” above.

Insider Trading Arrangements and Policies

During the quarter ended September 30, 2023, none of our directors or officers (as defined in Section 16 of the Securities Exchange Act of 1934, as amended), adopted or terminated a “Rule 10b5-1 trading arrangement” or a “non-Rule 10b5-1 trading arrangement” (each as defined in Item 408 of Regulation S-K).

Item 6. Exhibits

The following is a list of all exhibits filed or furnished as part of this report:


Exhibit Number	Description

3.1	Amended and Restated Certificate of Incorporation of the Ryan Specialty Holdings, Inc., dated July 21, 2021 (incorporated by reference to Exhibit 3.1 to the Registrant’s Form 8-K filed on July 27, 2021).

3.2	Certificate of Amendment to Amended and Restated Certificate of Incorporation of Ryan Specialty Holdings, Inc., dated June 3, 2022 (incorporated by reference to Exhibit 3.1 to the Registrant’s Form 8-K filed on June 8, 2022).

3.3	Amended and Restated Bylaws of Ryan Specialty Holdings, Inc., dated July 21, 2021 (incorporated by reference to Exhibit 3.2 to the Registrant’s Form 8-K filed on June 8, 2022).

4.1	Registration Rights Agreement, dated July 26, 2021, by and among Ryan Specialty Holdings, Inc., and the other signatories party thereto (incorporated by reference to Exhibit 4.1 to the Registrant’s Form 8-K filed on July 27, 2021).

4.2	Indenture, dated as of February 3, 2022, by and among Ryan Specialty, LLC, the guarantors party thereto and U.S. Bank National Association as trustee and as notes collateral agent (incorporated by reference to Exhibit 4.1 to the Registrant’s Form 8-K filed on February 7, 2022).

4.3	Form of 4.375% Senior Secured Notes due 2030 (incorporated by reference to Exhibit A to Exhibit 4.1 to the Registrant’s Form 8-K filed on February 7, 2022).

10.1	Amended and Restated Tax Receivable Agreement, dated as of August 9, 2022, by and among Ryan Specialty Holdings, Inc., and the other signatories party thereto (incorporated by reference to Exhibit 10.1 to the Registrant’s Quarterly Report on Form 10-Q filed on August 12, 2022).

10.2	~~Seventh~~Eighth Amended and Restated Limited Liability Company Agreement of Ryan Specialty, LLC, dated as of ~~September 30, 2021,~~July 5, 2023, by and among Ryan Specialty, LLC, and the other signatories party thereto, ~~(incorporated by reference to Exhibit 10.2 to the Registrant’s Quarterly Report on Form 10-Q~~ filed ~~on November 12, 2021).~~herewith.

10.3	First Amendment to the Seventh Amended and Restated Limited Liability Company Agreement of Ryan Specialty, LLC, dated as of February 17, 2022, by and among Ryan Specialty, LLC, and the other signatories party thereto (incorporated by reference to Exhibit 10.3 to the Registrant’s Quarterly Report on Form 10-Q filed on May 13, 2022).

10.4	Form of Director and Officer Indemnification Agreement, by and among Ryan Specialty Holdings, Inc., and the other signatories party thereto (incorporated by reference to Exhibit 10.4 to the Registrant’s Registration Statement on Form S-1 filed with the Securities and Exchange Commission on June 21, 2021).

10.5	Indemnification Agreement, by and among Ryan Specialty Holdings, Inc., and Patrick G. Ryan, dated as of July 26, 2021 (incorporated by reference to Exhibit 10.4 to the Registrant’s Form 8-K filed on July 27, 2021).

10.6	Director Nomination Agreement, dated as of July 26, 2021, by and among Ryan Specialty Holdings, Inc., and the other signatories party thereto (incorporated by reference to Exhibit 10.5 to the Registrant’s Form 8-K filed on July 27, 2021).

10.7	Ryan Specialty Holdings, Inc. 2021 Omnibus Incentive Plan (incorporated by reference to Exhibit 10.7 to the Registrant’s Quarterly Report on Form 10-Q filed on August 12, 2022).

10.8	First Amendment to the Ryan Specialty Holdings, Inc. 2021 Omnibus Incentive Plan, (incorporated by reference to Exhibit 10.8 to the Registrant’s Form 10-K filed on March 1, 2023).

10.9	Ryan Specialty Holdings, Inc., Form of Nonqualified Stock Option Agreement (Stacking Option) (incorporated by reference to Exhibit 10.2 to the Registrant’s Registration Statement on Form S-8 filed on July 23, 2021).

10.10	Ryan Specialty Holdings, Inc., Form of Nonqualified Stock Option Agreement (Reload Option) (incorporated by reference to Exhibit 10.3 to the Registrant’s Registration Statement on Form S-8 filed on July 23, 2021).

10.11	Ryan Specialty Holdings, Inc., Form of Restricted Stock Agreement (incorporated by reference to Exhibit 10.4 to the Registrant’s Registration Statement on Form S-8 filed on July 23, 2021).

10.12	Ryan Specialty Holdings, Inc., Form of Restricted Stock Unit Agreement (incorporated by reference to Exhibit 10.5 to the Registrant’s Registration Statement on Form S-8 filed on July 23, 2021).

10.13	Ryan Specialty Holdings, Inc., Form of Class C Common Incentive Unit Grant Agreement (Staking Unit) (incorporated by reference to Exhibit 10.6 to the Registrant’s Registration Statement on Form S-8 filed on July 23, 2021).

10.14	Ryan Specialty Holdings, Inc., Form of Class C Common Incentive Unit Grant Agreement (Reload Unit) (incorporated by reference to Exhibit 10.7 to the Registrant’s Registration Statement on Form S-8 filed on July 23, 2021).

4048


10.15	Ryan Specialty Holdings, Inc., Form of Common Unit Grant Agreement (incorporated by reference to Exhibit 10.8 to the Registrant’s Registration Statement on Form S-8 filed on July 23, 2021).

10.16	Ryan Specialty Holdings, Inc., Form of Restricted LLC Unit Agreement (incorporated by reference to Exhibit 10.9 to the Registrant’s Registration Statement on Form S-8 filed on July 23, 2021).

10.17	Ryan Specialty Holdings, Inc., Form of Restricted Stock Unit Agreement (Non-Employee Directors) (incorporated by reference to Exhibit 10.15 to the Registrant’s Form 10-K filed on March 16, 2022).

10.18	Ryan Specialty Holdings, Inc., Form of Restricted LLC Unit Agreement (2022) (incorporated by reference to Exhibit 10.17 to the Registrant’s Quarterly Report on Form 10-Q filed on May 13, 2022).

10.19	Fourth Amendment to the Credit Agreement, dated April 29, 2022, including Exhibit A, a conformed copy of the Credit Agreement, dated as of September 1, 2020, among Ryan Specialty, LLC, and JPMorgan Chase Bank, N.A., as administrative agent and the other lenders party thereto, as amended March 30, 2021, July 26, 2021, August 13, 2021 and April 29, 2022 (incorporated by reference to Exhibit 10.18 to the Registrant’s Quarterly Report on Form 10-Q filed on May 13, 2022).

10.20	~~Second~~Third Amended and Restated Limited Liability Company Operating Agreement of New Ryan Specialty, LLC, dated as of ~~November 8, 2022,~~July 5, 2023, by and among New Ryan Specialty, LLC, and the other signatories party thereto, ~~(incorporated by reference to Exhibit 10.20 to the Registrant’s Form 10-K~~ filed ~~on March 1, 2023).~~herewith.

31.1	Certification of the Chief Executive Officer pursuant to Exchange Act Rules Rule 13a-14(a), as adopted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002, filed herewith.

31.2	Certification of the Chief Financial Officer pursuant to Exchange Act Rules Rule 13a-14(a), as adopted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002, filed herewith.

32.1*	Certification of the Chief Executive Officer pursuant to 18 U.S.C. Section 1350, filed herewith.

32.2*	Certification of the Chief Financial Officer pursuant to 18 U.S.C. Section 1350, filed herewith.

101.INS	Inline 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	Inline XBRL Taxonomy Extension Schema Document

101.CAL	Inline XBRL Taxonomy Extension Calculation Linkbase Document

101.DEF	Inline XBRL Taxonomy Extension Definition Linkbase Document

101.LAB	Inline XBRL Taxonomy Extension Label Linkbase Document

101.PRE	Inline XBRL Taxonomy Extension Presentation Linkbase Document

104	Cover Page Interactive Data File (formatted as inline XBRL and contained in Exhibit 101)

* The certifications furnished in Exhibit 32.1 and Exhibit 32.2 hereto are deemed to accompany this Quarterly Report on Form 10-Q and will not be deemed “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended, except to the extent that the registrant specifically incorporates it by reference.

4149

SIGNATURES

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



	RYAN SPECIALTY HOLDINGS, INC. (Registrant)

Date: ~~May 4,~~November 2, 2023	By:	/s/ Jeremiah R. Bickham
		Jeremiah R. Bickham
		Executive Vice President and Chief Financial Officer (Principal Financial Officer and Principal Accounting Officer)