Kingsway Financial Services (KFS) 10-Q 10 Nov 22 2022 Q3 Quarterly report Financial data

Document And Entity Information

Document And Entity Information - shares	9 Months Ended
	Sep. 30, 2022	Nov. 10, 2022
Document Information [Line Items]
Entity Central Index Key	0001072627
Entity Registrant Name	KINGSWAY FINANCIAL SERVICES INC
Amendment Flag	false
Current Fiscal Year End Date	--12-31
Document Fiscal Period Focus	Q3
Document Fiscal Year Focus	2022
Document Type	10-Q
Document Quarterly Report	true
Document Period End Date	Sep. 30, 2022
Document Transition Report	false
Entity File Number	001-15204
Entity Incorporation, State or Country Code	DE
Entity Tax Identification Number	85-1792291
Entity Address, Address Line One	10 S. Riverside Plaza, Suite 1520
Entity Address, City or Town	Chicago
Entity Address, State or Province	IL
Entity Address, Postal Zip Code	60606
City Area Code	312
Local Phone Number	766-2138
Entity Current Reporting Status	Yes
Entity Interactive Data Current	Yes
Entity Filer Category	Non-accelerated Filer
Entity Small Business	true
Entity Emerging Growth Company	false
Entity Shell Company	false
Entity Common Stock, Shares Outstanding		24,224,616

Consolidated Balance Sheets (Cu

Consolidated Balance Sheets (Current Period Unaudited) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Investments:
Fixed maturities, at fair value (amortized cost of $39,507 and $35,889, respectively)	$ 36,728	$ 35,666
Equity investments, at fair value (cost of $187 and $1,147, respectively)	126	179
Limited liability investments, at fair value	15,967	14,804
Investments in private companies, at adjusted cost	790	790
Real estate investments, at fair value (cost of $10,225 and $10,225, respectively)	12,150	10,662
Other investments, at cost which approximates fair value	204	256
Short-term investments, at cost which approximates fair value	157	157
Total investments	70,347	68,437
Cash and cash equivalents	48,640	12,642
Restricted cash	13,165	17,257
Accrued investment income	1,135	1,013
Other receivables, net of allowance for doubtful accounts of $8 and $5, respectively	12,828	13,898
Deferred contract costs	13,065	10,930
Property and equipment, net of accumulated depreciation of $25,234 and $24,224, respectively	106,025	108,587
Right-of-use asset	887	2,248
Goodwill	100,773	110,247
Intangible assets, net of accumulated amortization of $20,878 and $20,333, respectively	101,489	108,230
Other assets	30,482	15,489
Total Assets	506,055	475,634
Liabilities:
Accrued expenses and other liabilities	53,981	47,622
Income taxes payable	2,602	294
Deferred service fees	84,428	89,217
Bank loans	21,769	26,717
Notes payable	199,554	205,025
Subordinated debt, at fair value	62,302	60,973
Lease liability	1,189	2,479
Net deferred income tax liabilities	31,250	28,553
Total Liabilities	457,075	460,880
Shareholders' Equity:
Common stock, no par value; 50,000,000 authorized; 23,319,312 and 23,130,064 issued at September 30, 2022 and December 31, 2021, respectively; and 23,071,862 and 22,882,614 outstanding at September 30, 2022 and December 31, 2021, respectively	0	0
Additional paid-in capital	359,203	359,138
Treasury stock, at cost; 247,450 and 247,450 outstanding at September 30, 2022 and December 31, 2021, respectively	(492)	(492)
Accumulated deficit	(362,130)	(395,149)
Accumulated other comprehensive income	31,960	30,779
Shareholders' equity attributable to common shareholders	28,541	(5,724)
Noncontrolling interests in consolidated subsidiaries	14,497	13,981
Total Shareholders' Equity	43,038	8,257
Total Liabilities, Class A preferred stock and Shareholders' Equity	506,055	475,634
Redeemable Class A Preferred Stock [Member]
Liabilities:
Redeemable Class A preferred stock, no par value; 1,000,000 authorized; 149,733 and 169,733 issued and outstanding at September 30, 2022 and December 31, 2021, respectively; redemption amount of $5,942 and $6,497 at September 30, 2022 and December 31, 2021, respectively	5,942	6,497
Service Fees [Member]
Investments:
Service fee receivable, net of allowance for doubtful accounts of $200 and $241, respectively	7,219	6,656
Liabilities:
Deferred service fees	84,428	89,217
Limited Liability Investments [Member]
Investments:
Limited liability investments	1,010	1,901
Limited liability investments, at fair value	$ 19,182	$ 18,826

Consolidated Balance Sheets (_2

Consolidated Balance Sheets (Current Period Unaudited) (Parentheticals) - USD ($) $ / shares in Thousands, $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Fixed maturities, cost	$ 39,507	$ 35,889
Equity investments, cost	187	1,147
Real estate investments, cost	10,225	10,225
Property and equipment, accumulated depreciation	25,234	24,224
Intangible assets accumulated amortization	$ 20,878	$ 20,333
Temporary equity, issued (in shares)	149,733
Temporary equity, outstanding (in shares)	149,733
Temporary equity, redemption	$ 5,900
Common stock, no par value (in dollars per share)	$ 0	$ 0
Common stock, authorized (in shares)	50,000,000	50,000,000
Common stock, issued (in shares)	23,319,312	23,130,064
Common stock, outstanding (in shares)	23,071,862	22,882,614
Treasury stock (in shares)	247,450	247,450
Redeemable Class A Preferred Stock [Member]
Temporary equity, par value (in dollars per share)	$ 0	$ 0
Temporary equity, authority (in shares)	1,000,000	1,000,000
Temporary equity, issued (in shares)	149,733	169,733
Temporary equity, outstanding (in shares)	149,733	169,733
Temporary equity, redemption	$ 5,942	$ 6,497
Other Receivables
Allowance for doubtful accounts	8	5
Service Fees [Member]
Allowance for doubtful accounts	$ 200	$ 241

Consolidated Statements of Oper

Consolidated Statements of Operations (Unaudited) - USD ($) shares in Thousands, $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Revenues:
Service fee and commission revenue	$ 22,396	$ 17,627	$ 68,442	$ 54,956
Rental revenue	3,633	3,341	10,933	10,023
Total revenues	26,029	20,968	79,375	64,979
Operating expenses:
Claims authorized on vehicle service agreements	5,243	4,951	15,771	14,869
Commissions	2,277	1,501	5,537	4,377
Cost of services sold	4,090	1,244	12,908	3,176
General and administrative expenses	10,764	11,779	34,974	36,496
Disposal of subsidiary transaction expenses	5,408	0	5,408	0
Leased real estate segment interest expense	1,651	1,607	5,005	4,575
Total operating expenses	29,433	21,082	79,603	63,493
Operating (loss) income	(3,404)	(114)	(228)	1,486
Other revenues (expenses), net:
Net investment income	463	389	1,547	1,213
Net realized gains	797	159	1,035	397
Loss on change in fair value of equity investments	(5)	(39)	(53)	(235)
Gain on change in fair value of limited liability investments, at fair value	195	1,211	368	1,740
Gain on change in fair value of real estate investments	1,488	0	1,488	0
Gain on change in fair value of derivative asset option contracts	13,498	0	13,498	0
Non-operating other revenue (expenses)	240	53	(413)	(2,581)
Interest expense not allocated to segments	(2,139)	(1,497)	(5,207)	(4,642)
Amortization of intangible assets	(1,409)	(2,432)	(4,397)	(3,425)
Loss on change in fair value of debt	(1,794)	(412)	(4,992)	(2,169)
Gain on disposal of subsidiary	37,917	0	37,917	0
Gain on extinguishment of debt	0	0	0	2,494
Total other revenue (expenses), net	49,251	(2,568)	40,791	(7,208)
Income (loss) from continuing operations before income tax expense (benefit)	45,847	(2,682)	40,563	(5,722)
Income tax expense (benefit)	6,074	(2,456)	5,659	(6,139)
Income (loss) from continuing operations	39,773	(226)	34,904	417
Loss on disposal of discontinued operations, net of taxes	(2,500)	0	(2,500)	0
Net income (loss)	37,273	(226)	32,404	417
Less: net (loss) income attributable to noncontrolling interests in consolidated subsidiaries	(1,067)	782	(615)	1,469
Less: dividends on preferred stock	77	86	234	409
Net income (loss) attributable to common shareholders	$ 38,263	$ (1,094)	$ 32,785	$ (1,461)
Earnings (loss) per share – continuing operations:
Basic: (in dollars per share)	$ 1.78	$ (0.05)	$ 1.54	$ (0.07)
Diluted: (in dollars per share)	1.59	(0.05)	1.42	(0.07)
Loss per share – discontinued operations:
Basic: (in dollars per share)	(0.11)	0	(0.11)	0
Diluted: (in dollars per share)	(0.10)	0	(0.10)	0
Earnings (loss) per share – net loss attributable to common shareholders:
Basic: (in dollars per share)	1.67	(0.05)	1.43	(0.07)
Diluted: (in dollars per share)	$ 1.49	$ (0.05)	$ 1.32	$ (0.07)
Weighted-average shares outstanding (in ‘000s):
Basic: (in shares)	22,960	22,732	22,909	22,440
Diluted: (in shares)	25,716	22,732	25,055	22,440

Consolidated Statements of Comp

Consolidated Statements of Comprehensive Income (Loss) (Unaudited) - USD ($) $ in Thousands		3 Months Ended		9 Months Ended
		Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Net income		$ 37,273	$ (226)	$ 32,404	$ 417
Other comprehensive (loss) income, net of taxes(1):
Unrealized losses arising during the period	[1]	(861)	(107)	(2,563)	(217)
Reclassification adjustment for amounts included in net income (loss)	[1]	3	11	10	25
Change in fair value of debt attributable to instrument-specific credit risk	[1]	(3,226)	(971)	3,663	(6,505)
Other comprehensive (loss) income, net of taxes(1):	[1]	(4,084)	(1,067)	1,110	(6,697)
Comprehensive income (loss)		33,189	(1,293)	33,514	(6,280)
Less: comprehensive (loss) income attributable to noncontrolling interests in consolidated subsidiaries		(1,094)	780	(686)	1,462
Comprehensive income (loss) attributable to common shareholders		$ 34,283	$ (2,073)	$ 34,200	$ (7,742)
[1]Net of income tax benefit of $0 for the three and six months ended June 30, 2022 and June 30, 2021.

Consolidated Statements of Shar

Consolidated Statements of Shareholders' Equity (Unaudited) - USD ($) $ in Thousands	Common Stock [Member]	Additional Paid-in Capital [Member]	Treasury Stock [Member]	Retained Earnings [Member]	AOCI Attributable to Parent [Member]	Parent [Member]	Noncontrolling Interest [Member]	Total
Balance (in shares) at Dec. 31, 2020	22,211,069
Balance at Dec. 31, 2020	$ 0	$ 355,242	$ (492)	$ (394,807)	$ 38,059	$ (1,998)	$ 14,157	$ 12,159
Vesting of restricted stock awards, net of share settlements for tax withholdings (in shares)	225,262
Vesting of restricted stock awards, net of share settlements for tax withholdings	$ 0	0	0	0	0	0	0	0
Exercise of Series B warrants (in shares)	350,000
Exercise of Series B warrants	$ 0	1,750	0	0	0	1,750	0	1,750
Net income	0	0	0	(1,052)	0	(1,052)	1,469	417
Preferred stock dividends	0	(409)	0	0	0	(409)	0	(409)
Distributions to noncontrolling interest holders	0	0	0	0	0	0	(2,103)	(2,103)
Other comprehensive income (loss)	0	0	0	0	(6,690)	(6,690)	(7)	(6,697)	[1]
Stock-based compensation, net of forfeitures	$ 0	1,623	0	0	0	1,623	0	1,623
Balance (in shares) at Sep. 30, 2021	22,786,331
Balance at Sep. 30, 2021	$ 0	358,206	(492)	(395,859)	31,369	(6,776)	13,516	6,740
Balance (in shares) at Jun. 30, 2021	22,365,631
Balance at Jun. 30, 2021	$ 0	356,331	(492)	(394,851)	32,434	(6,578)	14,669	8,091
Vesting of restricted stock awards, net of share settlements for tax withholdings (in shares)	70,700
Vesting of restricted stock awards, net of share settlements for tax withholdings	$ 0	0	0	0	0	0	0	0
Exercise of Series B warrants (in shares)	350,000
Exercise of Series B warrants	$ 0	1,750	0	0	0	1,750	0	1,750
Net income	0	0	0	(1,008)	0	(1,008)	782	(226)
Preferred stock dividends	0	(86)	0	0	0	(86)	0	(86)
Distributions to noncontrolling interest holders	0	0	0	0	0	0	(1,933)	(1,933)
Other comprehensive income (loss)	0	0	0	0	(1,065)	(1,065)	(2)	(1,067)	[1]
Stock-based compensation, net of forfeitures	$ 0	211	0	0	0	211	0	211
Balance (in shares) at Sep. 30, 2021	22,786,331
Balance at Sep. 30, 2021	$ 0	358,206	(492)	(395,859)	31,369	(6,776)	13,516	$ 6,740
Balance (in shares) at Dec. 31, 2021	22,882,614							23,130,064
Balance at Dec. 31, 2021	$ 0	359,138	(492)	(395,149)	30,779	(5,724)	13,981	$ 8,257
Vesting of restricted stock awards, net of share settlements for tax withholdings (in shares)	56,194
Vesting of restricted stock awards, net of share settlements for tax withholdings	$ 0	0	0	0	0	0	0	0
Conversion of redeemable Class A preferred stock to common stock (in shares)	125,000
Conversion of redeemable Class A preferred stock to common stock	$ 0	788	0	0	0	788	0	788
Exercise of Series B warrants (in shares)	8,054
Exercise of Series B warrants	$ 0	40	0	0	0	40	0	40
Net income	0	0	0	33,019	0	33,019	(615)	32,404
Preferred stock dividends	0	(234)	0	0	0	(234)	0	(234)
Distributions to noncontrolling interest holders	0	0	0	0	0	0	(991)	(991)
Deconsolidation of noncontrolling interest	0	0	0	0	0	0	2,193	2,193
Other comprehensive income (loss)	0	0	0	0	1,181	1,181	(71)	1,110	[1]
Redemption of equity awards related to disposal of subsidiary	0	(1,056)	0	0	0	(1,056)	0	(1,056)
Stock-based compensation, net of forfeitures	$ 0	527	0	0	0	527	0	$ 527
Balance (in shares) at Sep. 30, 2022	23,071,862							23,319,312
Balance at Sep. 30, 2022	$ 0	359,203	(492)	(362,130)	31,960	28,541	14,497	$ 43,038
Balance (in shares) at Jun. 30, 2022	22,882,614
Balance at Jun. 30, 2022	$ 0	359,536	(492)	(400,470)	36,017	(5,409)	13,692	8,283
Vesting of restricted stock awards, net of share settlements for tax withholdings (in shares)	56,194
Vesting of restricted stock awards, net of share settlements for tax withholdings	$ 0	0	0	0	0	0	0	0
Conversion of redeemable Class A preferred stock to common stock (in shares)	125,000
Conversion of redeemable Class A preferred stock to common stock	$ 0	788	0	0	0	788	0	788
Exercise of Series B warrants (in shares)	8,054
Exercise of Series B warrants	$ 0	40	0	0	0	40	0	40
Net income	0	0	0	38,340	0	38,340	(1,067)	37,273
Preferred stock dividends	0	(77)	0	0	0	(77)	0	(77)
Distributions to noncontrolling interest holders	0	0	0	0	0	0	(294)	(294)
Deconsolidation of noncontrolling interest	0	0	0	0	0	0	2,193	2,193
Other comprehensive income (loss)	0	0	0	0	(4,057)	(4,057)	(27)	(4,084)	[1]
Redemption of equity awards related to disposal of subsidiary	0	(1,056)	0	0	0	(1,056)	0	(1,056)
Stock-based compensation, net of forfeitures	$ 0	(28)	0	0	0	(28)	0	$ (28)
Balance (in shares) at Sep. 30, 2022	23,071,862							23,319,312
Balance at Sep. 30, 2022	$ 0	$ 359,203	$ (492)	$ (362,130)	$ 31,960	$ 28,541	$ 14,497	$ 43,038
[1]Net of income tax benefit of $0 for the three and six months ended June 30, 2022 and June 30, 2021.

Consolidated Statements of Cash

Consolidated Statements of Cash Flows (Unaudited) - USD ($) $ in Thousands	9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021
Operating activities:
Net income	$ 32,404	$ 417
Adjustments to reconcile net income to net cash used in operating activities:
Loss on disposal of discontinued operations, net of taxes	2,500	0
Equity in net income of limited liability investments	(275)	(31)
Depreciation and amortization expense	6,916	6,369
Stock-based compensation expense, net of forfeitures	3,604	2,955
Net realized gains	(1,035)	(397)
Loss on change in fair value of equity investments	53	235
Gain on change in fair value of limited liability investments, at fair value	(368)	(1,740)
Gain on change in fair value of real estate investments	(1,488)	0
Loss on change in fair value of debt	4,992	2,169
(Gain) loss on change in fair value of derivatives	(13,854)	65
Loss on change in fair value of contingent consideration	1,519	0
Deferred income taxes	2,697	589
Amortization of fixed maturities premiums and discounts	197	154
Amortization of notes payable premium, discounts and debt issue costs	(740)	(606)
Gain on disposal of subsidiary	(37,917)	0
Gain on extinguishment of debt	0	(2,494)
Changes in operating assets and liabilities:
Service fee receivable, net	(563)	(1,667)
Other receivables, net	1,426	2,974
Deferred contract costs	(2,135)	(212)
Other assets	(1,495)	(11,030)
Deferred service fees	(4,789)	(427)
Other, net	17,694	(5,268)
Net cash provided by (used in) operating activities	9,343	(8,044)
Investing activities:
Proceeds from sales and maturities of fixed maturities	6,792	4,477
Proceeds from sales of equity investments	0	23
Purchases of fixed maturities	(10,630)	(18,455)
Net proceeds from limited liability investments	1,531	522
Net proceeds from limited liability investments, at fair value	461	16,661
Net proceeds from investments in private companies	245	151
Net proceeds from other investments	52	22
Net proceeds from disposal of subsidiary, net of cash disposed of $1,391	35,158	0
Acquisition of business, net of cash acquired	(83)	(50)
Net disposals (purchases) of property and equipment	43	(689)
Net cash provided by investing activities	33,569	2,662
Financing activities:
Proceeds from exercise of warrants	40	1,750
Distributions to noncontrolling interest holders	(991)	(2,103)
Taxes paid related to net share settlements of restricted stock awards	(297)	(468)
Principal payments on bank loans	(5,028)	(3,088)
Principal proceeds from notes payable, net of debt issuance costs of $1,685 in 2021	0	13,270
Principal payments on notes payable	(4,730)	(12,645)
Net cash used in financing activities	(11,006)	(3,284)
Net increase (decrease) in cash and cash equivalents and restricted cash	31,906	(8,666)
Cash and cash equivalents and restricted cash at beginning of period	29,899	44,945
Cash and cash equivalents and restricted cash at end of period	$ 61,805	$ 36,279

Consolidated Statements of Ca_2

Consolidated Statements of Cash Flows (Unaudited) (Parentheticals) $ in Thousands	9 Months Ended
	Sep. 30, 2022 USD ($)
Cash Disposed	$ 1,391

Note 1 - Business

Note 1 - Business	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Nature of Operations [Text Block]	NOTE 1 Kingsway Financial Services Inc. (the "Company" or "Kingsway") was incorporated under the Business Corporations Act (Ontario) on September 19, 1989. December 31, 2018

Note 2 - Basis of Presentation

Note 2 - Basis of Presentation	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Basis of Accounting [Text Block]	NOTE 2 The accompanying unaudited consolidated interim financial statements have been prepared in accordance with accounting principles generally accepted in the United States of America ("U.S. GAAP") for interim financial information and with the instructions to Form 10 10 X. not not may The accompanying unaudited consolidated interim financial statements and footnotes should be read in conjunction with the audited consolidated financial statements and footnotes included within our Annual Report on Form 10 2021 December 31, 2021 The unaudited consolidated interim financial statements include the accounts of the Company and its subsidiaries, as well as certain variable interest entities as further described in Note 5, 2021 Certain amounts in the unaudited consolidated interim financial statements as of and for the three nine September 30, 2021 have been reclassified in order to conform to the 2022 presentation. The preparation of consolidated financial statements in accordance with U.S. GAAP requires management to make estimates and assumptions that affect the reported amounts and classifications of assets and liabilities, revenues and expenses, and the related disclosures of contingent assets and liabilities in the consolidated financial statements and accompanying notes. Actual results could differ from these estimates. Estimates and their underlying assumptions are reviewed on an ongoing basis. Changes in estimates are recorded in the accounting period in which they are determined. The critical accounting estimates and assumptions in the accompanying unaudited consolidated interim financial statements include the valuation of fixed maturities and equity investments; impairment assessment of investments; valuation of limited liability investments, at fair value; valuation of real estate investments; valuation of deferred income taxes; accounting for business combinations and asset acquisitions; valuation and impairment assessment of intangible assets; goodwill recoverability ; deferred contract costs; fair value assumptions for derivative financial instruments; contingent consideration and revenue recognition. The fair values of the Company's investments in fixed maturities and equity investments, limited liability investments, at fair value, real estate investments, subordinated debt, stock-based compensation liabilities, derivative financial instruments and contingent consideration are estimated using a fair value hierarchy to categorize the inputs it uses in valuation techniques. Fair values for other investments approximate their unpaid principal balance. The carrying amounts reported in the consolidated balance sheets approximate fair values for cash and cash equivalents, restricted cash, short-term investments and certain other assets and other liabilities because of their short-term nature.

Note 3 - Summary of Significant

Note 3 - Summary of Significant Accounting Policies	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Significant Accounting Policies [Text Block]	NOTE 3 Except as set forth below there have been no 2021 Contingent revenue The terms of the sale of one 5 (c), " ," for further discussion. Derivative financial instruments Derivative financial instruments include an interest rate swap contact and the trust preferred debt repurchase options. The Company measures derivative financial instruments at fair value. The fair value of derivative financial instruments is required to be revalued each reporting period, with corresponding changes in fair value recorded in the consolidated statements of operations. Realized gains or losses are recognized upon settlement of the contracts. Refer to 10 , " ," for further information. Holding Company Liquidity The Company's Extended Warranty and Kingsway Search Xcelerator subsidiaries fund their obligations primarily through service fee and commission revenue. The Company's Leased Real Estate subsidiaries fund their obligations through rental revenue. The liquidity of the holding company is managed separately from its subsidiaries. The obligations of the holding company primarily consist of holding company operating expenses; transaction-related expenses; investments; certain debt and associated interest; and any other extraordinary demands on the holding company. Actions available to the holding company to generate liquidity in order to meet its obligations include the sale of passive investments; sale of subsidiaries; issuance of debt or equity securities; exercise of warrants; distributions from the Company’s Extended Warranty subsidiaries, subject to certain restrictions; and giving notice to its Trust Preferred trustees of its intention to exercise its voluntary right to defer interest payments for up to 20 third 2018. Historically, dividends from the Leased Real Estate segment were not trigger payment of service fees. However, as more fully described in 21 , " ," the holding company is now permitted to receive 20% of the proceeds from the increased rental payments resulting from an earlier amendment to the lease (or any borrowings against such increased rental payments). Refer to 11 , " ," for further information about this borrowing. The holding company’s liquidity, defined as the amount of cash in the bank accounts of Kingsway Financial Services Inc. and Kingsway America Inc. , was million and $2.2 million at September 30, 2022 and December 31, 2021 , respectively, which excludes future actions available to the holding company that could be taken to generate liquidity. The holding company cash amounts are reflected in the cash and cash $48.6 million September 30, 2022 December 31, 2021 As of September 30, 2022 April 1, 2021 ( million a September 30, 2022 not of million, September 30, 2022 no third 2023. Based on the Company’s current business plan and revenue prospects, existing cash, cash equivalents, investment balances and anticipated cash flows from operations are expected to be sufficient to meet the Company’s working capital and operating expenditure requirements, including the cash that may twelve not 19

Note 4 - Recently Issued Accoun

Note 4 - Recently Issued Accounting Standards	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Accounting Standards Update and Change in Accounting Principle [Text Block]	NOTE 4 (a) Adoption of New Accounting Standards: Effective January 1, 2022, 2021 04, Earnings Per Share (Topic 260 470 50 718 815 40 2021 04" 2021 04 2021 04 1 2 2021 04 not (b) Accounting Standards Not In June 2016, 2016 13, Financial Instruments-Credit Losses (Topic 326 2016 13" 2016 13 2016 13 November 15, 2019, 2019 10, 1 2 2019 10 2016 13 January 1, 2023, 2016 13

Note 5 - Acquisitions, Disposal

Note 5 - Acquisitions, Disposal and Discontinued Operations	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Business Combination, Disposal and Discontinued Operations Disclosure [Text Block]	NOTE 5 (a) Business Combinations Ravix Financial, Inc. On October 1, 2021, in 18 , " ," Ravix is included in the Kingsway Search Xcelerator segment, which was created first The Company acquired Ravix for aggregate cash consideration of approximately $10.9 million, less certain escrowed amounts for purposes of indemnification claims. The final purchase price was subject to a working capital true-up of $0.1 million that was settled during the first 2022. three first See 19 , " ," for fur This acquisition was accounted for as a business combination using the acquisition method of accounting. The purchase price was provisionally allocated to the assets acquired and liabilities assumed based on their estimated fair values at the date of acquisition and were subject to adjustment during a measurement period subsequent to the acquisition date, not one first 2022, third No PWI Holdings, Inc. On December 1, 2020, not one third 2021, third The Company records measurement period adjustments in the period in which the adjustments occur. During the third 2021, three September 30, 2021, three September 30, 2021 June 30, 2021. See Note 5, to the consolidated financial statements in the 2021 Annual Report for further details on the Company’s acquisition of PWI. (b) Asset Acquisition VA Lafayette, LLC (formerly known as RoeCo Lafayette, LLC) On December 30, 2021, efer to 20 , " ," f 2022, 18 , " , VA Lafayette is included in the Leased Real Estate segment. This transaction was accounted for as an asset acquisition as substantially all the fair value of the gross assets acquired is concentrated in a single asset comprised of land, building and improvements. The total purchase price, including the transaction costs, were allocated to the individual net assets acquired based on their relative fair values. In connection with the acquisition, the Company recorded $2.9 million of separately identifiable intangible assets, related to above-market lease and in-place and other lease assets. The above-market lease intangible asset of $0.8 million resulted from the terms of the acquired operating lease contract being favorable relative to market terms of comparable leases on the date of acquisition. The in-place and other lease intangible assets of $2.1 million were estimated based on the costs avoided in originating leases comparable to the acquired in-place lease as well as the value associated with lost rental revenue during the assumed lease-up period. The above-market and in-place and other lease assets are amortized on a straight-line basis over the remaining lease term, which expires in September 2036. (c) Disposal Professional Warranty Service Corporation On July 29, 2022, The purchase price paid by Buyer to PWS LLC and Gordy consisted of $51.2 million in base purchase pric e, subject to customary adjustments for net working capital, a three nine September 30, 2022 To the extent the EBITDA of PWSC (as defined in the Agreement) for the one five not As a result of the sale, the Company recognized a net gain on dispos al of million, net of direct selling costs of $1.7 million, d three September 30, 2022 not not July 29, 2022 July 29, 2022. The sale of PWSC represents the disposal of a significant subsidiary of the Company, which had contributions to Extended Warranty service fee and commission revenue of $0.7 million and $2.0 million for the three September 30, 2022 September 30, 2021 nine September 30, 2022 September 30, 2021 three September 30, 2022 September 30, 2021 nine September 30, 2022 nine September 30, 2021 three September 30, 2022 September 30, 2021 nine September 30, 2022 September 30, 2021 July 29, 2022 As a result of the sale, the Company incurred additional compensation expenses of $5.4 million related which are included in disposal of subsidiary transaction expenses in the consolidated statement of operations for the three nine September 30, 2022 (d) Discontinued Operations Mendota Insurance Company, Mendakota Insurance Company and Mendakota Casualty Company As part of the October 18, 2018 June 30, 2018 Per the purchase agreement, a security interest on the Company’s equity interest in its consolidated subsidiary, , as well as any distributions to the Company from Net Lease, was to be collateral for the Company’s payment of obligations with respect to the open claims. During the third 2021, During the third 2022, no not first 2023. September 30, 2022 three September 30, 2022 no first 2023. nine September 30, 2022 September 30, 2021

Note 6 - Investments

Note 6 - Investments	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Investment [Text Block]	NOTE 6 The amortized cost, gross unrealized gains and losses, and estimated fair value of the Company's available-for-sale investments at September 30, 2022 December 31, 2021 (in thousands) September 30, 2022 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 15,389 $ — $ 795 $ 14,594 States, municipalities and political subdivisions 2,315 — 171 2,144 Mortgage-backed 8,850 — 672 8,178 Asset-backed 1,697 — 75 1,622 Corporate 11,256 — 1,066 10,190 Total fixed maturities $ 39,507 $ — $ 2,779 $ 36,728 (in thousands) December 31, 2021 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 16,276 $ 31 $ 84 $ 16,223 States, municipalities and political subdivisions 1,880 3 5 1,878 Mortgage-backed 7,679 18 68 7,629 Asset-backed 449 — 4 445 Corporate 9,605 15 129 9,491 Total fixed maturities $ 35,889 $ 67 $ 290 $ 35,666 The table below summarizes the Company's fixed maturities at September 30, 2022 may may (in thousands) September 30, 2022 Amortized Cost Estimated Fair Value Due in one year or less $ 8,618 $ 8,467 Due after one year through five years 24,563 22,624 Due after five years through ten years 1,952 1,727 Due after ten years 4,374 3,910 Total $ 39,507 $ 36,728 The following tables highlight the aggregate unrealized loss position, by security type, of available-for-sale investments in unrealized loss positions as of September 30, 2022 December 31, 2021 (in thousands) September 30, 2022 Less than 12 Months Greater than 12 Months Total Estimated Fair Value Unrealized Loss Estimated Fair Value Unrealized Loss Estimated Fair Value Unrealized Loss Fixed maturities: U.S. government, government agencies and authorities $ 4,407 $ 89 $ 10,187 $ 706 $ 14,594 $ 795 States, municipalities and political subdivisions 726 61 1,344 110 2,070 171 Mortgage-backed 4,119 328 3,870 344 7,989 672 Asset-backed 1,249 58 373 17 1,622 75 Corporate 5,768 571 4,422 495 10,190 1,066 Total fixed maturities $ 16,269 $ 1,107 $ 20,196 $ 1,672 $ 36,465 $ 2,779 (in thousands) December 31, 2021 Less than 12 Months Greater than 12 Months Total Estimated Fair Value Unrealized Loss Estimated Fair Value Unrealized Loss Estimated Fair Value Unrealized Loss Fixed maturities: U.S. government, government agencies and authorities $ 12,077 $ 84 $ — $ — $ 12,077 $ 84 States, municipalities and political subdivisions 846 5 — — 846 5 Mortgage-backed 5,388 68 — — 5,388 68 Asset-backed 445 4 — — 445 4 Corporate 7,542 129 — — 7,542 129 Total fixed maturities $ 26,298 $ 290 $ — $ — $ 26,298 $ 290 There are approximat ely September 30, 2022 December 31, 2021 The establishment of an other-than-temporary impairment on an investment requires a number of judgments and estimates. The Company performs a quarterly analysis of the individual investments to determine if declines in market value are other-than-temporary. See the "Significant Accounting Policies and Critical Estimates" section of Management's Discussion and Analysis of Financial Condition included in the 2021 As a result of the analysis performed by the Company to determine declines in market value that are other-than-temporary, the Company did not available-for sale investments, limited liability investments, investments in private companies and other investments three nine September 30, 2022 and September 30, 2021 The Company has reviewed currently available information regarding investments with estimated fair values less than their carrying amounts and believes these unrealized losses are not not not The Company does not Limited liability investments include investments in limited liability companies and limited partnerships. The Company's interests in these investments are not no three September 30, 2022 December 31, 2021 net investment income in September 30, 2022 Limited liability investments, at fair value represents the underlying investments of the Company’s consolidated entities Net Lease and Argo Holdings Fund I, LLC ("Argo Holdings"). As of September 30, 2022 December 31, 2021 $19.2 million espectively. The Company recorded impairments related to limited liability investments, at fair value of and less than million for the three September 30, 2022 and September 30, 2021 , respectively (less than million and million for the three nine months ended September 30, 2021 , respectively) which are included in gain on change in fair value of limited liability investments, at fair value in the consolidated statements of operations. At September 30, 2022 , the Company had no The Company consolidates the financial statements of Net Lease on a three second 2021, one three third 2021 three September 30, 2021. During the fourth 2020, one nine months September 30, 2021 Investments in private companies consist of convertible preferred stocks and notes in privately owned companies and investments in limited liability companies in which the Company’s interests are deemed minor. The Company's investments in private companies do not September 30, 2022 December 31, 2021 three nine September 30, 2022 September 30, 2021 not The Company performs a quarterly impairment analysis of its investments in private companies. As a result of the analysis performed, the Company did not three nine September 30, 2022 September 30, 2021 Real estate investments represent investment real estate properties held by the Company’s consolidated subsidiary, Flower Portfolio 001, September 30, 2022 December 31, 2021 million espectively. three September 29, 2022, September 30, 2022, June 30, 2022 three September 30, 2022 three fourth 2022 Net investment income for the three nine September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Investment income: Interest from fixed maturities $ 153 $ 62 $ 363 $ 160 Dividends 42 31 106 94 (Loss) income from limited liability investments (12 ) (14 ) 275 31 Income from limited liability investments, at fair value — 25 4 106 Income from real estate investments 200 200 600 600 Other 110 94 280 274 Gross investment income 493 398 1,628 1,265 Investment expenses (30 ) (9 ) (81 ) (52 ) Net investment income $ 463 $ 389 $ 1,547 $ 1,213 Gross realized gains and losses on available-for-sale investments, limited liability investments, limited liability investments, at fair value and investments in private companies for the three nine September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Gross realized gains $ 1,214 $ 193 $ 1,473 $ 505 Gross realized losses (417 ) (34 ) (438 ) (108 ) Net realized gains $ 797 $ 159 $ 1,035 $ 397 Loss on change in fair value of equity investments for the three nine September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Net gains recognized on equity investments sold during the period $ — $ — $ — $ 13 Change in unrealized losses on equity investments held at end of the period (5 ) (39 ) (53 ) (248 ) Loss on change in fair value of equity investments $ (5 ) $ (39 ) $ (53 ) $ (235 )

Note 7 - Goodwill

Note 7 - Goodwill	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Goodwill and Intangible Assets Disclosure [Text Block]	NOTE 7 The following table summarizes the goodwill activity for the nine months ended September 30, 2022 (in thousands) Extended Warranty Leased Real Estate Kingsway Search Xcelerator Corporate Total Balance, December 31, 2021 $ 40,627 $ 60,983 $ 7,905 $ 732 $ 110,247 Goodwill disposed of related to PWSC (9,474 ) — — — (9,474 ) Balance, September 30, 2022 $ 31,153 $ 60,983 $ 7,905 $ 732 $ 100,773 On a quarterly basis, the Company reviews goodwill to determine whether events occurred or circumstances have changed that would more likely than not may The estimated fair value for CMC is highly sensitive to discount rates applied and cash flow assumptions used. For its third 2022 no not may The excess of fair value over the book value of equity of CMC has narrowed as of September 30, 2022.

Note 8 - Intangible Assets

Note 8 - Intangible Assets	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Intangible Assets Disclosure [Text Block]	NOTE 8 Intangible assets at September 30, 2022 and December 31, 2021 (in thousands) September 30, 2022 Gross Carrying Value Accumulated Amortization Net Carrying Value Intangible assets subject to amortization: Database $ 4,918 $ 4,809 $ 109 Vehicle service agreements in-force 3,680 3,680 — Customer relationships 26,342 11,847 14,495 In-place lease and other lease assets 3,238 499 2,739 Above-market lease 835 43 792 Non-compete — — — Intangible assets not subject to amortization: Tenant relationship 73,667 — 73,667 Trade names 9,687 — 9,687 Total $ 122,367 $ 20,878 $ 101,489 (in thousands) December 31, 2021 Gross Carrying Value Accumulated Amortization Net Carrying Value Intangible assets subject to amortization: Database $ 4,918 $ 4,488 $ 430 Vehicle service agreements in-force 3,680 3,680 — Customer relationships 31,645 11,598 20,047 In-place lease and other lease assets 3,238 343 2,895 Above-market lease 835 — 835 Non-compete 266 224 42 Intangible assets not subject to amortization: Tenant relationship 73,667 — 73,667 Trade names 10,314 — 10,314 Total $ 128,563 $ 20,333 $ 108,230 As discussed in Note 5 , " ," the Company disposed of July 29, 2022. The Company's intangible assets with definite useful lives are amortized either based on the patterns in which the economic benefits of the intangible assets are expected to be consumed or using the straight-line method over their estimated useful lives, which range from 5 to 18 years. Amortization of intangible assets was $1.4 million and $2.4 million for the three September 30, 2022 September 30, 2021 nine months ended September 30, 2022 September 30, 2021 nine months ended September 30, 2022 f October 1, 2021 December 30, 2021. During the third 2021, third 2021 three September 30, 2021, • $0.6 million relates to the three September 30, 2021; • $1.3 million relates to the period from acquisition through June 30, 2021. The tenant relationship and trade names intangible assets have indefinite useful lives and are not three nine September 30, 2022 September 30, 2021

Note 9 - Property and Equipment

Note 9 - Property and Equipment	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Property, Plant and Equipment Disclosure [Text Block]	NOTE 9 Property and equipment at September 30, 2022 December 31, 2021 (in thousands) September 30, 2022 Cost Accumulated Depreciation Carrying Value Land $ 25,623 $ — $ 25,623 Site and tenant improvements 92,047 23,988 68,059 Buildings 11,805 277 11,528 Leasehold improvements 485 184 301 Furniture and equipment 379 310 69 Computer hardware 920 475 445 Total $ 131,259 $ 25,234 $ 106,025 (in thousands) December 31, 2021 Cost Accumulated Depreciation Carrying Value Land $ 25,623 $ — $ 25,623 Site and tenant improvements 92,047 21,910 70,137 Buildings 11,805 79 11,726 Leasehold improvements 286 163 123 Furniture and equipment 562 442 120 Computer hardware 2,488 1,630 858 Total $ 132,811 $ 24,224 $ 108,587 For the three September 30, 2022 September 30, 2021 f million and million, respectively ($2.5 million and $2.9 million for the nine September 30, 2022 September 30, 2021 , respectively), is included in general and administrative expenses in the consolidated statements of operations.

Note 10 - Derivatives

Note 10 - Derivatives	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Derivative Instruments and Hedging Activities Disclosure [Text Block]	NOTE 10 (a) Interest rate swap On April 1, 2021, three interest rate on a portion of its 2020 11 , " ,") to a fixed interest rate of 1.18%. n September 15, 2022, February 29, 2024. The purpose of this interest rate swap, which is not 2020 not The notional amount of the interest rate swap contract is million at September 30, 2022 . At September 30, 2022 December 31, 2021 the fair value of the interest rate swap contract was an asset of million and a liability of less than $0.1 million, respectively, which is included in other receivables and accrued expenses and other liabilities, respectively, in the consolidated balance sheets. During the three nine September 30, 2022 , the Company recognized a gain of million and million, respectively (gain of less than million a loss of $0.1 three nine September 30, 2021 respectively), related to the change in fair value of the interest rate swap, which is included in interest expense not Net cash receipts of less than $0.1 million were made to the Company during the three nine September 30, 2022 and net cash payments of less than $0.1 million were made during the three nine months ended September 30, 2021 , to settle a portion of the liabilities related to the interest rate swap agreement. These payments are reflected as cash outflows in the consolidated statements of cash flows within net cash provided by (used in) operating activities. (b) Trust preferred debt repurchase options On August 2, 2022, four or a purchase price equal to 63.75% of th "August September 26, 2022 no Until the earlier of (i) the date that all four nine "May four May no May The Company paid approximately $2.0 million to the holder for this option and the Company has until the May one On September 20, 2022, August 2, 2022 fifth "September 20 September 20, 2020 August 2, 2022 no On September 26, 2022, he Com one or a purchase price equal to 63% of th "September 26 Until the earlier of (i) the date that all of the preferred debt instrument has been repurchased and (ii) the May May no May The Company paid approximately $0.3 million to the holder for this option and the Company has until the May May , If the Company is able to secure an agreement with the holders of the remaining trust preferred debt instrument to repurchase all of their outstanding principal and deferred interest within four August 4, 20 22, August 2, 2022 September 20, 2022 The August September 20 September 26 not The notional amount of the TruPs Options contracts is $59.7 million at September 30, 2022 September 30, 2022 See 19 , " ," for further discussion. three nine September 30, 2022 , difference between the fair value of the at the date of inception and the cash consideration paid, three nine September 30, 2022

Note 11 - Debt

Note 11 - Debt	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Debt Disclosure [Text Block]	NOTE 11 Debt consists of the following instruments at September 30, 2022 December 31, 2021 (in thousands) September 30, 2022 December 31, 2021 Principal Carrying Value Fair Value Principal Carrying Value Fair Value Bank loan: Ravix Loan $ 5,450 $ 5,317 $ 5,258 $ 6,000 $ 5,847 $ 5,936 2020 KWH Loan 16,708 16,452 15,907 21,186 20,870 20,815 Total bank loans 22,158 21,769 21,165 27,186 26,717 26,751 Notes payable: Mortgage 158,647 164,756 144,151 161,998 168,730 182,128 Additional Mortgage 13,924 12,404 12,298 14,514 12,901 15,104 LA Mortgage 13,046 16,354 12,849 13,463 16,983 16,437 Flower Note 6,040 6,040 5,916 6,411 6,411 7,101 Total notes payable 191,657 199,554 175,214 196,386 205,025 220,770 Subordinated debt 90,500 62,302 62,302 90,500 60,973 60,973 Total $ 304,315 $ 283,625 $ 258,681 $ 314,072 $ 292,715 $ 308,494 Subordinated debt mentioned above consists of the following trust preferred debt instruments: Issuer Principal (in thousands) Issue date Interest Redemption date Kingsway CT Statutory Trust I $ 15,000 12/4/2002 annual interest rate equal to LIBOR, plus 4.00% payable quarterly 12/4/2032 Kingsway CT Statutory Trust II $ 17,500 5/15/2003 annual interest rate equal to LIBOR, plus 4.10% payable quarterly 5/15/2033 Kingsway CT Statutory Trust III $ 20,000 10/29/2003 annual interest rate equal to LIBOR, plus 3.95% payable quarterly 10/29/2033 Kingsway DE Statutory Trust III $ 15,000 5/22/2003 annual interest rate equal to LIBOR, plus 4.20% payable quarterly 5/22/2033 Kingsway DE Statutory Trust IV $ 10,000 9/30/2003 annual interest rate equal to LIBOR, plus 3.85% payable quarterly 9/30/2033 Kingsway DE Statutory Trust VI $ 13,000 12/16/2003 annual interest rate equal to LIBOR, plus 4.00% payable quarterly 1/8/2034 (a) Bank loans: Ravix As part of the acquisition of Ravix on October 1, 2021, ime Rate plus 0.5%, or 3.75%. September 30, 2022 e was . T October 1, 2023 October 1, 2027. October 1, 2021, September 30, 2022 December 31, 2021 es million and million, re d and million, respectively related to revolver. The Company also recorded as a discount to the carrying value of the Ravix Loan issuance costs of $0.2 million specifically related to the Ravix Loan. The Ravix Loan is carried in the consolidated balance sheets at its amortized cost, which reflects the monthly pay-down of principal as well as the amortization of the debt discount and issuance costs using the effective interest rate method. The fair value of the Ravix Loan disclosed in the table above is derived from quoted market prices of B and BB minus rated industrial bonds with similar maturities and is categorized within Level 2 The Ravix Loan contains a number of covenants, including, but not KWH In 2019, December 1, 2020, "2020 2020 December 1, 2020. The 2020 of 0.75%, plus 2.75%. During the second 2022, 2020 September 30, 2022 interest rate w as . T 2020 December 1, 2025. 2020 2020 2020 September 30, 2022 December 31, 2021 es $16.0 million and $20.4 million, re 2020 2 2020 The 2020 not 2020 (b) Notes payable: CMC Industries As part of the acquisition of CMC Industries, Inc. ("CMC") in July 2016, May 15, 2034 2 On June 2, 2021, Mortgage"). The net proceeds from the Additional Mortgage were used to advance increased rental payments to the parties that had entered into a legal settlement agreement reached during the first 2021, 21 (a), " - Legal proceedings," for further discussion of the CMC litigation settlement agreement. The Additional Mortgage matures on May 15, 2034 2 Both the Mortgage and the Additional Mortgage are nonrecourse indebtedness with respect to CMC and its subsidiaries, and the Mortgage and Additional Mortgage are not, third VA Lafayette (formerly known as RoeCo) As part of its acquisition of VA Lafayette on December 30, 2021, not, efer to 21 (b), " " for further disclosure. The LA Mortgage is collateralized by a parcel of real property and a single tenant building located in t third f million September 30, 2022 December 31, 2021 September 14, 2036 September 30, 2022 December 31, 2021 October 14, 2036 f million and September 30, 2022 December 31, 2021 September 16, 2036 2 Flower On January 5, 2015, December 10, 2031 September 29, 2022, three September 30, 2022 June 30, 2022. 2 Paycheck Protection Program In April 2020, 2.5 twenty-four The Company used the entire loan amount for qualifying expenses. The U.S. Department of the Treasury has announced that it will conduct audits for PPP loans that exceed $2.0 million. If the Company were to be audited and receive an adverse outcome in such an audit, it could be required to return the full amount of the PPP Loan and may On December 21, 2020 one five January 2021 March 2021, veness of the full amount of the remaining four first 2021 nine months September 30, 2021 (c) Subordinated debt: Between December 4, 2002 December 16, 2003, six third five The subordinated debt is carried in the consolidated balance sheets at fair value. See 19 , " ," for further discussion of the subordinated debt. The portio in other comprehensive (loss) income. Of $1.3 million increase in fair value of the Company’s subordinated debt between December 31, 2021 and September 30, 2022 $3.7 million is reported as decrease in fair value of debt attributable to instrument-specific credit risk in the Company's consolidated statements of comprehensive income (loss) and $5.0 million s loss on change in During the third 2018, 20 not September 30, 2022 December 31, 2021

Note 12 - Leases

Note 12 - Leases	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Leases of Lessee and Lessor Disclosure [Text Block]	NOTE 12 (a) Lessee leases: The Company has operating leases for office space that include fixed base rent payments, as well as variable rent payments to reimburse the landlord for operating expenses and taxes. The Company’s variable lease payments do not no Operating lease costs and variable lease costs included in general and administrative expenses for the three September 30, 2022 $0.2 million and less than million, respectively ( million and million for the nine months ended September 30, 2022 ). Operating lease costs and variable lease costs include three September 30, 2021 $0.2 million and less than $0.1 million, respectively ($0.7 million and $0.1 million for the nine September 30, 2021 The annual maturities of lease liabilities as of September 30, 2022 were as follows: (in thousands) Lease Commitments 2022 $ 162 2023 402 2024 356 2025 180 2026 114 2027 and thereafter 120 Total undiscounted lease payments 1,334 Imputed interest 145 Total lease liabilities $ 1,189 Lease liabilities are included in accrued expenses and other liabilities in the consolidated balance sheets. The weighted-average remaining lease term for our operating leases was 3.43 years as of September 30, 2022 . The weighted average discount rate of our operating leases was 5.84% as of September 30, 2022 . Cash paid for amounts included in the measurement of lease liabilities was $0.6 million and $0.7 million fo nine September 30, 2022 September 30, 2021 (b) Lessor leases: The Company owns the Real Property that is subject to a long-term triple net lease agreement with an unrelated third May 2034. three nine September 30, 2022 September 30, 2021 2022 2023, 2024, 2025 2026. efer to 9 , " ". The Company acquired the LA Real Property on December 30, 2021. third March 2035. three nine September 30, 2022 2022, 2023, 2024, 2025 2026. o 9 , " ". Lease revenue related to operating lease payments was $3.6 million and $3.3 million three September 30, 2022 September 30, 2021 $10.8 million nine September 30, 2022 September 30, 2021 zero three September 30, 2022 September 30, 2021 million zero nine September 30, 2022 September 30, 2021 The following table provides the net book value of operating lease property included in property and equipment in the consolidated balance sheets at September 30, 2022 December 31, 2021 (in thousands) September 30, 2022 December 31, 2021 Land $ 25,623 $ 25,623 Site improvements 92,047 92,047 Buildings 11,805 11,805 Gross property and equipment leased 129,475 129,475 Accumulation depreciation (24,265 ) (21,989 ) Net property and equipment leased $ 105,210 $ 107,486 As of September 30, 2022 , future undiscounted cash flows to be received in each of the next five (in thousands) 2022 $ 3,507 2023 14,190 2024 14,475 2025 14,766 2026 14,883 Thereafter 119,590

Note 13 - Revenue From Contract

Note 13 - Revenue From Contracts With Customers	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Revenue from Contract with Customer [Text Block]	NOTE 13 Revenue from contracts with customers relates to the Extended Warranty and Kingsway Search Xcelerator segments and includes: vehicle service agreement fees, guaranteed asset protection products ("GAP") commissions, maintenance support service fees, warranty product commissions, homebuilder warranty service fees, homebuilder warranty commissions and business services consulting revenue. Revenue is based on terms of various agreements with credit unions, consumers, businesses and homebuilders. Customers either pay in full at the inception of a warranty contract, commission product sale, or when consulting services are billed, or on terms subject to the Company’s customary credit reviews. The following table disaggregates revenues from contracts with customers by revenue type: (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Vehicle service agreement fees and GAP commissions IWS, Geminus and PWI $ 15,046 $ 12,905 $ 43,181 $ 42,255 Maintenance support service fees Trinity 1,555 1,396 4,747 3,482 Warranty product commissions Trinity 1,264 1,306 3,492 3,298 Homebuilder warranty service fees PWSC (a) 621 1,790 4,348 5,322 Homebuilder warranty commissions PWSC (a) 92 230 540 599 Business services consulting fees Ravix 3,818 — 12,134 — Service fee and commission revenue $ 22,396 $ 17,627 $ 68,442 $ 54,956 (a) Through the July 29, 2022 Vehicle service agreement fees include the fees collected to cover the costs of future automobile mechanical breakdown claims and the associated administration of those claims. Vehicle service agreement fees are earned over the duration of the vehicle service agreement contracts as the single performance obligation is satisfied. Vehicle service agreement fees are initially recorded as deferred service fees with revenues recognized over the term of the contract based on the proportion of expected claims to total overall claims to be incurred over the life of the contract. The Company believes this reasonably represents the transfer of services to the vehicle service contract holder over the warranty term. The Company compares the remaining deferred service fees balance to the estimated amount of expected future claims under the vehicle service agreement contracts and records an additional accrual if the deferred service fees balance is less than expected future claims costs. In certain jurisdictions the Company is required to refund to a customer a pro-rata share of the vehicle service agreement fees if a customer cancels the agreement prior to the end of the term. Depending on the jurisdiction, the Company may GAP commissions include commissions from the sale of GAP products. The Company acts as an agent on behalf of the third two first second Maintenance support service fees include the service fees collected to administer equipment breakdown and maintenance support services and are earned as services are rendered. Warranty product commissions include the commissions from the sale of warranty contracts for certain new and used heating, ventilation, air conditioning ("HVAC"), standby generator, commercial LED lighting and commercial refrigeration equipment. The Company acts as an agent on behalf of the third not Homebuilder warranty service fees include fees collected from the sale of warranties issued by new homebuilders. The Company receives a single warranty service fee as its transaction price at the time it enters into a written contract with each of its builder customers. Each contract contains two Homebuilder warranty commissions include commissions from the sale of warranty contracts for those builders who have requested and receive insurance backing of their warranty obligations. The Company acted as an agent on behalf of the third Ravix consulting revenue includes the revenue from providing outsourced finance and human resources consulting services. The Company invoices for business services consulting revenue based on contracted rates. Revenue is earned as services are provided. The Company's revenue recognition policies are further described in Note 2 2021 Receivables from contracts with customers are reported as service fee receivable, net in the consolidated balance sheets and at September 30, 2022 and December 31, 2021 were million and million, respectively. The increase in receivables from contracts with customers is primarily due to the timing difference between the Company's satisfaction of performance obligations and customer payments, partially o July 29, 2022. nine months ended September 30, 2022 , increased revenue at IWS, Trinity and Ravix primarily resulted in the increase in receivables from contracts with customers The Company records deferred service fees resulting from contracts with customers when payment is received in advance of satisfying the performance obligations. Changes in deferred service fees for the nine months ended September 30, 2022 were as follows: (in thousands) Nine months ended September 30, 2022 Balance, December 31, 2021 $ 89,217 Deferral of revenue 47,047 Recognition of deferred service fees (44,240 ) Deferred service fees disposed of related to PWSC (7,596 ) Balance, September 30, 2022 $ 84,428 The decrease in deferred service fees between December 31, 2021 and September 30, 2022 is primarily due to the disposal of PWSC on July 29, 2022, nine September 30, 2022 . The Com pany expects to recognize within one of the deferred service fees as of September 30, 2022 . Approximately million and million of service fee and commission revenue recognized during the nine September 30, 2022 September 30, 2021 December 31, 2021 December 31, 2020 Deferred contract costs Deferred contract costs represent the deferral of incremental costs to obtain or fulfill a contract with a customer. Incremental costs to obtain a contract with a customer primarily include sales commissions. The Company capitalizes costs incurred to fulfill a contract if the costs are identifiable, generate or enhance resources used to satisfy future performance obligatio ns and are expected to be recovered. Costs to fulfill a contract include labor costs for set-up activities directly related to the acquisition of vehicle service agreements. Contract costs are deferred and amortized over the expected customer relationship period consistent with the pattern in which the related revenues are earned. three nine September 30, 2022 September 30, 2021 The deferred contract costs balances and related amortization expense for the three September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, 2022 Three months ended September 30, 2021 Costs to Obtain a Contract Costs to Fulfill a Contract Total Costs to Obtain a Contract Costs to Fulfill a Contract Total Balance at June 30, net $ 12,535 $ 82 $ 12,617 $ 9,025 $ 81 $ 9,106 Additions 2,389 5 2,394 1,292 5 1,297 Amortization (1,943 ) (3 ) (1,946 ) (1,349 ) (7 ) (1,356 ) Balance at September 30, net $ 12,981 $ 84 $ 13,065 $ 8,968 $ 79 $ 9,047 The deferred contract costs balances and related amortization expense for the nine September 30, 2022 September 30, 2021 (in thousands) Nine months ended September 30, 2022 Nine months ended September 30, 2021 Costs to Obtain a Contract Costs to Fulfill a Contract Total Costs to Obtain a Contract Costs to Fulfill a Contract Total Balance at December 31, net $ 10,850 $ 80 $ 10,930 $ 8,759 $ 76 $ 8,835 Additions 7,233 16 7,249 4,313 22 4,335 Amortization (5,102 ) (12 ) (5,114 ) (4,104 ) (19 ) (4,123 ) Balance at September 30, net $ 12,981 $ 84 $ 13,065 $ 8,968 $ 79 $ 9,047

Note 14 - Income Taxes

Note 14 - Income Taxes	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Income Tax Disclosure [Text Block]	NOTE 14 Income tax expense (benefit) for the three nine September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Income tax expense (benefit) at United States statutory income tax rate $ 9,102 $ (563 ) $ 7,993 $ (1,202 ) Valuation allowance (9,259 ) (2,161 ) (9,269 ) (3,039 ) Non-deductible compensation 695 187 763 523 Non-taxable income — — — (524 ) Investment income (161 ) (115 ) (172 ) (158 ) State income tax 2,496 117 2,707 287 Change in unrecognized tax benefits(1) 2 2 6 (2,813 ) Indemnification receivable — — (1 ) 591 Indefinite life intangibles (78 ) 54 29 161 Disposition of subsidiary 3,267 — 3,267 — Contingent consideration 4 — 319 — Other 6 23 17 35 Income tax expense (benefit) at United States statutory income tax rate $ 6,074 $ (2,456 ) $ 5,659 $ (6,139 ) ( 1 The Company maintains a valuation allowance for its gross deferred tax assets at September 30, 2022 December 31, 2021 September 30, 2022 December 31, 2021 ferred income tax asset and liability amounts set forth in the paragraph below. During the three September 30, 2021, The Company carries net deferred income tax liab ilities of million and million September 30, 2022 December 31, 2021 • $8.2 million and $8.2 million of deferred income tax liabilities that are scheduled to reverse in periods after the expiration of the Company's consolidated U.S. net operating loss carryforwards; • $23.8 million and $23.8 million of deferred income tax liabilities related to land and indefinite lived intangible assets; • $1.1 million and $3.3 million of deferred income tax assets associated with business interest expense carryforwards with an indefinite life; • zero and $0.5 million of deferred state income tax assets; and • $0.4 million and $0.4 million of deferred state income tax liabilities. As of September 30, 2022 and December 31, 2021 , the Company carried a liability for unrecognized tax benefits of $0.1 million and $0.1 million, respectively, which is included in income taxes payable in the consolidated balance sheets. The Company classifies interest and penalty accruals, if any, related to unrecognized tax benefits as income tax expense .

Note 15 - Earnings (Loss) From

Note 15 - Earnings (Loss) From Continuing Operations Per Share	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Earnings Per Share [Text Block]	NOTE 15 The following table sets forth the reconciliation of numerators and denominators for the basic and diluted earnings (loss) from continuing operations three nine September 30, 2022 September 30, 2021 (in thousands, except per share data) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Numerator: Income (loss) from continuing operations $ 39,773 $ (226 ) $ 34,904 $ 417 Plus (less): net loss (income) attributable to noncontrolling interests 1,067 (782 ) 615 (1,469 ) Less: dividends on preferred stock (77 ) (86 ) (234 ) (409 ) Income (loss) from continuing operations attributable to common shareholders used in calculating basic earnings (loss) per share $ 40,763 $ (1,094 ) $ 35,285 $ (1,461 ) Adjustment to add-back dividends on preferred stock 77 — 234 — Adjustment for proportionate interest in Ravix's earnings attributable to common stock (23 ) — 51 — Income (loss) from continuing operations attributable to common shareholders used in calculating diluted earnings (loss) from continuing operations per share $ 40,817 $ (1,094 ) $ 35,570 $ (1,461 ) Denominator: Weighted average basic shares Weighted average common shares outstanding 22,960 22,732 22,909 22,440 Weighted average diluted shares Weighted average common shares outstanding 22,960 22,732 22,909 22,440 Effect of potentially dilutive securities (a) Unvested restricted stock awards 641 — 560 — Warrants 1,179 — 650 — Convertible preferred stock 936 — 936 — Total weighted average diluted shares 25,716 22,732 25,055 22,440 Basic earnings (loss) from continuing operations per share $ 1.78 $ (0.05 ) $ 1.54 $ (0.07 ) Diluted earnings (loss) from continuing operations per share $ 1.59 $ (0.05 ) $ 1.42 $ (0.07 ) (a) Potentially dilutive securities consist of unvested restricted stock awards and warrants, and convertible preferred stock, . Because the Company is reporting a loss from continuing operations attributable to common shareholders for the three nine months ended September 30, 2021 , all potentially dilutive securities outstanding were excluded from the from continuing operations Basi c earnings (loss) from continuing operations per loss) from continuing operations loss) from continuing operations The following weighted-average potentially dilutive securities are not diluted earnings (loss) from continuing operations loss) from continuing operations Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Unvested restricted stock awards 511,740 1,240,000 592,162 1,240,000 Warrants — 4,573,765 — 4,573,765 Convertible preferred stock — 1,142,975 — 1,142,975 Total 511,740 6,956,740 592,162 6,956,740

Note 16 - Stock-based Compensat

Note 16 - Stock-based Compensation	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Share-Based Payment Arrangement [Text Block]	NOTE 16 (a) Restricted Stock Awards of the Company Under the 2013 September 5, 2018 ( "2018 2018 March 28, 2024 2018 2018 2018 September 30, 2022 million. Under the 2020 2021 "2021 2021 2021 2021 nine September 30, 2022 2021 2021 September 30, 2022 as million. The following table summarizes the activity related to unvested 2021 2018 nine September 30, 2022 Number of Weighted-Average Restricted Grant Date Fair Stock Awards Value (per Share) Unvested at December 31, 2021 1,252,754 $ 5.09 Granted — — Vested (56,194 ) 4.65 Cancelled for Tax Withholding (43,806 ) 4.65 Unvested at September 30, 2022 1,152,754 $ 5.13 The unvested balance at September 30, 2022 f 652,754 sh 2021 2018 Stock-based compensation expense related to the Restricted Stock Awards was $0.2 million and $0.3 million for t he three September 30, 2022 and September 30, 2021 , respectively ($0.7 million and $1.9 million for the nine September 30, 2022 September 30, 2021 (b) Restricted Stock Awards of PWSC The Company's subsidiary, PWSC, granted 1,000 restricted Class B common stock awards ( "2018 September 7, 2018. 2018 December 18, 2020, 2018 PWSC granted 250 restricted Class B common stock awards to an officer of PWSC pursuant to an agreement dated December 18, 2020 ( "2020 2020 As discussed in Note 5 , " ," July 29, 2022; 2020 September 30, 2022 The service condition for the Modified PWSC RSA and the 20 20 2020 l. See 19 , " , " for further discussion related to the valuation of the Modified PWSC RSA and the 2020 The Modified PWSC RSA and the 2020 February 20, 2022 February 20, 2023. six December 31, 2021. On February 20, 2022, nine September 30, 2022 September 30, 2022 December 31, 2021, September 30, 2022 zero On February 20, 2022, 2020 nine September 30, 2022 2020 September 30, 2022 December 31, 2021, zero 2020 2020 September 30, 2022 zero Stock-based c Restricted Stock Awards of PWSC three September 30, 2022 and September 30, 2021 , respectively ($2.8 million and $1.1 million for the nine September 30, 2022 September 30, 2021 (c) Restricted Common Unit Awards of Ravix Ravix LLC granted 199,000 restricted Class B common unit awards to an officer of Ravix pursuant to an agreement dated October 1, 2021 ( "2021 2021 On October 1, 2021, one 2021 October 1, 2025 October 1, 2025 2021 : expected term of four At September 30, 2022 2021 nine September 30, 2022 2021 September 30, 2022 December 31, 2021, 2021 2021 September 30, 2022 million Stock-based c 2021 three nine months ended September 30, 2022 ,

Note 17 - Accumulated Other Com

Note 17 - Accumulated Other Comprehensive Income	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Comprehensive Income (Loss) Note [Text Block]	NOTE 17 The tables below detail the change in the balance of each component of accumulated other comprehensive income, net of tax, for the three nine September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, 2022 Unrealized Gains Foreign Change in Fair Value Total (Losses) on Currency of Debt Attributable Accumulated Other Available-for-Sale Translation to Instrument-Specific Comprehensive Investments Adjustments Credit Risk Income Balance at June 30, 2022 $ (1,871 ) $ (3,286 ) $ 41,174 $ 36,017 Other comprehensive loss arising during the period (834 ) — (3,226 ) (4,060 ) Amounts reclassified from accumulated other comprehensive income 3 — — 3 Net current-period other comprehensive loss (831 ) — (3,226 ) (4,057 ) Balance at September 30, 2022 $ (2,702 ) $ (3,286 ) $ 37,948 $ 31,960 (in thousands) Three months ended September 30, 2021 Unrealized Gains Foreign Change in Fair Value Total (Losses) on Currency of Debt Attributable Accumulated Other Available-for-Sale Translation to Instrument-Specific Comprehensive Investments Adjustments Credit Risk Income Balance at June 30, 2021 $ 125 $ (3,286 ) $ 35,595 $ 32,434 Other comprehensive loss arising during the period (105 ) — (971 ) (1,076 ) Amounts reclassified from accumulated other comprehensive income 11 — — 11 Net current-period other comprehensive loss (94 ) — (971 ) (1,065 ) Balance at September 30, 2021 $ 31 $ (3,286 ) $ 34,624 $ 31,369 (in thousands) Nine months ended September 30, 2022 Unrealized Gains Foreign Change in Fair Value Total (Losses) on Currency of Debt Attributable Accumulated Other Available-for-Sale Translation to Instrument-Specific Comprehensive Investments Adjustments Credit Risk Income Balance at January 1, 2022 $ (220 ) $ (3,286 ) $ 34,285 $ 30,779 Other comprehensive (loss) income arising during the period (2,492 ) — 3,663 1,171 Amounts reclassified from accumulated other comprehensive income 10 — — 10 Net current-period other comprehensive (loss) income (2,482 ) — 3,663 1,181 Balance at September 30, 2022 $ (2,702 ) $ (3,286 ) $ 37,948 $ 31,960 (in thousands) Nine months ended September 30, 2021 Unrealized Gains Foreign Change in Fair Value Total (Losses) on Currency of Debt Attributable Accumulated Other Available-for-Sale Translation to Instrument-Specific Comprehensive Investments Adjustments Credit Risk Income Balance at January 1, 2021 $ 216 $ (3,286 ) $ 41,129 $ 38,059 Other comprehensive loss arising during the period (210 ) — (6,505 ) (6,715 ) Amounts reclassified from accumulated other comprehensive income 25 — — 25 Net current-period other comprehensive loss (185 ) — (6,505 ) (6,690 ) Balance at September 30, 2021 $ 31 $ (3,286 ) $ 34,624 $ 31,369 It should be noted that the unaudited consolidated statements of comprehen sive income (loss) present the components of other comprehensive (loss) income, n three nine September 30, 2022 September 30, 2021 Components of accumulated other comprehensive income were reclassified to the following lines of the unaudited consolidated statements of operations for the three nine September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Reclassification of accumulated other comprehensive income from unrealized gains (losses) on available-for-sale investments to: Net realized gains $ (3 ) $ (11 ) $ (10 ) $ (25 ) Other-than-temporary impairment loss — — — — Income (loss) from continuing operations before income tax expense (benefit) (3 ) (11 ) (10 ) (25 ) Income tax expense (benefit) — — — — Income (loss) from continuing operations (3 ) (11 ) (10 ) (25 ) Loss on disposal of discontinued operations, net of taxes — — — — Net income (loss) $ (3 ) $ (11 ) $ (10 ) $ (25 )

Note 18 - Segmented Information

Note 18 - Segmented Information	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Segment Reporting Disclosure [Text Block]	NOTE 18 The Company reports segment information based on the "management" approach. The management approach designates the internal reporting used by management for making decisions and assessing performance as a source of the Company’s reportable operating segments. The Company conducts its business through the following three reportable segments: Extended Warranty, Leased Real Estate and Kingsway Search Xcelerator. Extended Warranty Segment Extended Warranty includes the following subsidiaries of the Company: IWS, Geminus, PW I, PWSC an in 5 , " ," the Company disposed of PWSC on July 29, 2022. IWS is a licensed motor vehicle service agreement company and is a provider of after-market vehicle protection services distributed by credit unions in st fifty Geminus primarily sells vehicle service agreements to used car buyers across the United States, through its subsidiaries, Penn and Prime. Penn and Prime distribute these products in and states, respectively, via independent used car dealerships and franchised car dealerships. PWI markets, sells and administers vehicle service agreements to used car buyers in all fifty three third PWSC sells new hom Trinity sells HVAC, standby generator, commercial LED lighting and commercial refrigeration warranty products and provides equipment breakdown and maintenance support services to companies across the United States. As a seller of warranty products, Trinity markets and administers product warranty contracts for certain new and used products in the HVAC, standby generator, commercial LED lighting and commercial refrigeration industries throughout the United States. Trinity acts as an agent on behalf of the third not Leased Real Estate Segment Leased Real Estate includes the Company's subsidiaries, CMC and VA Lafayette. CMC owns the Real Property that is leased to a third t operating income. VA Lafayette owns the LA Real Property that is leased to a third t operating income. Kingsway Search Xcelerator Segment Kingsway Search Xcelerator includes the Company's subsidiary, Ravix. Ravix provides outsourced financial services and human resources consulting for short or long duration engagements for customers in 24 states and 4 countries. All services are delivered by employees who are located in the United States. Revenues and Operating Income by Reportable Segment Results for the Company's reportable segments are based on the Company's internal financial reporting systems and are consistent with those followed in the preparation of the unaudited consolidated interim financial statements. The following tables provide financial data used by management. Segment assets are not not Revenues by reportable segment reconciled to consolidated revenues for the three nine September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Revenues: Extended Warranty: Service fee and commission revenue $ 18,578 $ 17,627 $ 56,308 $ 54,956 Total Extended Warranty 18,578 17,627 56,308 54,956 Leased Real Estate: Rental revenue 3,633 3,341 10,933 10,023 Total Leased Real Estate 3,633 3,341 10,933 10,023 Kingsway Search Xcelerator: Service fee and commission revenue 3,818 — 12,134 — Total Kingsway Search Xcelerator 3,818 — 12,134 — Total revenues $ 26,029 $ 20,968 $ 79,375 $ 64,979 The operating income by reportable segment in the following table is before income taxes and includes revenues and direct segment costs. Total segment operating income reconciled to the consolidat ed income (loss) from continuing operations for the three nine September 30, 2022 and September 30, 2021 were: (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Segment operating income: Extended Warranty (a) $ 2,461 $ 1,400 $ 7,120 $ 9,310 Leased Real Estate (b) 894 1,095 3,304 86 Kingsway Search Xcelerator 723 — 2,422 — Total segment operating income 4,078 2,495 12,846 9,396 Net investment income 463 389 1,547 1,213 Net realized gains 797 159 1,035 397 Loss on change in fair value of equity investments (5 ) (39 ) (53 ) (235 ) Gain on change in fair value of limited liability investments, at fair value 195 1,211 368 1,740 Gain on change in fair value of real estate investments 1,488 — 1,488 — Gain on change in fair value of derivative asset option contracts 13,498 — 13,498 — Interest expense not allocated to segments (2,139 ) (1,497 ) (5,207 ) (4,642 ) Other revenue and expenses not allocated to segments, net (7,242 ) (2,556 ) (13,487 ) (8,308 ) Amortization of intangible assets (1,409 ) (2,432 ) (4,397 ) (3,425 ) Loss on change in fair value of debt (1,794 ) (412 ) (4,992 ) (2,169 ) Gain on disposal of subsidiary 37,917 — 37,917 — Gain on extinguishment of debt not allocated to segments — — — 311 Income (loss) from continuing operations before income tax expense (benefit) 45,847 (2,682 ) 40,563 (5,722 ) Income tax expense (benefit) (b) 6,074 (2,456 ) 5,659 (6,139 ) Income (loss) from continuing operations $ 39,773 $ (226 ) $ 34,904 $ 417 (a) For the nine months ended September 30, 2021 $7.1 million nine September 30, 2021 See 11 , " ," fo (b) For the nine months ended September 30, 2021 , includes $2.9 million expense due to the release of an indemnification receivable, which is exactly offset in net income

Note 19 - Fair Value of Financi

Note 19 - Fair Value of Financial Instruments	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Fair Value Disclosures [Text Block]	NOTE 19 Fair value is the price that would be received upon sale of an asset or paid to transfer a liability in an orderly transaction between market participants at the measurement date. Fair value is best evidenced by quoted bid or ask price, as appropriate, in an active market. Where bid or ask prices are not not may not may not not may The Company employs a fair value hierarchy to categorize the inputs it uses in valuation techniques to measure the fair value. The following fair value hierarchy is used in selecting inputs, with the highest priority given to Level 1: • Level 1 • Level 2 not • Level 3 one not The Company classifies its investments in fixed maturities as available-for-sale and reports these investments at fair value. The Company's equity investments, limited liability investments, at fair value, real estate investments, subordinated debt, stock-based compensation liabilities, derivative contracts (interest rate swap an d trust preferred debt repurchase options) and contingent consideration are measured and reported at fair value. Fixed maturities - no third 2. 2 The Company engages a third third third third third third not The following is a description of the significant inputs, by asset class, used by the third 2: • U.S. government, government agencies and authorities are generally priced using the market approach. Inputs generally consist of trades of identical or similar securities, quoted prices in inactive markets and maturity. • States, municipalities and political subdivisions are generally priced using the market approach. Inputs generally consist of trades of identical or similar securities, quoted prices in inactive markets, new issuances and credit spreads. • Mortgage-backed and asset-backed securities are generally priced using the market approach. Inputs generally consist of trades of identical or similar securities, quoted prices in inactive markets, expected prepayments, expected credit default rates, delinquencies and issue specific information including, but not • Corporate securities are generally priced using the market approach using pricing vendors. Inputs generally consist of trades of identical or similar securities, quoted prices in inactive markets, issuer rating, benchmark yields, maturity and credit spreads. Equity investments - no Limited liability investments, at fair value • The fair value of Net Lease's investments in limited liability companies is based upon the net asset values of the underlying investments in companies as a practical expedient to estimate fair value. The Company applies the net asset value practical expedient to Net Lease's limited liability investments on an investment-by-investment basis unless it is probable that the Company will sell a portion of an investment at an amount different from the net asset value of the investment. Investments that are measured at fair value using the net asset value practical expedient are not • The fair value of Argo Holdings' limited liability investments that hold investments in search funds is based on the initial investment in the search funds. The fair value of Argo Holdings' limited liability investments that hold investments in private operating companies is valued using a market approach including valuation multiples applied to corresponding performance metrics, such as earnings before interest, tax, depreciation and amortization; revenue; or net earnings. The selected valuation multiples were estimated using multiples provided by the investees and review of those multiples in light of investor updates, performance reports, financial statements and other relevant information. These investments are categorized in Level 3 Real estate investments - 3 Subordinated debt - third third 2 Stock-based compensation liabilities - Certain of the restricted stock awards granted by PWSC were classified as a liability prior to the sale of PWSC on July 29, 2022. The fair value of the restricted stock awards granted by PWSC were estimated using an internal valuation model without relevant observable market inputs. The significant inputs used in the model include a valuation multiple applied to trailing twelve 3 Derivative contract - interest rate swap - As described in 10 , " ," the Company entered into an interest rate swap agreement effective April 1, 2021 2020 September 30, 2022 December 31, 2021 third 2 Derivative contracts - trust preferred debt repurchase options - As described in 10 , " ," the Company entered into three TruPs Options contracts during the third 2022. September 30, 2022 TruPs Options contracts interest rate volatility, debt coupon interest rate and time to maturity. The TruPs Options contracts are categorized in Level 3 Contingent consideration - may October 2024. one non-operating other revenue. 3 Assets and Liabilities Measured at Fair Value on a Recurring Basis The balances of the Company's financial assets and liabilities measured at fair value on a recurring basis by level within the fair value hierarchy as of September 30, 2022 December 31, 2021 not (in thousands) September 30, 2022 Fair Value Measurements at the End of the Reporting Period Using Quoted Prices in Significant Significant Active Markets for Other Observable Unobservable Identical Assets Inputs Inputs Measured at Total (Level 1) (Level 2) (Level 3) Net Asset Value Recurring fair value measurements: Assets: Fixed maturities: U.S. government, government agencies and authorities $ 14,594 $ — $ 14,594 $ — $ — States, municipalities and political subdivisions 2,144 — 2,144 — — Mortgage-backed 8,178 — 8,178 — — Asset-backed 1,622 — 1,622 — — Corporate 10,190 — 10,190 — — Total fixed maturities 36,728 — 36,728 — — Equity investments: Common stock 126 126 — — — Total equity investments 126 126 — — — Limited liability investments, at fair value 19,182 — — 3,215 15,967 Real estate investments 12,150 — — 12,150 — Derivative contract - interest rate swap 342 — 342 — — Derivative contract - trust preferred debt repurchase options 15,802 — — 15,802 — Total assets $ 84,330 $ 126 $ 37,070 $ 31,167 $ 15,967 Liabilities: Subordinated debt $ 62,302 $ — $ 62,302 $ — $ — Contingent consideration 3,977 — — 3,977 — Stock-based compensation liabilities — — — — — Total liabilities $ 66,279 $ — $ 62,302 $ 3,977 $ — (in thousands) December 31, 2021 Fair Value Measurements at the End of the Reporting Period Using Quoted Prices in Significant Significant Active Markets for Other Observable Unobservable Identical Assets Inputs Inputs Measured at Total (Level 1) (Level 2) (Level 3) Net Asset Value Recurring fair value measurements: Assets: Fixed maturities: U.S. government, government agencies and authorities $ 16,223 $ — $ 16,223 $ — $ — States municipalities and political subdivisions 1,878 — 1,878 — — Mortgage-backed 7,629 — 7,629 — — Asset-backed 445 — 445 — — Corporate 9,491 — 9,491 — — Total fixed maturities 35,666 — 35,666 — — Equity investments: Common stock 171 171 — — — Warrants 8 — 8 — — Total equity investments 179 171 8 — — Limited liability investments, at fair value 18,826 — — 4,022 14,804 Real estate investments 10,662 — — 10,662 — Total assets $ 65,333 $ 171 $ 35,674 $ 14,684 $ 14,804 Liabilities: Subordinated debt $ 60,973 $ — $ 60,973 $ — $ — Contingent consideration 2,458 — — 2,458 — Stock-based compensation liabilities 1,402 — — 1,402 — Derivative contract - interest rate swap 14 — 14 — — Total liabilities $ 64,847 $ — $ 60,987 $ 3,860 $ — The following table provides a reconciliation of the fair value of recurring Level 3 three nine September 30, 2022 September 30, 2021 (in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Assets: Limited liability investments, at fair value: Beginning balance $ 3,413 $ 3,302 $ 4,022 $ 3,263 Distributions received (250 ) (80 ) (461 ) (313 ) Realized gains included in net income (loss) 250 80 447 290 Change in fair value of limited liability investments, at fair value included in net income (loss) (198 ) 442 (793 ) 504 Ending balance $ 3,215 $ 3,744 $ 3,215 $ 3,744 Unrealized (gains) losses on limited liability investments, at fair value held at end of period: Included in net income (loss) $ (198 ) $ 442 $ (793 ) $ 504 Included in other comprehensive (loss) income $ — $ — $ — $ — Real estate investments: Beginning balance $ 10,662 $ 10,662 $ 10,662 $ 10,662 Change in fair value of real estate investments included in net income (loss) 1,488 — 1,488 — Ending balance $ 12,150 $ 10,662 $ 12,150 $ 10,662 Unrealized gains recognized on real estate investments held at end of period: Included in net income (loss) $ 1,488 $ — $ 1,488 $ — Included in other comprehensive (loss) income — — — — Derivative - trust preferred debt repurchase options: Beginning balance $ — $ — $ — $ — Purchase of options 2,304 — 2,304 — Initial valuation of options included in net income (loss) 11,412 — 11,412 — Change in fair value of derivative assets included in net income (loss) 2,086 — 2,086 — Ending balance $ 15,802 $ — $ 15,802 $ — Unrealized gains recognized on derivative assets held at end of period: Included in net income (loss) $ 13,498 $ — $ 13,498 $ — Included in other comprehensive (loss) income — — — — Ending balance - assets $ 31,167 $ 14,406 $ 31,167 $ 14,406 Liabilities: Contingent consideration: Beginning balance $ 3,959 $ — $ 2,458 $ — Change in fair value of contingent consideration included in net income (loss) 18 — 1,519 — Ending balance $ 3,977 $ — $ 3,977 $ — Unrealized gains recognized on contingent consideration liability held at end of period: Included in net income (loss) $ 18 $ — $ 1,519 $ — Included in other comprehensive (loss) income $ — $ — $ — $ — Stock-based compensation liabilities: Beginning balance $ 1,475 $ 1,134 $ 1,402 $ 443 Change in fair value of stock-based compensation liabilities included in net income (loss) 2,707 172 2,780 863 Stock-based compensation liabilities disposed of related to PWSC (4,182 ) — (4,182 ) — Ending balance $ — $ 1,306 $ — $ 1,306 Unrealized gains recognized on stock-based compensation liabilities held at end of period: Included in net income (loss) $ 2,707 $ 172 $ 2,780 $ 863 Included in other comprehensive (loss) income $ — $ — $ — $ — Ending balance - liabilities $ 3,977 $ 1,306 $ 3,977 $ 1,306 The following table summarizes the valuation techniques and significant unobservable inputs utilized in determining fair values for the Company's investments that are categorized as Level 3 September 30, 2022 Categories Fair Value Valuation Techniques Unobservable Inputs Input Value(s) Limited liability investments, at fair value $ 3,215 Market approach Valuation multiples 1.0x - 9.0x Real estate investments $ 12,150 Market and income approach Cap rates 7.5 % Derivative - trust preferred debt repurchase options $ 15,802 Binomial lattice option approach Credit spread 10.47 % Interest rate volatility 2.3 % Debt coupon interest rate 7.71% 7.85% Time to maturity (in years) 10.6 10.84 Contingent consideration $ 3,977 Option-based income approach Discount rate 7.00 % Risk-free rate 4.18 % Expected volatility 0.13 The following table summarizes the valuation techniques and significant unobservable inputs utilized in determining fair values for the Company's investments that are categorized as Level 3 December 31, 2021 Categories Fair Value Valuation Techniques Unobservable Inputs Input Value(s) Limited liability investments, at fair value $ 4,022 Market approach Valuation multiples 1.0x - 8.0x Real estate investments $ 10,662 Market and income approach Cap rates 7.5 % Contingent consideration $ 2,458 Option-based income approach Discount rate 4.0 % Risk-free rate 0.49 % Expected volatility 15.0 % Stock-based compensation liabilities $ 1,402 Market approach Valuation multiple 6.0x Investments Measured Using the Net Asset Value per Share Practical Expedient The following table summarizes investments for which fair value is measured using the net asset value per share practical expedient at September 30, 2022 Fair Value Redemption Category (in thousands) Unfunded Commitments Redemption Frequency Notice Period Limited liability investments, at fair value $ 15,967 n/a n/a n/a The following table summarizes investments for which fair value is measured using the net asset value per share practical expedient at December 31, 2021 Fair Value Redemption Category (in thousands) Unfunded Commitments Redemption Frequency Notice Period Limited liability investments, at fair value $ 14,804 n/a n/a n/a Assets and Liabilities Measured at Fair Value on a Nonrecurring Basis Certain assets and liabilities are measured at fair value on a nonrecurring basis, including assets that are adjusted for observable price changes or written down to fair value as a result of an impairment. For the three nine September 30, 2022 September 30, 2021 not anges. The Company did not three nine September 30, 2022 September 30, 2021 To determine the fair value of investments in these private companies, the Company considered rounds of financing and third 3

Note 20 - Related Parties

Note 20 - Related Parties	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Related Party Transactions Disclosure [Text Block]	NOTE 20 Related party transactions, including services provided to or received by the Company's subsidiaries, are measured in part by the amount of consideration paid or received as established and agreed by the parties. Except where disclosed elsewhere in these unaudited consolidated interim financial statements, the following is a summary of related party relationships and transactions. (a) Argo Management Group, LLC The Company acquired Argo Management Group, LLC ("Argo Management") in April 2016. September 30, 2022 December 31, 2021 no nine September 30, 2022 December 31, 2021 (b) VA Lafayette (formerly RoeCo) On Dec ember 30 2021, from a current holder of the Company’s Preferred Shares (refer to 5 , " ," for further detail). The Company determined the acquisition was an arms-length transaction based upon the purchase price paid compared to the pricing of similar third

Note 21 - Commitments and Conti

Note 21 - Commitments and Contingencies	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Commitments and Contingencies Disclosure [Text Block]	NOTE 21 (a) Legal proceedings: CMC Industries In April 2018, July 2016 not In March 2021, (a) if such net proceeds are equal to or greater than $72 million, (i) CMCA would receive the first (b) if such net proceeds are less than $72 million, (i) 55% to CMCA as a distribution of a preferred return on its ownership of CMC, (ii) 12.9% to CRIC as a distribution on its ownership of CMC, and (iii) 32.1% to DGI in the form of a management fee to DGI under the MSA. On June 2, 2021, second 2021 Aegis In May 2016, November 2015 January 20, 2020, one may 2020, third 2021, During the first third 2022, nine September 30, 2022 not September 30, 2022 no September 30, 2022 (b) Guarantees: Mendota As part of the October 18, 2018 June 30, 2018 Per the purchase agreement, a security interest on the Company’s equity interest in its consolidated subsidiary, Net Lease, as well as any distributions to the Company from Net Lease, was to be collateral for the Company’s payment of obligations with respect to the open claims. During the third 2021, During the third 2022, no not first 2023. September 30, 2022 three September 30, 2022 no first 2023. nine September 30, 2022 September 30, 2021 CMC Industries In conjunction with the Additional Mortgage, TRT paid a guarantee fee of $1.1 million to a third second 2021, VA Lafayette (formerly RoeCo) The LA Mortgage is nonrecourse indebtedness with respect to the assets of VA Lafayette, and the LA Mortgage is not, (c) Collateral pledged and restricted cash: Short-term investments with an estimated fair value o f $0.2 million a September 30, 2022 December 31, 2021 The Company also has restricted cash of million and million September 30, 2022 December 31, 2021 • $8.6 million and $12.6 million at September 30, 2022 and December 31, 2021 , respectively, held as deposits by IWS, Geminus, PWI, PWSC ( December 31, 2021 • $1.9 million at both September 30, 2022 and December 31, 2021 , on deposit with state regulatory authorities; and • $2.7 million and $2.8 million at September 30, 2022 and December 31, 2021 , respectively, pledged to third

Note 22 - Subsequent Event

Note 22 - Subsequent Event	9 Months Ended
	Sep. 30, 2022
Notes to Financial Statements
Subsequent Events [Text Block]	NOTE 22 On November 1, 2022, July 13, 2015 ( Pursuant to the terms of the Agreement, as consideration for the CSuite Interests, CSuite LLC paid to the Sellers aggregate cash consideration of approximately $8.5 million, less certain escrowed amounts for purposes of indemnification claims and working capital adjustments (the "Closing Consideration"), but inclusive of $0.9 million for cash on hand at close. The Closing Consideration was paid using cash on hand. CSuite LLC will also pay additional contingent consideration, only to the extent earned, in an aggregate amount of up to $3.6 million (the "Earnout Payments"), which is subject to certain conditions, including the successful achievement of gross profit for CSuite Financial Partners, LLC during the three first may first six no

Significant Accounting Policies

Significant Accounting Policies (Policies)	9 Months Ended
	Sep. 30, 2022
Accounting Policies [Abstract]
Contingent Revenue [Policy Text Block]	Contingent revenue The terms of the sale of one 5 (c), " ," for further discussion.
Derivatives, Policy [Policy Text Block]	Derivative financial instruments Derivative financial instruments include an interest rate swap contact and the trust preferred debt repurchase options. The Company measures derivative financial instruments at fair value. The fair value of derivative financial instruments is required to be revalued each reporting period, with corresponding changes in fair value recorded in the consolidated statements of operations. Realized gains or losses are recognized upon settlement of the contracts. Refer to 10 , " ," for further information.
Holding Company Liquidity, Policy [Policy Text Block]	Holding Company Liquidity The Company's Extended Warranty and Kingsway Search Xcelerator subsidiaries fund their obligations primarily through service fee and commission revenue. The Company's Leased Real Estate subsidiaries fund their obligations through rental revenue. The liquidity of the holding company is managed separately from its subsidiaries. The obligations of the holding company primarily consist of holding company operating expenses; transaction-related expenses; investments; certain debt and associated interest; and any other extraordinary demands on the holding company. Actions available to the holding company to generate liquidity in order to meet its obligations include the sale of passive investments; sale of subsidiaries; issuance of debt or equity securities; exercise of warrants; distributions from the Company’s Extended Warranty subsidiaries, subject to certain restrictions; and giving notice to its Trust Preferred trustees of its intention to exercise its voluntary right to defer interest payments for up to 20 third 2018. Historically, dividends from the Leased Real Estate segment were not trigger payment of service fees. However, as more fully described in 21 , " ," the holding company is now permitted to receive 20% of the proceeds from the increased rental payments resulting from an earlier amendment to the lease (or any borrowings against such increased rental payments). Refer to 11 , " ," for further information about this borrowing. The holding company’s liquidity, defined as the amount of cash in the bank accounts of Kingsway Financial Services Inc. and Kingsway America Inc. , was million and $2.2 million at September 30, 2022 and December 31, 2021 , respectively, which excludes future actions available to the holding company that could be taken to generate liquidity. The holding company cash amounts are reflected in the cash and cash $48.6 million September 30, 2022 December 31, 2021 As of September 30, 2022 April 1, 2021 ( million a September 30, 2022 not of million, September 30, 2022 no third 2023. Based on the Company’s current business plan and revenue prospects, existing cash, cash equivalents, investment balances and anticipated cash flows from operations are expected to be sufficient to meet the Company’s working capital and operating expenditure requirements, including the cash that may twelve not 19

Note 6 - Investments (Tables)

Note 6 - Investments (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Schedule of Available-for-Sale Securities Reconciliation [Table Text Block]	(in thousands) September 30, 2022 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 15,389 $ — $ 795 $ 14,594 States, municipalities and political subdivisions 2,315 — 171 2,144 Mortgage-backed 8,850 — 672 8,178 Asset-backed 1,697 — 75 1,622 Corporate 11,256 — 1,066 10,190 Total fixed maturities $ 39,507 $ — $ 2,779 $ 36,728 (in thousands) December 31, 2021 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 16,276 $ 31 $ 84 $ 16,223 States, municipalities and political subdivisions 1,880 3 5 1,878 Mortgage-backed 7,679 18 68 7,629 Asset-backed 449 — 4 445 Corporate 9,605 15 129 9,491 Total fixed maturities $ 35,889 $ 67 $ 290 $ 35,666
Investments Classified by Contractual Maturity Date [Table Text Block]	(in thousands) September 30, 2022 Amortized Cost Estimated Fair Value Due in one year or less $ 8,618 $ 8,467 Due after one year through five years 24,563 22,624 Due after five years through ten years 1,952 1,727 Due after ten years 4,374 3,910 Total $ 39,507 $ 36,728
Debt Securities, Available-for-Sale, Unrealized Loss Position, Fair Value [Table Text Block]	(in thousands) September 30, 2022 Less than 12 Months Greater than 12 Months Total Estimated Fair Value Unrealized Loss Estimated Fair Value Unrealized Loss Estimated Fair Value Unrealized Loss Fixed maturities: U.S. government, government agencies and authorities $ 4,407 $ 89 $ 10,187 $ 706 $ 14,594 $ 795 States, municipalities and political subdivisions 726 61 1,344 110 2,070 171 Mortgage-backed 4,119 328 3,870 344 7,989 672 Asset-backed 1,249 58 373 17 1,622 75 Corporate 5,768 571 4,422 495 10,190 1,066 Total fixed maturities $ 16,269 $ 1,107 $ 20,196 $ 1,672 $ 36,465 $ 2,779 (in thousands) December 31, 2021 Less than 12 Months Greater than 12 Months Total Estimated Fair Value Unrealized Loss Estimated Fair Value Unrealized Loss Estimated Fair Value Unrealized Loss Fixed maturities: U.S. government, government agencies and authorities $ 12,077 $ 84 $ — $ — $ 12,077 $ 84 States, municipalities and political subdivisions 846 5 — — 846 5 Mortgage-backed 5,388 68 — — 5,388 68 Asset-backed 445 4 — — 445 4 Corporate 7,542 129 — — 7,542 129 Total fixed maturities $ 26,298 $ 290 $ — $ — $ 26,298 $ 290
Investment Income [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Investment income: Interest from fixed maturities $ 153 $ 62 $ 363 $ 160 Dividends 42 31 106 94 (Loss) income from limited liability investments (12 ) (14 ) 275 31 Income from limited liability investments, at fair value — 25 4 106 Income from real estate investments 200 200 600 600 Other 110 94 280 274 Gross investment income 493 398 1,628 1,265 Investment expenses (30 ) (9 ) (81 ) (52 ) Net investment income $ 463 $ 389 $ 1,547 $ 1,213
Realized Gain (Loss) on Investments [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Gross realized gains $ 1,214 $ 193 $ 1,473 $ 505 Gross realized losses (417 ) (34 ) (438 ) (108 ) Net realized gains $ 797 $ 159 $ 1,035 $ 397
Fair Value, Measured on Recurring Basis, Gain (Loss) Included in Earnings [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Net gains recognized on equity investments sold during the period $ — $ — $ — $ 13 Change in unrealized losses on equity investments held at end of the period (5 ) (39 ) (53 ) (248 ) Loss on change in fair value of equity investments $ (5 ) $ (39 ) $ (53 ) $ (235 )

Note 7 - Goodwill (Tables)

Note 7 - Goodwill (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Schedule of Goodwill [Table Text Block]	(in thousands) Extended Warranty Leased Real Estate Kingsway Search Xcelerator Corporate Total Balance, December 31, 2021 $ 40,627 $ 60,983 $ 7,905 $ 732 $ 110,247 Goodwill disposed of related to PWSC (9,474 ) — — — (9,474 ) Balance, September 30, 2022 $ 31,153 $ 60,983 $ 7,905 $ 732 $ 100,773

Note 8 - Intangible Assets (Tab

Note 8 - Intangible Assets (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Schedule of Finite-Lived Intangible Assets [Table Text Block]	(in thousands) September 30, 2022 Gross Carrying Value Accumulated Amortization Net Carrying Value Intangible assets subject to amortization: Database $ 4,918 $ 4,809 $ 109 Vehicle service agreements in-force 3,680 3,680 — Customer relationships 26,342 11,847 14,495 In-place lease and other lease assets 3,238 499 2,739 Above-market lease 835 43 792 Non-compete — — — Intangible assets not subject to amortization: Tenant relationship 73,667 — 73,667 Trade names 9,687 — 9,687 Total $ 122,367 $ 20,878 $ 101,489 (in thousands) December 31, 2021 Gross Carrying Value Accumulated Amortization Net Carrying Value Intangible assets subject to amortization: Database $ 4,918 $ 4,488 $ 430 Vehicle service agreements in-force 3,680 3,680 — Customer relationships 31,645 11,598 20,047 In-place lease and other lease assets 3,238 343 2,895 Above-market lease 835 — 835 Non-compete 266 224 42 Intangible assets not subject to amortization: Tenant relationship 73,667 — 73,667 Trade names 10,314 — 10,314 Total $ 128,563 $ 20,333 $ 108,230

Note 9 - Property and Equipme_2

Note 9 - Property and Equipment (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Property, Plant and Equipment [Table Text Block]	(in thousands) September 30, 2022 Cost Accumulated Depreciation Carrying Value Land $ 25,623 $ — $ 25,623 Site and tenant improvements 92,047 23,988 68,059 Buildings 11,805 277 11,528 Leasehold improvements 485 184 301 Furniture and equipment 379 310 69 Computer hardware 920 475 445 Total $ 131,259 $ 25,234 $ 106,025 (in thousands) December 31, 2021 Cost Accumulated Depreciation Carrying Value Land $ 25,623 $ — $ 25,623 Site and tenant improvements 92,047 21,910 70,137 Buildings 11,805 79 11,726 Leasehold improvements 286 163 123 Furniture and equipment 562 442 120 Computer hardware 2,488 1,630 858 Total $ 132,811 $ 24,224 $ 108,587

Note 11 - Debt (Tables)

Note 11 - Debt (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Schedule of Carrying Values and Estimated Fair Values of Debt Instruments [Table Text Block]	(in thousands) September 30, 2022 December 31, 2021 Principal Carrying Value Fair Value Principal Carrying Value Fair Value Bank loan: Ravix Loan $ 5,450 $ 5,317 $ 5,258 $ 6,000 $ 5,847 $ 5,936 2020 KWH Loan 16,708 16,452 15,907 21,186 20,870 20,815 Total bank loans 22,158 21,769 21,165 27,186 26,717 26,751 Notes payable: Mortgage 158,647 164,756 144,151 161,998 168,730 182,128 Additional Mortgage 13,924 12,404 12,298 14,514 12,901 15,104 LA Mortgage 13,046 16,354 12,849 13,463 16,983 16,437 Flower Note 6,040 6,040 5,916 6,411 6,411 7,101 Total notes payable 191,657 199,554 175,214 196,386 205,025 220,770 Subordinated debt 90,500 62,302 62,302 90,500 60,973 60,973 Total $ 304,315 $ 283,625 $ 258,681 $ 314,072 $ 292,715 $ 308,494
Schedule of Subordinated Borrowing [Table Text Block]	Issuer Principal (in thousands) Issue date Interest Redemption date Kingsway CT Statutory Trust I $ 15,000 12/4/2002 annual interest rate equal to LIBOR, plus 4.00% payable quarterly 12/4/2032 Kingsway CT Statutory Trust II $ 17,500 5/15/2003 annual interest rate equal to LIBOR, plus 4.10% payable quarterly 5/15/2033 Kingsway CT Statutory Trust III $ 20,000 10/29/2003 annual interest rate equal to LIBOR, plus 3.95% payable quarterly 10/29/2033 Kingsway DE Statutory Trust III $ 15,000 5/22/2003 annual interest rate equal to LIBOR, plus 4.20% payable quarterly 5/22/2033 Kingsway DE Statutory Trust IV $ 10,000 9/30/2003 annual interest rate equal to LIBOR, plus 3.85% payable quarterly 9/30/2033 Kingsway DE Statutory Trust VI $ 13,000 12/16/2003 annual interest rate equal to LIBOR, plus 4.00% payable quarterly 1/8/2034

Note 12 - Leases (Tables)

Note 12 - Leases (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Lessee, Operating Lease, Liability, Maturity [Table Text Block]	(in thousands) Lease Commitments 2022 $ 162 2023 402 2024 356 2025 180 2026 114 2027 and thereafter 120 Total undiscounted lease payments 1,334 Imputed interest 145 Total lease liabilities $ 1,189
Schedule of Components of Leveraged Lease Investments [Table Text Block]	(in thousands) September 30, 2022 December 31, 2021 Land $ 25,623 $ 25,623 Site improvements 92,047 92,047 Buildings 11,805 11,805 Gross property and equipment leased 129,475 129,475 Accumulation depreciation (24,265 ) (21,989 ) Net property and equipment leased $ 105,210 $ 107,486
Lessor, Operating Lease, Payment to be Received, Fiscal Year Maturity [Table Text Block]	(in thousands) 2022 $ 3,507 2023 14,190 2024 14,475 2025 14,766 2026 14,883 Thereafter 119,590

Note 13 - Revenue From Contra_2

Note 13 - Revenue From Contracts With Customers (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Disaggregation of Revenue [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Vehicle service agreement fees and GAP commissions IWS, Geminus and PWI $ 15,046 $ 12,905 $ 43,181 $ 42,255 Maintenance support service fees Trinity 1,555 1,396 4,747 3,482 Warranty product commissions Trinity 1,264 1,306 3,492 3,298 Homebuilder warranty service fees PWSC (a) 621 1,790 4,348 5,322 Homebuilder warranty commissions PWSC (a) 92 230 540 599 Business services consulting fees Ravix 3,818 — 12,134 — Service fee and commission revenue $ 22,396 $ 17,627 $ 68,442 $ 54,956
Contract with Customer, Contract Asset, Contract Liability, and Receivable [Table Text Block]	(in thousands) Nine months ended September 30, 2022 Balance, December 31, 2021 $ 89,217 Deferral of revenue 47,047 Recognition of deferred service fees (44,240 ) Deferred service fees disposed of related to PWSC (7,596 ) Balance, September 30, 2022 $ 84,428
Capitalized Contract Cost [Table Text Block]	(in thousands) Three months ended September 30, 2022 Three months ended September 30, 2021 Costs to Obtain a Contract Costs to Fulfill a Contract Total Costs to Obtain a Contract Costs to Fulfill a Contract Total Balance at June 30, net $ 12,535 $ 82 $ 12,617 $ 9,025 $ 81 $ 9,106 Additions 2,389 5 2,394 1,292 5 1,297 Amortization (1,943 ) (3 ) (1,946 ) (1,349 ) (7 ) (1,356 ) Balance at September 30, net $ 12,981 $ 84 $ 13,065 $ 8,968 $ 79 $ 9,047 (in thousands) Nine months ended September 30, 2022 Nine months ended September 30, 2021 Costs to Obtain a Contract Costs to Fulfill a Contract Total Costs to Obtain a Contract Costs to Fulfill a Contract Total Balance at December 31, net $ 10,850 $ 80 $ 10,930 $ 8,759 $ 76 $ 8,835 Additions 7,233 16 7,249 4,313 22 4,335 Amortization (5,102 ) (12 ) (5,114 ) (4,104 ) (19 ) (4,123 ) Balance at September 30, net $ 12,981 $ 84 $ 13,065 $ 8,968 $ 79 $ 9,047

Note 14 - Income Taxes (Tables)

Note 14 - Income Taxes (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Schedule of Effective Income Tax Rate Reconciliation [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Income tax expense (benefit) at United States statutory income tax rate $ 9,102 $ (563 ) $ 7,993 $ (1,202 ) Valuation allowance (9,259 ) (2,161 ) (9,269 ) (3,039 ) Non-deductible compensation 695 187 763 523 Non-taxable income — — — (524 ) Investment income (161 ) (115 ) (172 ) (158 ) State income tax 2,496 117 2,707 287 Change in unrecognized tax benefits(1) 2 2 6 (2,813 ) Indemnification receivable — — (1 ) 591 Indefinite life intangibles (78 ) 54 29 161 Disposition of subsidiary 3,267 — 3,267 — Contingent consideration 4 — 319 — Other 6 23 17 35 Income tax expense (benefit) at United States statutory income tax rate $ 6,074 $ (2,456 ) $ 5,659 $ (6,139 )

Note 15 - Earnings (Loss) Fro_2

Note 15 - Earnings (Loss) From Continuing Operations Per Share (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Schedule of Earnings Per Share, Basic and Diluted [Table Text Block]	(in thousands, except per share data) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Numerator: Income (loss) from continuing operations $ 39,773 $ (226 ) $ 34,904 $ 417 Plus (less): net loss (income) attributable to noncontrolling interests 1,067 (782 ) 615 (1,469 ) Less: dividends on preferred stock (77 ) (86 ) (234 ) (409 ) Income (loss) from continuing operations attributable to common shareholders used in calculating basic earnings (loss) per share $ 40,763 $ (1,094 ) $ 35,285 $ (1,461 ) Adjustment to add-back dividends on preferred stock 77 — 234 — Adjustment for proportionate interest in Ravix's earnings attributable to common stock (23 ) — 51 — Income (loss) from continuing operations attributable to common shareholders used in calculating diluted earnings (loss) from continuing operations per share $ 40,817 $ (1,094 ) $ 35,570 $ (1,461 ) Denominator: Weighted average basic shares Weighted average common shares outstanding 22,960 22,732 22,909 22,440 Weighted average diluted shares Weighted average common shares outstanding 22,960 22,732 22,909 22,440 Effect of potentially dilutive securities (a) Unvested restricted stock awards 641 — 560 — Warrants 1,179 — 650 — Convertible preferred stock 936 — 936 — Total weighted average diluted shares 25,716 22,732 25,055 22,440 Basic earnings (loss) from continuing operations per share $ 1.78 $ (0.05 ) $ 1.54 $ (0.07 ) Diluted earnings (loss) from continuing operations per share $ 1.59 $ (0.05 ) $ 1.42 $ (0.07 )
Schedule of Antidilutive Securities Excluded from Computation of Earnings Per Share [Table Text Block]	Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Unvested restricted stock awards 511,740 1,240,000 592,162 1,240,000 Warrants — 4,573,765 — 4,573,765 Convertible preferred stock — 1,142,975 — 1,142,975 Total 511,740 6,956,740 592,162 6,956,740

Note 16 - Stock-based Compens_2

Note 16 - Stock-based Compensation (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Share-Based Payment Arrangement, Restricted Stock and Restricted Stock Unit, Activity [Table Text Block]	Number of Weighted-Average Restricted Grant Date Fair Stock Awards Value (per Share) Unvested at December 31, 2021 1,252,754 $ 5.09 Granted — — Vested (56,194 ) 4.65 Cancelled for Tax Withholding (43,806 ) 4.65 Unvested at September 30, 2022 1,152,754 $ 5.13

Note 17 - Accumulated Other C_2

Note 17 - Accumulated Other Comprehensive Income (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Schedule of Accumulated Other Comprehensive Income (Loss) [Table Text Block]	(in thousands) Three months ended September 30, 2022 Unrealized Gains Foreign Change in Fair Value Total (Losses) on Currency of Debt Attributable Accumulated Other Available-for-Sale Translation to Instrument-Specific Comprehensive Investments Adjustments Credit Risk Income Balance at June 30, 2022 $ (1,871 ) $ (3,286 ) $ 41,174 $ 36,017 Other comprehensive loss arising during the period (834 ) — (3,226 ) (4,060 ) Amounts reclassified from accumulated other comprehensive income 3 — — 3 Net current-period other comprehensive loss (831 ) — (3,226 ) (4,057 ) Balance at September 30, 2022 $ (2,702 ) $ (3,286 ) $ 37,948 $ 31,960 (in thousands) Three months ended September 30, 2021 Unrealized Gains Foreign Change in Fair Value Total (Losses) on Currency of Debt Attributable Accumulated Other Available-for-Sale Translation to Instrument-Specific Comprehensive Investments Adjustments Credit Risk Income Balance at June 30, 2021 $ 125 $ (3,286 ) $ 35,595 $ 32,434 Other comprehensive loss arising during the period (105 ) — (971 ) (1,076 ) Amounts reclassified from accumulated other comprehensive income 11 — — 11 Net current-period other comprehensive loss (94 ) — (971 ) (1,065 ) Balance at September 30, 2021 $ 31 $ (3,286 ) $ 34,624 $ 31,369 (in thousands) Nine months ended September 30, 2022 Unrealized Gains Foreign Change in Fair Value Total (Losses) on Currency of Debt Attributable Accumulated Other Available-for-Sale Translation to Instrument-Specific Comprehensive Investments Adjustments Credit Risk Income Balance at January 1, 2022 $ (220 ) $ (3,286 ) $ 34,285 $ 30,779 Other comprehensive (loss) income arising during the period (2,492 ) — 3,663 1,171 Amounts reclassified from accumulated other comprehensive income 10 — — 10 Net current-period other comprehensive (loss) income (2,482 ) — 3,663 1,181 Balance at September 30, 2022 $ (2,702 ) $ (3,286 ) $ 37,948 $ 31,960 (in thousands) Nine months ended September 30, 2021 Unrealized Gains Foreign Change in Fair Value Total (Losses) on Currency of Debt Attributable Accumulated Other Available-for-Sale Translation to Instrument-Specific Comprehensive Investments Adjustments Credit Risk Income Balance at January 1, 2021 $ 216 $ (3,286 ) $ 41,129 $ 38,059 Other comprehensive loss arising during the period (210 ) — (6,505 ) (6,715 ) Amounts reclassified from accumulated other comprehensive income 25 — — 25 Net current-period other comprehensive loss (185 ) — (6,505 ) (6,690 ) Balance at September 30, 2021 $ 31 $ (3,286 ) $ 34,624 $ 31,369
Reclassification out of Accumulated Other Comprehensive Income [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Reclassification of accumulated other comprehensive income from unrealized gains (losses) on available-for-sale investments to: Net realized gains $ (3 ) $ (11 ) $ (10 ) $ (25 ) Other-than-temporary impairment loss — — — — Income (loss) from continuing operations before income tax expense (benefit) (3 ) (11 ) (10 ) (25 ) Income tax expense (benefit) — — — — Income (loss) from continuing operations (3 ) (11 ) (10 ) (25 ) Loss on disposal of discontinued operations, net of taxes — — — — Net income (loss) $ (3 ) $ (11 ) $ (10 ) $ (25 )

Note 18 - Segmented Informati_2

Note 18 - Segmented Information (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Reconciliation of Revenue from Segments to Consolidated [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Revenues: Extended Warranty: Service fee and commission revenue $ 18,578 $ 17,627 $ 56,308 $ 54,956 Total Extended Warranty 18,578 17,627 56,308 54,956 Leased Real Estate: Rental revenue 3,633 3,341 10,933 10,023 Total Leased Real Estate 3,633 3,341 10,933 10,023 Kingsway Search Xcelerator: Service fee and commission revenue 3,818 — 12,134 — Total Kingsway Search Xcelerator 3,818 — 12,134 — Total revenues $ 26,029 $ 20,968 $ 79,375 $ 64,979
Reconciliation of Operating Profit (Loss) from Segments to Consolidated [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Segment operating income: Extended Warranty (a) $ 2,461 $ 1,400 $ 7,120 $ 9,310 Leased Real Estate (b) 894 1,095 3,304 86 Kingsway Search Xcelerator 723 — 2,422 — Total segment operating income 4,078 2,495 12,846 9,396 Net investment income 463 389 1,547 1,213 Net realized gains 797 159 1,035 397 Loss on change in fair value of equity investments (5 ) (39 ) (53 ) (235 ) Gain on change in fair value of limited liability investments, at fair value 195 1,211 368 1,740 Gain on change in fair value of real estate investments 1,488 — 1,488 — Gain on change in fair value of derivative asset option contracts 13,498 — 13,498 — Interest expense not allocated to segments (2,139 ) (1,497 ) (5,207 ) (4,642 ) Other revenue and expenses not allocated to segments, net (7,242 ) (2,556 ) (13,487 ) (8,308 ) Amortization of intangible assets (1,409 ) (2,432 ) (4,397 ) (3,425 ) Loss on change in fair value of debt (1,794 ) (412 ) (4,992 ) (2,169 ) Gain on disposal of subsidiary 37,917 — 37,917 — Gain on extinguishment of debt not allocated to segments — — — 311 Income (loss) from continuing operations before income tax expense (benefit) 45,847 (2,682 ) 40,563 (5,722 ) Income tax expense (benefit) (b) 6,074 (2,456 ) 5,659 (6,139 ) Income (loss) from continuing operations $ 39,773 $ (226 ) $ 34,904 $ 417

Note 19 - Fair Value of Finan_2

Note 19 - Fair Value of Financial Instruments (Tables)	9 Months Ended
	Sep. 30, 2022
Notes Tables
Schedule of Fair Value, Assets and Liabilities Measured on Recurring Basis [Table Text Block]	(in thousands) September 30, 2022 Fair Value Measurements at the End of the Reporting Period Using Quoted Prices in Significant Significant Active Markets for Other Observable Unobservable Identical Assets Inputs Inputs Measured at Total (Level 1) (Level 2) (Level 3) Net Asset Value Recurring fair value measurements: Assets: Fixed maturities: U.S. government, government agencies and authorities $ 14,594 $ — $ 14,594 $ — $ — States, municipalities and political subdivisions 2,144 — 2,144 — — Mortgage-backed 8,178 — 8,178 — — Asset-backed 1,622 — 1,622 — — Corporate 10,190 — 10,190 — — Total fixed maturities 36,728 — 36,728 — — Equity investments: Common stock 126 126 — — — Total equity investments 126 126 — — — Limited liability investments, at fair value 19,182 — — 3,215 15,967 Real estate investments 12,150 — — 12,150 — Derivative contract - interest rate swap 342 — 342 — — Derivative contract - trust preferred debt repurchase options 15,802 — — 15,802 — Total assets $ 84,330 $ 126 $ 37,070 $ 31,167 $ 15,967 Liabilities: Subordinated debt $ 62,302 $ — $ 62,302 $ — $ — Contingent consideration 3,977 — — 3,977 — Stock-based compensation liabilities — — — — — Total liabilities $ 66,279 $ — $ 62,302 $ 3,977 $ — (in thousands) December 31, 2021 Fair Value Measurements at the End of the Reporting Period Using Quoted Prices in Significant Significant Active Markets for Other Observable Unobservable Identical Assets Inputs Inputs Measured at Total (Level 1) (Level 2) (Level 3) Net Asset Value Recurring fair value measurements: Assets: Fixed maturities: U.S. government, government agencies and authorities $ 16,223 $ — $ 16,223 $ — $ — States municipalities and political subdivisions 1,878 — 1,878 — — Mortgage-backed 7,629 — 7,629 — — Asset-backed 445 — 445 — — Corporate 9,491 — 9,491 — — Total fixed maturities 35,666 — 35,666 — — Equity investments: Common stock 171 171 — — — Warrants 8 — 8 — — Total equity investments 179 171 8 — — Limited liability investments, at fair value 18,826 — — 4,022 14,804 Real estate investments 10,662 — — 10,662 — Total assets $ 65,333 $ 171 $ 35,674 $ 14,684 $ 14,804 Liabilities: Subordinated debt $ 60,973 $ — $ 60,973 $ — $ — Contingent consideration 2,458 — — 2,458 — Stock-based compensation liabilities 1,402 — — 1,402 — Derivative contract - interest rate swap 14 — 14 — — Total liabilities $ 64,847 $ — $ 60,987 $ 3,860 $ —
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2022 2021 2022 2021 Assets: Limited liability investments, at fair value: Beginning balance $ 3,413 $ 3,302 $ 4,022 $ 3,263 Distributions received (250 ) (80 ) (461 ) (313 ) Realized gains included in net income (loss) 250 80 447 290 Change in fair value of limited liability investments, at fair value included in net income (loss) (198 ) 442 (793 ) 504 Ending balance $ 3,215 $ 3,744 $ 3,215 $ 3,744 Unrealized (gains) losses on limited liability investments, at fair value held at end of period: Included in net income (loss) $ (198 ) $ 442 $ (793 ) $ 504 Included in other comprehensive (loss) income $ — $ — $ — $ — Real estate investments: Beginning balance $ 10,662 $ 10,662 $ 10,662 $ 10,662 Change in fair value of real estate investments included in net income (loss) 1,488 — 1,488 — Ending balance $ 12,150 $ 10,662 $ 12,150 $ 10,662 Unrealized gains recognized on real estate investments held at end of period: Included in net income (loss) $ 1,488 $ — $ 1,488 $ — Included in other comprehensive (loss) income — — — — Derivative - trust preferred debt repurchase options: Beginning balance $ — $ — $ — $ — Purchase of options 2,304 — 2,304 — Initial valuation of options included in net income (loss) 11,412 — 11,412 — Change in fair value of derivative assets included in net income (loss) 2,086 — 2,086 — Ending balance $ 15,802 $ — $ 15,802 $ — Unrealized gains recognized on derivative assets held at end of period: Included in net income (loss) $ 13,498 $ — $ 13,498 $ — Included in other comprehensive (loss) income — — — — Ending balance - assets $ 31,167 $ 14,406 $ 31,167 $ 14,406 Liabilities: Contingent consideration: Beginning balance $ 3,959 $ — $ 2,458 $ — Change in fair value of contingent consideration included in net income (loss) 18 — 1,519 — Ending balance $ 3,977 $ — $ 3,977 $ — Unrealized gains recognized on contingent consideration liability held at end of period: Included in net income (loss) $ 18 $ — $ 1,519 $ — Included in other comprehensive (loss) income $ — $ — $ — $ — Stock-based compensation liabilities: Beginning balance $ 1,475 $ 1,134 $ 1,402 $ 443 Change in fair value of stock-based compensation liabilities included in net income (loss) 2,707 172 2,780 863 Stock-based compensation liabilities disposed of related to PWSC (4,182 ) — (4,182 ) — Ending balance $ — $ 1,306 $ — $ 1,306 Unrealized gains recognized on stock-based compensation liabilities held at end of period: Included in net income (loss) $ 2,707 $ 172 $ 2,780 $ 863 Included in other comprehensive (loss) income $ — $ — $ — $ — Ending balance - liabilities $ 3,977 $ 1,306 $ 3,977 $ 1,306
Fair Value Measurement Inputs and Valuation Techniques [Table Text Block]	Categories Fair Value Valuation Techniques Unobservable Inputs Input Value(s) Limited liability investments, at fair value $ 3,215 Market approach Valuation multiples 1.0x - 9.0x Real estate investments $ 12,150 Market and income approach Cap rates 7.5 % Derivative - trust preferred debt repurchase options $ 15,802 Binomial lattice option approach Credit spread 10.47 % Interest rate volatility 2.3 % Debt coupon interest rate 7.71% 7.85% Time to maturity (in years) 10.6 10.84 Contingent consideration $ 3,977 Option-based income approach Discount rate 7.00 % Risk-free rate 4.18 % Expected volatility 0.13 Categories Fair Value Valuation Techniques Unobservable Inputs Input Value(s) Limited liability investments, at fair value $ 4,022 Market approach Valuation multiples 1.0x - 8.0x Real estate investments $ 10,662 Market and income approach Cap rates 7.5 % Contingent consideration $ 2,458 Option-based income approach Discount rate 4.0 % Risk-free rate 0.49 % Expected volatility 15.0 % Stock-based compensation liabilities $ 1,402 Market approach Valuation multiple 6.0x
Fair Value, Investments, Entities that Calculate Net Asset Value Per Share [Table Text Block]	Fair Value Redemption Category (in thousands) Unfunded Commitments Redemption Frequency Notice Period Limited liability investments, at fair value $ 15,967 n/a n/a n/a Fair Value Redemption Category (in thousands) Unfunded Commitments Redemption Frequency Notice Period Limited liability investments, at fair value $ 14,804 n/a n/a n/a

Note 3 - Summary of Significa_2

Note 3 - Summary of Significant Accounting Policies (Details Textual) $ in Thousands	3 Months Ended	6 Months Ended
	Mar. 31, 2018	Jun. 30, 2022	Sep. 30, 2022 USD ($) shares	Dec. 31, 2021 USD ($)
Number Of Subsidiary Trusts	6
Percentage of Proceeds from Increased Rental Payments		20%
Cash			$ 44,600	$ 2,200
Cash and Cash Equivalents, at Carrying Value, Total			$ 48,640	12,642
Temporary Equity, Shares Outstanding (in shares) | shares			149,733
Temporary Equity, Aggregate Amount of Redemption Requirement			$ 5,900
Temporary Equity, Shares Issued (in shares) | shares			149,733
Subordinated Debt [Member]
Interest Payable			$ 23,200	$ 18,700

Note 5 - Acquisitions, Dispos_2

Note 5 - Acquisitions, Disposal and Discontinued Operations (Details Textual) $ in Thousands					3 Months Ended			6 Months Ended	9 Months Ended
	Jul. 29, 2022 USD ($)	Dec. 30, 2021 USD ($) a ft²	Oct. 01, 2021 USD ($)	Oct. 18, 2018 USD ($)	Sep. 30, 2022 USD ($)	Mar. 31, 2022 USD ($)	Sep. 30, 2021 USD ($)	Jun. 30, 2021 USD ($)	Sep. 30, 2022 USD ($)	Sep. 30, 2021 USD ($)	Dec. 31, 2021 USD ($)	Dec. 01, 2020
Disposal Group, Not Discontinued Operation, Gain (Loss) on Disposal					$ 37,917		$ 0		$ 37,917	$ 0
Insurance Commissions and Fees					22,396		17,627		68,442	54,956
Income (Loss) from Continuing Operations before Income Taxes, Noncontrolling Interest, Total					45,847		(2,682)		40,563	(5,722)
Intangible Assets, Net (Excluding Goodwill), Total					101,489				101,489		$ 108,230
Contract with Customer, Liability, Total					84,428				84,428		89,217
Stockholders' Equity Attributable to Noncontrolling Interest, Ending Balance					14,497				14,497		$ 13,981
Liability for Unpaid Claims and Claims Adjustment Expense, Reported Claims, Amount				$ 2,500
Escrow Deposit				2,000			2,000			2,000
Liability for Unpaid Claims and Claims Adjustment Expense, Claims Paid, Total				$ 500			500		0	0
Accrued Expenses and Other Liabilities [Member]
Liability for Unpaid Claims and Claims Adjustment Expense, Reported Claims, Amount					2,500				2,500
P W S C [Member]
Disposal Group, Including Discontinued Operation, Consideration	$ 51,200
Non-compensation Related Transaction Expense	$ 1,700				1,700
Earnout Payment Required, Minimum Percentage of Closing EBITDA	103%
Earnout Payment, Ratio of EBITDA in Excess of 103% of Closing EBITDA	5
Disposal Group, Not Discontinued Operation, Gain (Loss) on Disposal					37,900
Insurance Commissions and Fees					700		2,000		4,900	5,900
Income (Loss) from Continuing Operations before Income Taxes, Noncontrolling Interest, Total					(5,200)		100		(5,500)	400
Income (Loss) from Continuing Operations before Income Taxes, Attributable to Controlling Interest					(4,100)		100		(4,400)	300
Receivables from Customers	$ 700
Intangible Assets, Net (Excluding Goodwill), Total	2,300
Contract with Customer, Liability, Total	7,600
Stockholders' Equity Attributable to Noncontrolling Interest, Ending Balance	$ 2,200
P W S C [Member] | Disposal of Subsidiary Transaction Expense [Member]
Share-Based Payment Arrangement, Expense					$ 5,400				$ 5,400
P W S C [Member]
Noncontrolling Interest, Ownership Percentage by Parent	80%
P W S C [Member] | President [Member]
Noncontrolling Interest, Ownership Percentage by Noncontrolling Owners	20%
RoeCo Lafayette, LLC [Member] | Real Property Located in Lafayette, Louisiana [Member]
Area of Real Estate Property (Acre) | a		6.5
RoeCo Lafayette, LLC [Member] | Building Located Lafayette, Louisiana [Member]
Area of Real Estate Property (Acre) | ft²		29,224
Ravix Financial, Inc [Member]
Business Acquisition, Percentage of Voting Interests Acquired			100%
Payments to Acquire Businesses, Gross			$ 10,900
Business Combination, Provisional Information, Initial Accounting Incomplete, Adjustment, Consideration Transferred						$ 100
Business Combination, Contingent Consideration Arrangements, Range of Outcomes, Value, High			$ 4,500
PWI Holdings [Member]
Business Acquisition, Percentage of Voting Interests Acquired												100%
Goodwill, Purchase Accounting Adjustments							18,800
Business Combination, Provisional Information, Initial Accounting Incomplete, Adjustment, Amortization Expense and Accumulated Amortization							$ 600	$ 1,300		$ 1,900
RoeCo Lafayette, LLC [Member]
Business Acquisition, Percentage of Voting Interests Acquired		100%
Payments to Acquire Businesses, Gross		$ 2,400
RoeCo Lafayette, LLC [Member] | Above Market Leases and Lease Acquired In-place [Member]
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Finite-Lived Intangibles		2,900
RoeCo Lafayette, LLC [Member] | Above Market Leases [Member]
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Finite-Lived Intangibles		800
RoeCo Lafayette, LLC [Member] | Leases, Acquired-in-Place [Member]
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Finite-Lived Intangibles		2,100
RoeCo Lafayette, LLC [Member] | RoeCo Mortgage [Member]
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Noncurrent Liabilities, Long-term Debt		13,500
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Noncurrent Liabilities, Long Term Debt Premium		$ 3,500

Note 6 - Investments (Details T

Note 6 - Investments (Details Textual) $ in Thousands		3 Months Ended		6 Months Ended	9 Months Ended
	Sep. 29, 2022 USD ($)	Sep. 30, 2022 USD ($)	Sep. 30, 2021 USD ($)	Jun. 30, 2021 USD ($)	Sep. 30, 2022 USD ($)	Sep. 30, 2021 USD ($)	Dec. 31, 2021 USD ($)	Dec. 31, 2020 USD ($)
Debt Securities, Available-for-Sale, Unrealized Loss Position, Number of Positions		213			213		138
Long-Term Debt, Gross		$ 304,315			$ 304,315		$ 314,072
Notes Payable, Total		199,554			199,554		205,025
Flower [Member]
Proceeds from Sale of Real Estate Held-for-investment, Total	$ 12,200
Notes Payable, Total	$ 5,900
Private Company [Member]
Increase (Decrease) in Debt Securities, Trading, and Equity Securities, FV-NI, Total		0	$ 0		0	$ 0
Other-than-temporary Impairment Loss, Debt Securities, Portion Recognized in Earnings		0	0		0	0
Loans Payable [Member]
Long-Term Debt, Gross		191,657			191,657		196,386
Loans Payable [Member] | Net Lease Note [Member]
Long-Term Debt, Gross								$ 9,000
Limited Liability Investments [Member]
Other than Temporary Impairment Losses, Investments, Total					0
Equity Method Investments		1,010			1,010		1,901
Fair Value, Investments, Entities that Calculate Net Asset Value Per Share, Unfunded Commitments		0			0
Net Lease [Member]
Investments in and Advance to Affiliates, Subsidiaries, Associates, and Joint Ventures, Total		19,200			19,200		18,800
Equity Securities without Readily Determinable Fair Value, Impairment Loss, Annual Amount		0
Equity Securities, FV-NI, Realized Gain				$ 1,200
Equity Securities, FV-NI, Unrealized Gain				1,200
Net Lease [Member] | Notes Payable [Member]
Long-Term Debt, Gross				$ 14,300
Equity Securities, FV-NI, Realized Gain			800
Equity Securities, FV-NI, Unrealized Gain			800
Net Lease [Member] | Maximum [Member]
Equity Securities without Readily Determinable Fair Value, Impairment Loss, Annual Amount			100		100	100
Private Company Investments [Member]
Investment Owned, at Fair Value		800			800		800
Other-than-temporary Impairment Loss, Debt Securities, Portion Recognized in Earnings		0	$ 0		0	$ 0
Real Estate Investment [Member] | Flower [Member]
Investment Owned, at Fair Value		$ 12,200			$ 12,200		$ 10,700

Note 6 - Investments - Amortize

Note 6 - Investments - Amortized Cost, Gross Unrealized Gains and Losses, and Estimated Fair Value (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Total	$ 39,507	$ 35,889
Gross Unrealized Gains	0	67
Gross Unrealized Losses	2,779	290
Fixed maturities, at fair value (amortized cost of $39,507 and $35,889, respectively)	36,728	35,666
Total, estimated fair value	36,728	35,666
US Government Agencies Debt Securities [Member]
Total	15,389	16,276
Gross Unrealized Gains	0	31
Gross Unrealized Losses	795	84
Fixed maturities, at fair value (amortized cost of $39,507 and $35,889, respectively)	14,594	16,223
Total, estimated fair value	14,594	16,223
US States and Political Subdivisions Debt Securities [Member]
Total	2,315	1,880
Gross Unrealized Gains	0	3
Gross Unrealized Losses	171	5
Fixed maturities, at fair value (amortized cost of $39,507 and $35,889, respectively)	2,144	1,878
Total, estimated fair value	2,144	1,878
Mortgage-Backed Securities, Issued by US Government Sponsored Enterprises [Member]
Total	8,850	7,679
Gross Unrealized Gains	0	18
Gross Unrealized Losses	672	68
Fixed maturities, at fair value (amortized cost of $39,507 and $35,889, respectively)	8,178	7,629
Total, estimated fair value	8,178	7,629
Asset-Backed Securities [Member]
Total	1,697	449
Gross Unrealized Gains	0	0
Gross Unrealized Losses	75	4
Fixed maturities, at fair value (amortized cost of $39,507 and $35,889, respectively)	1,622	445
Total, estimated fair value	1,622	445
Corporate Debt Securities [Member]
Total	11,256	9,605
Gross Unrealized Gains	0	15
Gross Unrealized Losses	1,066	129
Fixed maturities, at fair value (amortized cost of $39,507 and $35,889, respectively)	10,190	9,491
Total, estimated fair value	$ 10,190	$ 9,491

Note 6 - Investments - Fixed Ma

Note 6 - Investments - Fixed Maturities by Contractual Maturity Periods (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Due in one year or less	$ 8,618
Due in one year or less, estimated fair value	8,467
Due after one year through five years	24,563
Due after one year through five years, estimated fair value	22,624
Due after five years through ten years	1,952
Due after five years through ten years, estimated fair value	1,727
Due after ten years	4,374
Due after ten years, estimated fair value	3,910
Total	39,507	$ 35,889
Total, estimated fair value	$ 36,728	$ 35,666

Note 6 - Investments - Unrealiz

Note 6 - Investments - Unrealized Loss Position (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
US Government Agencies Debt Securities [Member]
Less than 12 months, estimated fair value	$ 4,407	$ 12,077
Less than 12 Months	89	84
Greater than 12 months, estimated fair value	10,187	0
Greater than 12 Months	706	0
Estimated fair value	14,594	12,077
Total, debt securities	795	84
US States and Political Subdivisions Debt Securities [Member]
Less than 12 months, estimated fair value	726	846
Less than 12 Months	61	5
Greater than 12 months, estimated fair value	1,344	0
Greater than 12 Months	110	0
Estimated fair value	2,070	846
Total, debt securities	171	5
Mortgage-Backed Securities, Issued by US Government Sponsored Enterprises [Member]
Less than 12 months, estimated fair value	4,119	5,388
Less than 12 Months	328	68
Greater than 12 months, estimated fair value	3,870	0
Greater than 12 Months	344	0
Estimated fair value	7,989	5,388
Total, debt securities	672	68
Asset-Backed Securities [Member]
Less than 12 months, estimated fair value	1,249	445
Less than 12 Months	58	4
Greater than 12 months, estimated fair value	373	0
Greater than 12 Months	17	0
Estimated fair value	1,622	445
Total, debt securities	75	4
Corporate Debt Securities [Member]
Less than 12 months, estimated fair value	5,768	7,542
Less than 12 Months	571	129
Greater than 12 months, estimated fair value	4,422	0
Greater than 12 Months	495	0
Estimated fair value	10,190	7,542
Total, debt securities	1,066	129
Fixed Maturities [Member]
Less than 12 months, estimated fair value	16,269	26,298
Less than 12 Months	1,107	290
Greater than 12 months, estimated fair value	20,196	0
Greater than 12 Months	1,672	0
Estimated fair value	36,465	26,298
Total, debt securities	$ 2,779	$ 290

Note 6 - Investments - Net Inve

Note 6 - Investments - Net Investment Income (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Interest from fixed maturities	$ 153	$ 62	$ 363	$ 160
Dividends	42	31	106	94
(Loss) income from limited liability investments	(12)	(14)	275	31
Income from limited liability investments, at fair value	0	25	4	106
Income from real estate investments	200	200	600	600
Other	110	94	280	274
Gross investment income	493	398	1,628	1,265
Investment expenses	(30)	(9)	(81)	(52)
Net investment income	$ 463	$ 389	$ 1,547	$ 1,213

Note 6 - Investments - Gross Re

Note 6 - Investments - Gross Realized Gains and Losses on Available-for-sale Investments, Limited Liability Investment (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Gross realized gains	$ 1,214	$ 193	$ 1,473	$ 505
Gross realized losses	(417)	(34)	(438)	(108)
Net realized gains	$ 797	$ 159	$ 1,035	$ 397

Note 6 - Investments - Loss on

Note 6 - Investments - Loss on Change in Fair Value of Equity Investments (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Net gains recognized on equity investments sold during the period	$ 0	$ 0	$ 0	$ 13
Change in unrealized losses on equity investments held at end of the period	(5)	(39)	(53)	(248)
Loss on change in fair value of equity investments	$ (5)	$ (39)	$ (53)	$ (235)

Note 7 - Goodwill (Details Text

Note 7 - Goodwill (Details Textual) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Goodwill, Ending Balance	$ 100,773	$ 110,247
CMC LLC [Member]
Goodwill, Ending Balance	$ 61,000

Note 7 - Goodwill - Intangible

Note 7 - Goodwill - Intangible Assets, Goodwill and Other (Details) $ in Thousands	9 Months Ended
	Sep. 30, 2022 USD ($)
Balance	$ 110,247
Goodwill disposed of related to PWSC	(9,474)
Balance	100,773
Operating Segments [Member] | Extended Warranty Segment [Member]
Balance	40,627
Goodwill disposed of related to PWSC	(9,474)
Balance	31,153
Operating Segments [Member] | Leased Real Estate Segment [Member]
Balance	60,983
Goodwill disposed of related to PWSC	0
Balance	60,983
Operating Segments [Member] | Kingsway Search Xcelerator [Member]
Balance	7,905
Goodwill disposed of related to PWSC	0
Balance	7,905
Corporate, Non-Segment [Member]
Balance	732
Goodwill disposed of related to PWSC	0
Balance	$ 732

Note 8 - Intangible Assets (Det

Note 8 - Intangible Assets (Details Textual) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended	9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Jun. 30, 2021	Sep. 30, 2022	Sep. 30, 2021	Jul. 29, 2022	Dec. 31, 2021
Intangible Assets, Gross (Excluding Goodwill), Total	$ 122,367			$ 122,367			$ 128,563
Intangible Assets, Net (Excluding Goodwill), Total	101,489			101,489			$ 108,230
Amortization of Intangible Assets	1,409	$ 2,432		4,397	$ 3,425
Impairment of Intangible Assets, Indefinite-lived (Excluding Goodwill)	$ 0	0		$ 0	0
PWI [Member]
Business Combination, Recognized Identifiable Assets Acquired and Liabilities Assumed, Intangible Assets, Other than Goodwill, Total		19,600			19,600
PWI Holdings [Member]
Business Combination, Provisional Information, Initial Accounting Incomplete, Adjustment, Amortization Expense and Accumulated Amortization		$ 600	$ 1,300		$ 1,900
Minimum [Member]
Finite-Lived Intangible Asset, Useful Life (Year)				5 years
Maximum [Member]
Finite-Lived Intangible Asset, Useful Life (Year)				18 years
P W S C [Member]
Intangible Assets, Gross (Excluding Goodwill), Total						$ 6,200
Intangible Assets, Net (Excluding Goodwill), Total						$ 2,300

Note 8 - Intangible Assets - In

Note 8 - Intangible Assets - Intangible Assets (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Intangible assets accumulated amortization	$ 20,878	$ 20,333
Intangible assets, gross	122,367	128,563
Intangible Assets, Net (Excluding Goodwill), Total	101,489	108,230
Tenant Relationship [Member]
Intangible assets not subject to amortization	73,667	73,667
Intangible assets not subject to amortization, net	73,667	73,667
Trade Names [Member]
Intangible assets not subject to amortization	9,687	10,314
Intangible assets not subject to amortization, net	9,687	10,314
Database Rights [Member]
Intangible assets subject to amortization	4,918	4,918
Intangible assets accumulated amortization	4,809	4,488
Intangible assets subject to amortization, net	109	430
Service Agreements [Member]
Intangible assets subject to amortization	3,680	3,680
Intangible assets accumulated amortization	3,680	3,680
Intangible assets subject to amortization, net	0	0
Customer Relationships [Member]
Intangible assets subject to amortization	26,342	31,645
Intangible assets accumulated amortization	11,847	11,598
Intangible assets subject to amortization, net	14,495	20,047
Leases, Acquired-in-Place [Member]
Intangible assets subject to amortization	3,238	835
Intangible assets accumulated amortization	499	0
Intangible assets subject to amortization, net	2,739	835
Above-market Lease [Member]
Intangible assets subject to amortization	835
Intangible assets accumulated amortization	43
Intangible assets subject to amortization, net	792
Noncompete Agreements [Member]
Intangible assets subject to amortization	0	266
Intangible assets accumulated amortization	0	224
Intangible assets subject to amortization, net	$ 0	$ 42

Note 9 - Property and Equipme_3

Note 9 - Property and Equipment (Details Textual) - USD ($) $ in Millions	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Depreciation, Total	$ 0.8	$ 0.8	$ 2.5	$ 2.9

Note 9 - Property and Equipme_4

Note 9 - Property and Equipment - Property and Equipment (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Cost	$ 131,259	$ 132,811
Property and equipment, accumulated depreciation	25,234	24,224
Carrying Value	106,025	108,587
Land [Member]
Cost	25,623	25,623
Property and equipment, accumulated depreciation	0	0
Carrying Value	25,623	25,623
Tenant Improvement [Member]
Cost	92,047	92,047
Property and equipment, accumulated depreciation	23,988	21,910
Carrying Value	68,059	70,137
Building [Member]
Cost	11,805	11,805
Property and equipment, accumulated depreciation	277	79
Carrying Value	11,528	11,726
Leasehold Improvements [Member]
Cost	485	286
Property and equipment, accumulated depreciation	184	163
Carrying Value	301	123
Furniture and Fixtures [Member]
Cost	379	562
Property and equipment, accumulated depreciation	310	442
Carrying Value	69	120
Computer Equipment [Member]
Cost	920	2,488
Property and equipment, accumulated depreciation	475	1,630
Carrying Value	$ 445	$ 858

Note 10 - Derivatives (Details

Note 10 - Derivatives (Details Textual) - USD ($) $ in Thousands			3 Months Ended		9 Months Ended
	Sep. 26, 2022	Aug. 02, 2022	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021	Sep. 20, 2022	Sep. 15, 2022	Dec. 31, 2021	Apr. 01, 2021
Interest Rate Cap [Member] | CIBC Bank USA [Member]
Derivative, Notional Amount			$ 9,100		$ 9,100					$ 11,900
Interest Rate Cap [Member] | CIBC Bank USA [Member] | Maximum [Member]
Fair Value, Measurement with Unobservable Inputs Reconciliation, Recurring Basis, Liability, Settlements			100	$ 100	100	$ 100
Interest Rate Cap [Member] | CIBC Bank USA [Member] | Interest Expense [Member]
Derivative, Gain (Loss) on Derivative, Net, Total			100	$ (100)	200	$ (100)
Interest Rate Cap [Member] | CIBC Bank USA [Member] | Other Receivables [Member]
Derivative Asset, Total			300		300				$ 300
Interest Rate Cap [Member] | CIBC Bank USA [Member] | Accrued Expenses and Other Liabilities [Member]
Derivative Liability, Total			100		100				$ 100
Interest Rate Cap [Member] | CIBC Bank USA [Member] | London Interbank Offered Rate (LIBOR) Swap Rate [Member]
Derivative, Fixed Interest Rate										1.18%
Interest Rate Cap [Member] | CIBC Bank USA [Member] | Secured Overnight Financing Rate (SOFR) Overnight Index Swap Rate [Member]
Derivative, Fixed Interest Rate								1.103%
Trust Preferred Debt Repurchase August Options [Member]
Trust Preferred Debt Repurchase Options, Maximum Percent of Principal and Deferred Interest		100%
Purchase Price, Percentage of Outstanding Principal and Deferred Interset	63.75%	63%
Trust Preferred Debt Repurchase Options, Minimum Repurchase, Percentage		50%
Payments to Holders of Trust Preferred Debt Repurchase Option		$ 2,000
Trust Preferred Debt Repurchase Option, Threshold		30,000
Amount Forfeited if Repurchased Amount Less Than 30 Million or Failing to Purchase Principal or Deferred Interest Within One Year		2,000
Amount Paid Applied to Repurchase if Repurchased Amount Equal or Greater Than 30 Million		$ 2,000
Trust Preferred Debt Repurchase September 20 Options [Member]
Trust Preferred Debt Repurchase Options, Maximum Percent of Principal and Deferred Interest							100%
Purchase Price, Percentage of Outstanding Principal and Deferred Interset							63.75%
Trust Preferred Debt Repurchase September 26 Options [Member]
Trust Preferred Debt Repurchase Options, Maximum Percent of Principal and Deferred Interest	100%
Purchase Price, Percentage of Outstanding Principal and Deferred Interset	63%
Payments to Holders of Trust Preferred Debt Repurchase Option	$ 300
Amount Forfeited if Failing to Purchase Principal or Deferred Interest	300
Amount Paid Applied to Repurchase if Principal or Deferred Interest Repurchased	$ 300
Price Increase, Percent	64.50%
Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative, Notional Amount			59,700		59,700
Derivative Asset, Total			15,800		15,800
Payments for Derivative Instrument, Investing Activities			0		0
Trust Preferred Debt Repurchase Options Contracts [Member] | Initial Valuation of Options [Member]
Derivative, Gain (Loss) on Derivative, Net, Total			11,400		11,400
Trust Preferred Debt Repurchase Options Contracts [Member] | Change in Fair Value of Derivative Assets [Member]
Derivative, Gain (Loss) on Derivative, Net, Total			$ 2,100		$ 2,100

Note 11 - Debt (Details Textual

Note 11 - Debt (Details Textual) $ in Thousands					3 Months Ended				9 Months Ended
		Oct. 01, 2021 USD ($)	Dec. 01, 2020 USD ($)	Dec. 16, 2003 USD ($)	Sep. 30, 2022 USD ($)	Jun. 30, 2022	Sep. 30, 2021 USD ($)	Mar. 31, 2021 USD ($)	Sep. 30, 2022 USD ($)	Sep. 30, 2021 USD ($)	Dec. 31, 2021 USD ($)	Dec. 30, 2021 USD ($)	Jun. 02, 2021 USD ($) a	Dec. 21, 2020 USD ($)	Apr. 30, 2020 USD ($)	Jul. 31, 2016 USD ($)	Jan. 05, 2015 USD ($)
Long-Term Debt, Gross					$ 304,315				$ 304,315		$ 314,072
Long-term Debt, Fair Value					258,681				258,681		308,494
Proceeds from Legal Settlements								$ 2,700
Long-Term Debt, Total					283,625				283,625		292,715
Subordinated Liabilities, Period Increase (Decrease), Total									1,300
Other Comprehensive Income (Loss), Financial Liability, Fair Value Option, Unrealized Gain (Loss) Arising During Period, before Tax	[1]				(3,226)		$ (971)		3,663	$ (6,505)
Fair Value, Option, Changes in Fair Value, Gain (Loss)					(1,794)		$ (412)		(4,992)	$ (2,169)
TEXAS
Area of Real Estate Property (Acre) | a													192
Mortgages [Member]
Debt Instrument, Face Amount												$ 13,500				$ 180,000
Long-term Debt, Fair Value																191,700
Debt Instrument, Unamortized Premium, Total												$ 3,500				$ 11,700
Debt Instrument, Interest Rate, Stated Percentage																4.07%
Loans Payable [Member]
Long-Term Debt, Gross					191,657				191,657		196,386
Long-term Debt, Fair Value					175,214				175,214		220,770
Long-Term Debt, Total					199,554				199,554		205,025
Subordinated Debt [Member]
Debt Instrument, Face Amount				$ 90,500
Long-Term Debt, Gross					90,500				90,500		90,500
Long-term Debt, Fair Value					62,302				62,302		60,973
Long-Term Debt, Total					62,302				62,302		60,973
Debt Instrument, Term (Year)				30 years
Fair Value, Option, Changes in Fair Value, Gain (Loss)									(5,000)
Interest Payable					23,200				$ 23,200		18,700
London Interbank Offered Rate (LIBOR) [Member] | Subordinated Debt [Member] | Minimum [Member]
Debt Instrument, Basis Spread on Variable Rate				3.85%
London Interbank Offered Rate (LIBOR) [Member] | Subordinated Debt [Member] | Maximum [Member]
Debt Instrument, Basis Spread on Variable Rate				4.20%
Ravix Bank Loan [Member]
Debt Instrument, Interest Rate During Period		3.75%							6%
Debt Issuance Costs, Net, Total					200				$ 200
Ravix Bank Loan [Member] | Prime Rate [Member]
Debt Instrument, Basis Spread on Variable Rate		0.50%
Ravix Bank Loan [Member] | Ravix Financial, Inc [Member]
Debt Instrument, Face Amount		$ 6,000
Long-Term Debt, Gross					5,300				5,300		5,700
Ravix Bank Loan [Member] | Ravix Financial, Inc [Member] | Revolving Credit Facility [Member]
Long-Term Debt, Gross		$ 1,000			0				$ 0		100
KWH Bank Loan [Member]
Debt Instrument, Interest Rate During Period									5.33%
Debt Issuance Costs, Net, Total					400				$ 400					$ 400
Debt Instrument, LIBOR Floor			0.75%
Debt Instrument, SOFR Floor						0.75%
Debt Instrument, Principal Value														$ 2,000
KWH Bank Loan [Member] | Term Loan [Member]
Long-Term Debt, Gross					16,000				16,000		20,400
KWH Bank Loan [Member] | London Interbank Offered Rate (LIBOR) [Member]
Debt Instrument, Basis Spread on Variable Rate			2.75%
KWH Bank Loan [Member] | Secured Overnight Financing Rate (SOFR) Overnight Index Swap Rate [Member] | Minimum [Member]
Debt Instrument, Basis Spread on Variable Rate						2.62%
KWH Bank Loan [Member] | Secured Overnight Financing Rate (SOFR) Overnight Index Swap Rate [Member] | Maximum [Member]
Debt Instrument, Basis Spread on Variable Rate						3.12%
KWH Bank Loan [Member] | Revolving Credit Facility [Member]
Long-Term Debt, Gross					500				500		500
KWH Bank Loan [Member] | PWI Holdings [Member]
Long-Term Debt, Gross			$ 25,700
KWH Bank Loan [Member] | PWI Holdings [Member] | Term Loan [Member]
Long-Term Debt, Gross			24,700
KWH Bank Loan [Member] | PWI Holdings [Member] | Revolving Credit Facility [Member]
Long-Term Debt, Gross			$ 1,000
Additional Mortgage [Member] | Loans Payable [Member]
Long-Term Debt, Gross					13,924				13,924		14,514
Long-term Debt, Fair Value					12,298				12,298		15,104
Long-Term Debt, Total					12,404				12,404		12,901
Additional Mortgage [Member] | TRT [Member] | Loans Payable [Member]
Debt Instrument, Face Amount													$ 15,000
Debt Issuance Costs, Net, Total													$ 1,700
Debt Instrument, Interest Rate, Stated Percentage													3.20%
Senior Amortizing Note [Member] | Mortgages [Member]
Debt Instrument, Face Amount					6,100				6,100		6,600
Debt Instrument, Interest Rate, Stated Percentage												3.75%
Senior Interest Only Note [Member] | Mortgages [Member]
Debt Instrument, Face Amount					5,000				5,000		5,000
Debt Instrument, Interest Rate, Stated Percentage						5.682%
Junior Note [Member] | Mortgages [Member]
Debt Instrument, Face Amount					$ 2,000				$ 2,000		1,900
Debt Instrument, Interest Rate, Stated Percentage					7%				7%
Flower Note [Member] | Loans Payable [Member]
Debt Instrument, Face Amount																	$ 9,200
Long-Term Debt, Gross					$ 6,040				$ 6,040		6,411
Long-term Debt, Fair Value					5,916				5,916		7,101
Debt Instrument, Interest Rate, Stated Percentage																	4.81%
Long-Term Debt, Total					$ 6,040				$ 6,040		$ 6,411
Paycheck Protection Program CARES Act [Member]
Long-term Debt, Fair Value															$ 2,900
Debt Instrument, Interest Rate, Stated Percentage															1%
Debt Instrument, Decrease, Forgiveness								$ 2,500
[1]Net of income tax benefit of $0 for the three and six months ended June 30, 2022 and June 30, 2021.

Note 11 - Debt - Component of D

Note 11 - Debt - Component of Debt (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Long term debt, principal	$ 304,315	$ 314,072
Carrying value	283,625	292,715
Long term debt, fair value	258,681	308,494
Notes Payable to Banks [Member]
Long term debt, principal	22,158	27,186
Carrying value	21,769	26,717
Long term debt, fair value	21,165	26,751
Notes Payable to Banks [Member] | Ravix Bank Loan [Member]
Long term debt, principal	5,450	6,000
Carrying value	5,317	5,847
Long term debt, fair value	5,258	5,936
Notes Payable to Banks [Member] | The 2020 KWH Bank Loan [Member]
Long term debt, principal	16,708	21,186
Carrying value	16,452	20,870
Long term debt, fair value	15,907	20,815
Loans Payable [Member]
Long term debt, principal	191,657	196,386
Carrying value	199,554	205,025
Long term debt, fair value	175,214	220,770
Loans Payable [Member] | Mortgage [Member]
Long term debt, principal	158,647	161,998
Carrying value	164,756	168,730
Long term debt, fair value	144,151	182,128
Loans Payable [Member] | Additional Mortgage [Member]
Long term debt, principal	13,924	14,514
Carrying value	12,404	12,901
Long term debt, fair value	12,298	15,104
Loans Payable [Member] | RoeCo Mortgage [Member]
Long term debt, principal	13,046	13,463
Carrying value	16,354	16,983
Long term debt, fair value	12,849	16,437
Loans Payable [Member] | Flower Note [Member]
Long term debt, principal	6,040	6,411
Carrying value	6,040	6,411
Long term debt, fair value	5,916	7,101
Subordinated Debt [Member]
Long term debt, principal	90,500	90,500
Carrying value	62,302	60,973
Long term debt, fair value	$ 62,302	$ 60,973

Note 11 - Debt - Subordinated B

Note 11 - Debt - Subordinated Borrowings (Details) $ in Millions	9 Months Ended
	Sep. 30, 2022 USD ($)
Connecticut Statutory Trust I [Member]
Principal	$ 15
Connecticut Statutory Trust I [Member] | London Interbank Offered Rate (LIBOR) [Member]
Debt Instrument, Basis Spread on Variable Rate	4%
Connecticut Statutory Trust II [Member]
Principal	$ 17.5
Connecticut Statutory Trust II [Member] | London Interbank Offered Rate (LIBOR) [Member]
Debt Instrument, Basis Spread on Variable Rate	4.10%
Connecticut Statutory Trust III [Member]
Principal	$ 20
Connecticut Statutory Trust III [Member] | London Interbank Offered Rate (LIBOR) [Member]
Debt Instrument, Basis Spread on Variable Rate	3.95%
Delaware Statutory Trust III [Member]
Principal	$ 15
Delaware Statutory Trust III [Member] | London Interbank Offered Rate (LIBOR) [Member]
Debt Instrument, Basis Spread on Variable Rate	4.20%
Delaware Statutory Trust IV [Member]
Principal	$ 10
Delaware Statutory Trust IV [Member] | London Interbank Offered Rate (LIBOR) [Member]
Debt Instrument, Basis Spread on Variable Rate	3.85%
Delaware Statutory Trust VI [Member]
Principal	$ 13
Delaware Statutory Trust VI [Member] | London Interbank Offered Rate (LIBOR) [Member]
Debt Instrument, Basis Spread on Variable Rate	4%

Note 12 - Leases (Details Textu

Note 12 - Leases (Details Textual) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Operating Lease, Weighted Average Remaining Lease Term (Year)	3 years 5 months 4 days		3 years 5 months 4 days
Operating Lease, Weighted Average Discount Rate, Percent	5.84%		5.84%
Operating Lease, Payments			$ 600	$ 700
Operating Lease, Lease Income, Lease Payments	$ 3,600	$ 3,300	10,800	10,000
Operating Lease, Variable Lease Income	100	0	100	0
Real Property Located in Lafayette, Louisiana [Member]
Below Market Lease, Amortization Income, Remainder of Fiscal Year	100		100
Below Market Lease, Amortization Income, Year One	100		100
Below Market Lease, Amortization Income, Year Two	100		100
Below Market Lease, Amortization Income, Year Three	100		100
Below Market Lease, Amortization Income, Year Four	100		100
LA Property [Member]
Below Market Lease, Amortization Income, Remainder of Fiscal Year	100		100
Below Market Lease, Amortization Income, Year One	100		100
Below Market Lease, Amortization Income, Year Two	100		100
Below Market Lease, Amortization Income, Year Three	100		100
Below Market Lease, Amortization Income, Year Four	100		100
General and Administrative Expense [Member]
Operating Lease, Cost	200	200	700	700
Variable Lease, Cost	$ 100	$ 100	$ 100	$ 100

Note 12 - Leases - Annual Matur

Note 12 - Leases - Annual Maturities of Lease Liabilities (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Jun. 30, 2022	Dec. 31, 2021
2022		$ 162
2023		402
2024		356
2025		180
2026		114
2027 and thereafter		120
Total undiscounted lease payments		1,334
Imputed interest		145
Total lease liabilities	$ 1,189	$ 1,189	$ 2,479

Note 12 - Leases - Net Book Val

Note 12 - Leases - Net Book Value of Operating Lease Property (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Gross property and equipment leased	$ 129,475	$ 129,475
Accumulation depreciation	(24,265)	(21,989)
Net property and equipment leased	105,210	107,486
Land [Member]
Gross property and equipment leased	25,623	25,623
Land Improvements [Member]
Gross property and equipment leased	92,047	92,047
Building [Member]
Gross property and equipment leased	$ 11,805	$ 11,805

Note 12 - Leases - Future Undis

Note 12 - Leases - Future Undiscounted Cash Flow (Details) $ in Thousands	Sep. 30, 2022 USD ($)
2022	$ 3,507
2023	14,190
2024	14,475
2025	14,766
2026	14,883
Thereafter	$ 119,590

Note 13 - Revenue From Contra_3

Note 13 - Revenue From Contracts With Customers (Details Textual) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021	Dec. 31, 2021
Percentage of Deferred Service Fees			52.20%
Capitalized Contract Cost, Impairment Loss	$ 0	$ 0	$ 0	$ 0
Service Fees [Member]
Receivables from Customers	$ 7,219		7,219		$ 6,656
Contract with Customer, Liability, Revenue Recognized			$ 32,600	$ 24,700
Minimum [Member]
Customer Refunds Percentage			9%
Maximum [Member]
Customer Refunds Percentage			13%

Note 13 - Revenue From Contra_4

Note 13 - Revenue From Contracts With Customers - Disaggregation of Revenue (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Service fee and commission revenue	$ 22,396	$ 17,627	$ 68,442	$ 54,956
IWS [Member] | Extended Warranty Segment [Member] | Vehicle Service Agreement Fees [Member]
Service fee and commission revenue	15,046	12,905	43,181	42,255
Maintenance Support Service Fees [Member] | Trinity [Member]
Service fee and commission revenue	1,555	1,396	4,747	3,482
Warranty Product Commissions [Member] | Trinity [Member] | Extended Warranty Segment [Member]
Service fee and commission revenue	1,264	1,306	3,492	3,298
Home Builder Warranty Service Fees [Member] | P W S C [Member] | Extended Warranty Segment [Member]
Service fee and commission revenue	621	1,790	4,348	5,322
Homebuilder Warranty Commissions [Member] | P W S C [Member] | Extended Warranty Segment [Member]
Service fee and commission revenue	92	230	540	599
Business Services Consulting [Member] | Ravix [Member] | Consulting Fees [Member]
Service fee and commission revenue	$ 3,818	$ 0	$ 12,134	$ 0

Note 13 - Revenue From Contra_5

Note 13 - Revenue From Contracts With Customers - Changes in Deferred Service Fees (Details) $ in Thousands	9 Months Ended
	Sep. 30, 2022 USD ($)
Balance, December 31, 2021	$ 89,217
Deferred service fees disposed of related to PWSC	(7,596)
Balance, September 30, 2022	84,428
Service Fees [Member]
Balance, December 31, 2021	89,217
Deferral of revenue	47,047
Recognition of deferred service fees	(44,240)
Balance, September 30, 2022	$ 84,428

Note 13 - Revenue From Contra_6

Note 13 - Revenue From Contracts With Customers - Deferred Contract Costs (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Balance, net	$ 12,617	$ 9,106	$ 10,930	$ 8,835
Additions	2,394	1,297	7,249	4,335
Amortization	(1,946)	(1,356)	(5,114)	(4,123)
Balance, net	13,065	9,047	13,065	9,047
Cost to Obtain Contract [Member]
Balance, net	12,535	9,025	10,850	8,759
Additions	2,389	1,292	7,233	4,313
Amortization	(1,943)	(1,349)	(5,102)	(4,104)
Balance, net	12,981	8,968	12,981	8,968
Cost to Fulfill Contract [Member]
Balance, net	82	81	80	76
Additions	5	5	16	22
Amortization	(3)	(7)	(12)	(19)
Balance, net	$ 84	$ 79	$ 84	$ 79

Note 14 - Income Taxes (Details

Note 14 - Income Taxes (Details Textual) - USD ($) $ in Thousands	3 Months Ended			6 Months Ended
	Jun. 30, 2022	Sep. 30, 2021	Jun. 30, 2021	Jun. 30, 2022	Jun. 30, 2021	Sep. 30, 2022	Dec. 31, 2021
Effective Income Tax Rate Reconciliation, at Federal Statutory Income Tax Rate, Percent	21%		21%	21%	21%
Deferred Income Tax Liabilities, Net						$ 31,250	$ 28,553
Deferred Tax Liabilities, Expiration Of Operating Loss Carryforwards						8,200	8,200
Deferred Tax Liabilities, Land and Indefinite Lived Intangible Assets						23,800	23,800
Deferred Tax Asset, Interest Carryforward						1,100	3,300
Deferred Tax Assets, State Taxes						0	500
Deferred Tax Liabilities, State Taxes						400	400
Unrecognized Tax Benefits, Ending Balance						$ 100	$ 100
PWI [Member]
Valuation Allowance, Deferred Tax Asset, Increase (Decrease), Amount		$ 3,300

Note 14 - Income Taxes - Schedu

Note 14 - Income Taxes - Schedule of Effective Income Tax Rate Reconciliation (Details) - USD ($) $ in Thousands		3 Months Ended		9 Months Ended
		Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Income tax expense (benefit) at United States statutory income tax rate		$ 9,102	$ (563)	$ 7,993	$ (1,202)
Valuation allowance		(9,259)	(2,161)	(9,269)	(3,039)
Non-deductible compensation		695	187	763	523
Non-taxable income		0	0	0	(524)
Investment income		(161)	(115)	(172)	(158)
State income tax		2,496	117	2,707	287
Change in unrecognized tax benefits(1)	[1]	2	2	6	(2,813)
Indemnification receivable		0	0	(1)	591
Indefinite life intangibles		(78)	54	29	161
Disposition of subsidiary		3,267	0	3,267	0
Contingent consideration		4	0	319	0
Other		6	23	17	35
Income tax expense (benefit) at United States statutory income tax rate		$ 6,074	$ (2,456)	$ 5,659	$ (6,139)
[1]Includes interest and penalty expense related to unrecognized tax benefits.

Note 15 - Earnings (Loss) Fro_3

Note 15 - Earnings (Loss) From Continuing Operations Per Share - Schedule of Earnings per Share, Basic and Diluted (Details) - USD ($) $ / shares in Units, shares in Thousands, $ in Thousands		3 Months Ended		9 Months Ended
		Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Income (loss) from continuing operations		$ 39,773	$ (226)	$ 34,904	$ 417
Plus (less): net loss (income) attributable to noncontrolling interests		1,067	(782)	615	(1,469)
Less: dividends on preferred stock		(77)	(86)	(234)	(409)
Income (loss) from continuing operations attributable to common shareholders used in calculating basic earnings (loss) per share		40,763	(1,094)	35,285	(1,461)
Adjustment to add-back dividends on preferred stock		77	0	234	0
Adjustment for proportionate interest in Ravix's earnings attributable to common stock		(23)	0	51	0
Income (loss) from continuing operations attributable to common shareholders used in calculating diluted earnings (loss) from continuing operations per share		$ 40,817	$ (1,094)	$ 35,570	$ (1,461)
Basic: (in shares)		22,960	22,732	22,909	22,440
Effect of potentially dilutive securities (a)
Unvested restricted stock awards (in shares)	[1]	641	0	560	0
Warrants (in shares)	[1]	1,179	0	650	0
Convertible preferred stock (in shares)	[1]	936	0	936	0
Total weighted average diluted shares (in shares)		25,716	22,732	25,055	22,440
Basic earnings (loss) from continuing operations per share (in dollars per share)		$ 1.78	$ (0.05)	$ 1.54	$ (0.07)
Diluted earnings (loss) from continuing operations per share (in dollars per share)		$ 1.59	$ (0.05)	$ 1.42	$ (0.07)
[1]Potentially dilutive securities consist of unvested restricted stock awards and warrants, calculated using the treasury stock method, and convertible preferred stock, using the if-converted method. Because the Company is reporting a loss from continuing operations attributable to common shareholders for the three and nine months ended September 30, 2021, all potentially dilutive securities outstanding were excluded from the calculation of diluted loss from continuing operations per share since their inclusion would have been anti-dilutive.

Note 15 - (Loss) Per Share - Sc

Note 15 - (Loss) Per Share - Schedule of Antidilutive Securities Excluded from Computation of Earnings per Share (Details) - shares shares in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Antidilutive securities (in shares)	511,740	6,956,740	592,162	6,956,740
Restricted Stock Units (RSUs) [Member]
Antidilutive securities (in shares)	511,740	1,240,000	592,162	1,240,000
Warrant [Member]
Antidilutive securities (in shares)	0	4,573,765	0	4,573,765
Convertible Debt Securities [Member]
Antidilutive securities (in shares)	0	1,142,975	0	1,142,975

Note 16 - Stock-based Compens_3

Note 16 - Stock-based Compensation (Details Textual) - USD ($) $ / shares in Units, $ in Thousands					3 Months Ended		9 Months Ended		12 Months Ended
	Oct. 01, 2021	Dec. 18, 2020	Sep. 07, 2018	Sep. 05, 2018	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021	Dec. 31, 2021	Jun. 30, 2022
Restricted Stock [Member]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Grants in Period (in shares)							0
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Vested in Period (in shares)							56,194
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Number, Ending Balance (in shares)					1,152,754		1,152,754		1,252,754
Share-Based Payment Arrangement, Expense					$ 200	$ 300	$ 700	$ 1,900
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Weighted Average Grant Date Fair Value, Ending Balance (in dollars per share)					$ 5.13		$ 5.13		$ 5.09
A2018 Restricted Stock Awards [Member] | Restricted Stock [Member]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Grants in Period (in shares)				500,000
Share-Based Payment Arrangement, Nonvested Award, Cost Not yet Recognized, Amount, Total					$ 600		$ 600
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Number, Ending Balance (in shares)										500,000
Restricted Stock Awards 2021 [Member]
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Number, Ending Balance (in shares)					652,754		652,754
Restricted Stock Awards 2021 [Member] | Restricted Stock [Member] | Officer [Member]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Grants in Period (in shares)									1,092,754
Share-Based Payment Arrangement, Nonvested Award, Cost Not yet Recognized, Amount, Total					$ 2,900		$ 2,900
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Vested in Period (in shares)							100,000
A2018 PWSC Restricted Stock Awards [Member] | Restricted Stock [Member] | Officer of PWSC [Member]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Grants in Period (in shares)			1,000
PWSC Restricted Stock Award 2020 [Member]
Share-Based Payment Arrangement, Nonvested Award, Cost Not yet Recognized, Amount, Total					$ 0		$ 0
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Number, Ending Balance (in shares)					0		0		109.38
Share-Based Payment Arrangement, Expense							$ 2,800	$ 1,100
Share-Based Compensation Arrangement by Share-Based Payment Award, Non-Option Equity Instruments, Outstanding, Number, Ending Balance (in shares)					0		0
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Weighted Average Grant Date Fair Value, Ending Balance (in dollars per share)									$ 1,672
PWSC Restricted Stock Award 2020 [Member] | Restricted Stock [Member]
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Vested in Period (in shares)							109.38
PWSC Restricted Stock Award 2020 [Member] | Restricted Stock [Member] | Officer of PWSC [Member]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Grants in Period (in shares)		250
A2020 Modified PWSC Restricted Stock Awards [Member]
Share-Based Compensation Arrangement by Share-Based Payment Award, Non-Option Equity Instruments, Outstanding, Number, Ending Balance (in shares)					0		0
A2020 Modified PWSC Restricted Stock Awards [Member] | Restricted Stock [Member] | Officer of PWSC [Member]
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Weighted Average Grant Date Fair Value, Ending Balance (in dollars per share)					$ 1,672		$ 1,672
PWSC Restricted Stock Award [Member]
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Number, Ending Balance (in shares)					0		0		437.50
Share-Based Payment Arrangement, Expense					$ 2,700	$ 200
PWSC Restricted Stock Award [Member] | Restricted Stock [Member]
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Vested in Period (in shares)							437.50
Ravix RUA 2021 [Member] | Restricted Common Unit Awards [Member] | Officer [Member]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Grants in Period (in shares)	199,000
Share-Based Payment Arrangement, Nonvested Award, Cost Not yet Recognized, Amount, Total					$ 200		$ 200
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Vested in Period (in shares)	83,333						0
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Number, Ending Balance (in shares)					115,667		115,667		115,667
Share-Based Payment Arrangement, Expense							$ 100
Share-Based Compensation Arrangement by Share-Based Payment Award, Equity Instruments Other than Options, Nonvested, Weighted Average Grant Date Fair Value, Ending Balance (in dollars per share)									$ 3.08
Share-based Compensation Arrangement by Share-based Payment Award, Fair Value Assumptions, Expected Term (Year)	4 years
Share-based Compensation Arrangement by Share-based Payment Award, Fair Value Assumptions, Expected Volatility Rate	75%
Share-based Compensation Arrangement by Share-based Payment Award, Fair Value Assumptions, Risk Free Interest Rate	0.93%
Ravix RUA 2021 [Member] | Restricted Common Unit Awards [Member] | Officer [Member] | Maximum [Member]
Share-Based Payment Arrangement, Expense					$ 100

Note 16 - Stock Based Compensat

Note 16 - Stock Based Compensation - Restricted Stock Awards (Details) - Restricted Stock [Member]	9 Months Ended
	Sep. 30, 2022 $ / shares shares
Unvested, shares (in shares) | shares	1,252,754
Unvested, Grant Date Fair Value (in dollars per share) | $ / shares	$ 5.09
Granted, shares (in shares) | shares	0
Granted, Grant Date Fair Value (in dollars per share) | $ / shares	$ 0
Vested, shares (in shares) | shares	(56,194)
Vested, Grant Date Fair Value (in dollars per share) | $ / shares	$ 4.65
Cancelled for Tax Withholding (in shares) | shares	(43,806)
Cancelled for Tax Withholding (in dollars per share) | $ / shares	$ 4.65
Unvested, shares (in shares) | shares	1,152,754
Unvested, Grant Date Fair Value (in dollars per share) | $ / shares	$ 5.13

Note 17 - Accumulated Other C_3

Note 17 - Accumulated Other Comprehensive Income - Schedule of Accumulated Other Comprehensive Income (Details) - USD ($) $ in Thousands		3 Months Ended		9 Months Ended
		Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Balance		$ 8,283	$ 8,091	$ 8,257	$ 12,159
Other comprehensive (loss) income, net of taxes(1):	[1]	(4,084)	(1,067)	1,110	(6,697)
Balance		43,038	6,740	43,038	6,740
AOCI, Accumulated Gain (Loss), Debt Securities, Available-for-Sale, Parent [Member]
Balance		(1,871)	125	(220)	216
Other comprehensive loss arising during the period		(834)	(105)	(2,492)	(210)
Amounts reclassified from accumulated other comprehensive income		3	11	10	25
Other comprehensive (loss) income, net of taxes(1):		(831)	(94)	(2,482)	(185)
Balance		(2,702)	31	(2,702)	31
Accumulated Foreign Currency Adjustment Attributable to Parent [Member]
Balance		(3,286)	(3,286)	(3,286)	(3,286)
Other comprehensive loss arising during the period		0	0	0	0
Amounts reclassified from accumulated other comprehensive income		0	0	0	0
Other comprehensive (loss) income, net of taxes(1):		0	0	0	0
Balance		(3,286)	(3,286)	(3,286)	(3,286)
Accumulated Gain (Loss), Financial Liability, Fair Value Option, Attributable to Parent [Member]
Balance		41,174	35,595	34,285	41,129
Other comprehensive loss arising during the period		(3,226)	(971)	3,663	(6,505)
Amounts reclassified from accumulated other comprehensive income		0	0	0	0
Other comprehensive (loss) income, net of taxes(1):		(3,226)	(971)	3,663	(6,505)
Balance		37,948	34,624	37,948	34,624
AOCI Attributable to Parent [Member]
Balance		36,017	32,434	30,779	38,059
Other comprehensive loss arising during the period		(4,060)	(1,076)	1,171	(6,715)
Amounts reclassified from accumulated other comprehensive income		3	11	10	25
Other comprehensive (loss) income, net of taxes(1):		(4,057)	(1,065)	1,181	(6,690)
Balance		$ 31,960	$ 31,369	$ 31,960	$ 31,369
[1]Net of income tax benefit of $0 for the three and six months ended June 30, 2022 and June 30, 2021.

Note 17 - Accumulated Other C_4

Note 17 - Accumulated Other Comprehensive Income - Components of Accumulated Other Comprehensive Income (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Net realized gains	$ 797	$ 159	$ 1,035	$ 397
Income (loss) from continuing operations before income tax expense (benefit)	45,847	(2,682)	40,563	(5,722)
Income tax expense (benefit)	6,074	(2,456)	5,659	(6,139)
Income (loss) from continuing operations	39,773	(226)	34,904	417
Loss on disposal of discontinued operations, net of taxes	(2,500)	0	(2,500)	0
Net income (loss)	37,273	(226)	32,404	417
Reclassification out of Accumulated Other Comprehensive Income [Member]
Income (loss) from continuing operations before income tax expense (benefit)	(3)	(11)	(10)	(25)
Income tax expense (benefit)	0	0	0	0
Income (loss) from continuing operations	(3)	(11)	(10)	(25)
Loss on disposal of discontinued operations, net of taxes	0	0	0	0
Net income (loss)	(3)	(11)	(10)	(25)
AOCI, Accumulated Gain (Loss), Debt Securities, Available-for-Sale, Parent [Member] | Reclassification out of Accumulated Other Comprehensive Income [Member]
Net realized gains	(3)	(11)	(10)	(25)
Other-than-temporary impairment loss	$ 0	$ 0	$ 0	$ 0

Note 18 - Segmented Informati_3

Note 18 - Segmented Information (Details Textual) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022 USD ($)	Sep. 30, 2021 USD ($)	Sep. 30, 2022 USD ($)	Sep. 30, 2021 USD ($)
Number of Reportable Segments			3
Number of States in which Entity Operates	25		25
Gain (Loss) on Extinguishment of Debt, Total	$ 0	$ 0	$ 0	$ 2,494
Kingsway Search Xcelerator [Member]
Number of States in which Entity Operates	24		24
Number of Countries in which Entity Operates	4		4
Extended Warranty Segment [Member] | Operating Segments [Member]
Gain (Loss) on Extinguishment of Debt, Total				2,200
Operating Income (Loss) Before Gain on Extinguishment of Debt				7,100
Leased Real Estate Segment [Member] | Operating Segments [Member]
Effective Income Tax Rate Reconciliation, Indemnification Receivable				2,900
Income Tax Expense (Benefit), Release of Liability for Unrecognized Tax Benefits				$ (2,900)
Penn Member [Member]
Number of States in which Entity Operates	32		32
Prime [Member]
Number of States in which Entity Operates	40		40

Note 18 - Segmented Informati_4

Note 18 - Segmented Information - Reconciliation of Revenue (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Service fee and commission revenue	$ 22,396	$ 17,627	$ 68,442	$ 54,956
Total revenues	26,029	20,968	79,375	64,979
Rental revenue	3,633	3,341	10,933	10,023
Operating Segments [Member]
Total revenues	26,029	20,968	79,375	64,979
Operating Segments [Member] | Extended Warranty Segment [Member]
Service fee and commission revenue	18,578	17,627	56,308	54,956
Total revenues	18,578	17,627	56,308	54,956
Operating Segments [Member] | Leased Real Estate Segment [Member]
Total revenues	3,633	3,341	10,933	10,023
Rental revenue	3,633	3,341	10,933	10,023
Operating Segments [Member] | Kingsway Search Xcelerator [Member]
Service fee and commission revenue	3,818	0	12,134	0
Total revenues	$ 3,818	$ 0	$ 12,134	$ 0

Note 18 - Segmented Informati_5

Note 18 - Segmented Information - Reconciliation of Operating Profit (Loss) (Details) - USD ($) $ in Thousands		3 Months Ended		9 Months Ended
		Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Total segment operating income		$ (3,404)	$ (114)	$ (228)	$ 1,486
Net investment income		463	389	1,547	1,213
Net realized gains		797	159	1,035	397
Loss on change in fair value of equity investments		(5)	(39)	(53)	(235)
Gain on change in fair value of limited liability investments, at fair value		195	1,211	368	1,740
Gain on change in fair value of real estate investments		1,488	0	1,488	0
Gain on change in fair value of derivative asset option contracts		13,498	0	13,498	0
Non-operating other revenue (expenses)		240	53	(413)	(2,581)
Amortization of intangible assets		(1,409)	(2,432)	(4,397)	(3,425)
Loss on change in fair value of debt		(1,794)	(412)	(4,992)	(2,169)
Gain on disposal of subsidiary		37,917	0	37,917	0
Gain on extinguishment of debt		0	0	0	2,494
Income (loss) from continuing operations before income tax expense (benefit)		45,847	(2,682)	40,563	(5,722)
Income tax expense (benefit)		6,074	(2,456)	5,659	(6,139)
Income (loss) from continuing operations		39,773	(226)	34,904	417
Operating Segments [Member]
Total segment operating income		4,078	2,495	12,846	9,396
Operating Segments [Member] | Extended Warranty Segment [Member]
Total segment operating income	[1]	2,461	1,400	7,120	9,310
Gain on extinguishment of debt					2,200
Operating Segments [Member] | Leased Real Estate Segment [Member]
Total segment operating income	[2]	894	1,095	3,304	86
Operating Segments [Member] | Kingsway Search Xcelerator [Member]
Total segment operating income		723	0	2,422	0
Corporate, Non-Segment [Member]
Interest expense not allocated to segments		(2,139)	(1,497)	(5,207)	(4,642)
Non-operating other revenue (expenses)		(7,242)	(2,556)	(13,487)	(8,308)
Gain on extinguishment of debt		$ 0	$ 0	$ 0	$ 311
[1]For the nine months ended September 30, 2021, Extended Warranty segment operating income includes gain on extinguishment of debt of $2.2 million, related to PPP loan forgiveness directly associated with the respective warranty businesses. Extended Warranty segment operating income before the gain on extinguishment of debt totaled $7.1 million for the nine months ended September 30, 2021. See Note 11, "Debt," for further discussion.[2]For the nine months ended September 30, 2021, includes $2.9 million expense due to the release of an indemnification receivable, which is exactly offset in net income by an income tax benefit of $2.9 million for the release of a liability that had been included in income taxes payable in the consolidated balance sheets.

Note 19 - Fair Value of Finan_3

Note 19 - Fair Value of Financial Instruments (Details Textual) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022 USD ($)	Sep. 30, 2021 USD ($)	Sep. 30, 2022 USD ($)	Sep. 30, 2021 USD ($)
Private Company Investments [Member]
Other-than-temporary Impairment Loss, Debt Securities, Portion Recognized in Earnings	$ 0	$ 0	$ 0	$ 0
Ravix [Member]
Business Combination, Contingent Consideration Arrangements, Change in Range of Outcomes, Contingent Consideration, Liability, Value, High			$ 4,500
Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative, Number of Instruments Held, Total	3		3

Note 19- Fair Value of Financia

Note 19- Fair Value of Financial Instruments - Assets and Liabilities Measured at Fair Value (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Total, estimated fair value	$ 36,728	$ 35,666
Equity investments, at fair value (cost of $187 and $1,147, respectively)	126	179
Limited liability investments, at fair value	15,967	14,804
Real estate investments, at fair value (cost of $10,225 and $10,225, respectively)	12,150	10,662
Subordinated debt, at fair value	62,302	60,973
Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	15,800
Fair Value, Inputs, Level 3 [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	15,802
Fair Value, Recurring [Member]
Total, estimated fair value	36,728	35,666
Equity investments, at fair value (cost of $187 and $1,147, respectively)	126	179
Limited liability investments, at fair value	19,182	18,826
Real estate investments, at fair value (cost of $10,225 and $10,225, respectively)	12,150	10,662
Total assets	84,330	65,333
Subordinated debt, at fair value	62,302	60,973
Contingent consideration, at fair value	3,977	2,458
Stock-based compensation liabilities, at fair value	0	1,402
Total liabilities	66,279	64,847
Fair Value, Recurring [Member] | Interest Rate Swap [Member]
Derivative - trust preferred debt repurchase options	342
Derivative contract - interest rate swap		14
Fair Value, Recurring [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	15,802
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member]
Total, estimated fair value	0	0
Equity investments, at fair value (cost of $187 and $1,147, respectively)	126	171
Limited liability investments, at fair value	0	0
Real estate investments, at fair value (cost of $10,225 and $10,225, respectively)	0	0
Total assets	126	171
Subordinated debt, at fair value	0	0
Contingent consideration, at fair value	0	0
Stock-based compensation liabilities, at fair value	0	0
Total liabilities	0	0
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member] | Interest Rate Swap [Member]
Derivative - trust preferred debt repurchase options	0
Derivative contract - interest rate swap		0
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	0
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member]
Total, estimated fair value	36,728	35,666
Equity investments, at fair value (cost of $187 and $1,147, respectively)	0	8
Limited liability investments, at fair value	0	0
Real estate investments, at fair value (cost of $10,225 and $10,225, respectively)	0	0
Total assets	37,070	35,674
Subordinated debt, at fair value	62,302	60,973
Contingent consideration, at fair value	0	0
Stock-based compensation liabilities, at fair value	0	0
Total liabilities	62,302	60,987
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member] | Interest Rate Swap [Member]
Derivative - trust preferred debt repurchase options	342
Derivative contract - interest rate swap		14
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	0
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member]
Total, estimated fair value	0	0
Equity investments, at fair value (cost of $187 and $1,147, respectively)	0	0
Limited liability investments, at fair value	3,215	4,022
Real estate investments, at fair value (cost of $10,225 and $10,225, respectively)	12,150	10,662
Total assets	31,167	14,684
Subordinated debt, at fair value	0	0
Contingent consideration, at fair value	3,977	2,458
Stock-based compensation liabilities, at fair value	0	1,402
Total liabilities	3,977	3,860
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member] | Interest Rate Swap [Member]
Derivative - trust preferred debt repurchase options	0
Derivative contract - interest rate swap		0
Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	15,802
Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member]
Total, estimated fair value	0	0
Equity investments, at fair value (cost of $187 and $1,147, respectively)	0	0
Limited liability investments, at fair value	15,967	14,804
Real estate investments, at fair value (cost of $10,225 and $10,225, respectively)	0	0
Total assets	15,967	14,804
Subordinated debt, at fair value	0	0
Contingent consideration, at fair value	0	0
Stock-based compensation liabilities, at fair value	0	0
Total liabilities	0	0
Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member] | Interest Rate Swap [Member]
Derivative - trust preferred debt repurchase options	0
Derivative contract - interest rate swap		0
Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	0
US Government Agencies Debt Securities [Member]
Total, estimated fair value	14,594	16,223
US Government Agencies Debt Securities [Member] | Fair Value, Recurring [Member]
Total, estimated fair value	14,594	16,223
US Government Agencies Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member]
Total, estimated fair value	0	0
US Government Agencies Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member]
Total, estimated fair value	14,594	16,223
US Government Agencies Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member]
Total, estimated fair value	0	0
US Government Agencies Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member]
Total, estimated fair value	0	0
US States and Political Subdivisions Debt Securities [Member]
Total, estimated fair value	2,144	1,878
US States and Political Subdivisions Debt Securities [Member] | Fair Value, Recurring [Member]
Total, estimated fair value	2,144	1,878
US States and Political Subdivisions Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member]
Total, estimated fair value	0	0
US States and Political Subdivisions Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member]
Total, estimated fair value	2,144	1,878
US States and Political Subdivisions Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member]
Total, estimated fair value	0	0
US States and Political Subdivisions Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member]
Total, estimated fair value	0	0
Mortgage-Backed Securities, Issued by US Government Sponsored Enterprises [Member]
Total, estimated fair value	8,178	7,629
Mortgage-Backed Securities, Issued by US Government Sponsored Enterprises [Member] | Fair Value, Recurring [Member]
Total, estimated fair value	8,178	7,629
Mortgage-Backed Securities, Issued by US Government Sponsored Enterprises [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member]
Total, estimated fair value	0	0
Mortgage-Backed Securities, Issued by US Government Sponsored Enterprises [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member]
Total, estimated fair value	8,178	7,629
Mortgage-Backed Securities, Issued by US Government Sponsored Enterprises [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member]
Total, estimated fair value	0	0
Mortgage-Backed Securities, Issued by US Government Sponsored Enterprises [Member] | Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member]
Total, estimated fair value	0	0
Asset-Backed Securities [Member]
Total, estimated fair value	1,622	445
Asset-Backed Securities [Member] | Fair Value, Recurring [Member]
Total, estimated fair value	1,622	445
Asset-Backed Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member]
Total, estimated fair value	0	0
Asset-Backed Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member]
Total, estimated fair value	1,622	445
Asset-Backed Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member]
Total, estimated fair value	0	0
Asset-Backed Securities [Member] | Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member]
Total, estimated fair value	0	0
Corporate Debt Securities [Member]
Total, estimated fair value	10,190	9,491
Corporate Debt Securities [Member] | Fair Value, Recurring [Member]
Total, estimated fair value	10,190	9,491
Corporate Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member]
Total, estimated fair value	0	0
Corporate Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member]
Total, estimated fair value	10,190	9,491
Corporate Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member]
Total, estimated fair value	0	0
Corporate Debt Securities [Member] | Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member]
Total, estimated fair value	0	0
Common Stock [Member] | Fair Value, Recurring [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)	126	171
Common Stock [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)	126	171
Common Stock [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)	0	0
Common Stock [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)	0	0
Common Stock [Member] | Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)	$ 0	0
Warrant [Member] | Fair Value, Recurring [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)		8
Warrant [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 1 [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)		0
Warrant [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 2 [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)		8
Warrant [Member] | Fair Value, Recurring [Member] | Fair Value, Inputs, Level 3 [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)		0
Warrant [Member] | Fair Value, Recurring [Member] | Fair Value Measured at Net Asset Value Per Share [Member]
Equity investments, at fair value (cost of $187 and $1,147, respectively)		$ 0

Note 19 - Fair Value of Finan_4

Note 19 - Fair Value of Financial Instruments - Reconciliation of the Fair Value (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2022	Sep. 30, 2021	Sep. 30, 2022	Sep. 30, 2021
Balance	$ 31,167	$ 14,406	$ 31,167	$ 14,406
Ending balance	3,977	1,306	3,977	1,306
Warrant Liability [Member]
Beginning balance	3,959	0	2,458	0
Contingent Consideration Liability [Member]
Change in fair value of contingent consideration included in net income (loss)	18	0	1,519	0
Ending balance	3,977	0	3,977	0
Included in other comprehensive (loss) income	0	0	0	0
Share-based Compensation Liabilities [Member]
Beginning balance	1,475	1,134	1,402	443
Change in fair value of contingent consideration included in net income (loss)	2,707	172	2,780	863
Ending balance	0	1,306	0	1,306
Included in other comprehensive (loss) income	0	0	0	0
Stock-based compensation liabilities disposed of related to PWSC	(4,182)	0	(4,182)	0
Equity Method Investments [Member] | Limited Liability Investments [Member]
Balance	3,413	3,302	4,022	3,263
Distributions received	(250)	(80)	(461)	(313)
Balance	3,215	3,744	3,215	3,744
Equity Method Investments [Member] | Limited Liability Investments [Member] | Realized Investment Gains (Losses) [Member]
Realized gains included in net income (loss)	250	80	447	290
Equity Method Investments [Member] | Limited Liability Investments [Member] | Gain (Loss) On Change In Fair Value Of Limited Liability Investments At Fair Value [Member]
Realized gains included in net income (loss)	(198)	442	(793)	504
Included in other comprehensive (loss) income	0	0	0	0
Real Estate Investments [Member]
Balance	10,662	10,662	10,662	10,662
Realized gains included in net income (loss)	1,488	0	1,488	0
Balance	12,150	10,662	12,150	10,662
Included in other comprehensive (loss) income	0	0	0	0
Derivative Financial Instruments, Assets [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Balance	0	0	0	0
Realized gains included in net income (loss)	13,498	0	13,498	0
Balance	15,802	0	15,802	0
Included in other comprehensive (loss) income	0	0	0	0
Purchase of options	2,304	0	2,304	0
Derivative Financial Instruments, Assets [Member] | Initial Valuation of Options [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Realized gains included in net income (loss)	11,412	0	11,412	0
Derivative Financial Instruments, Assets [Member] | Change in Fair Value of Derivative Assets [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Realized gains included in net income (loss)	$ 2,086	$ 0	$ 2,086	$ 0

Note 19 - Fair Value of Finan_5

Note 19 - Fair Value of Financial Instruments - Fair Value Measurement Inputs and Valuation Techniques (Details) $ in Thousands	Sep. 30, 2022 USD ($)	Dec. 31, 2021 USD ($)
Limited liability investments, at fair value	$ 15,967	$ 14,804
Real estate investments, at fair value	12,150	10,662
Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	15,800
Limited Liability Investments [Member]
Limited liability investments, at fair value	19,182	18,826
Fair Value, Inputs, Level 3 [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options	15,802
Valuation, Market Approach [Member] | Fair Value, Inputs, Level 3 [Member]
Stock-based compensation liabilities, at fair value		$ 1,402
Valuation, Market Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Valuation Multiples [Member]
Stock-based compensation liabilities, measurement input		6
Valuation, Market Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Limited Liability Investments [Member]
Limited liability investments, at fair value	$ 3,215	$ 4,022
Valuation Multiples [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Cap Rate [Member] | Minimum [Member]
Limited liability investments, measurement input	1	8
Valuation Multiples [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Cap Rate [Member] | Maximum [Member]
Limited liability investments, measurement input		1
Valuation, Market and Income Approach [Member] | Fair Value, Inputs, Level 3 [Member]
Real estate investments, at fair value	$ 12,150	$ 10,662
Valuation, Market and Income Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Cap Rate [Member]
Real estate investments, measurement input	7.5	7.5
Binomial Lattice Option Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Credit Spread [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options, measurement input	10.47
Binomial Lattice Option Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Interest Rate Volatility [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options, measurement input	2.3
Binomial Lattice Option Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Debt Coupon Interest Rate [Member] | Minimum [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options, measurement input	7.71
Binomial Lattice Option Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Debt Coupon Interest Rate [Member] | Maximum [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options, measurement input	7.85
Binomial Lattice Option Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Expected Term [Member] | Minimum [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options, measurement input	10.84
Binomial Lattice Option Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Expected Term [Member] | Maximum [Member] | Trust Preferred Debt Repurchase Options Contracts [Member]
Derivative - trust preferred debt repurchase options, measurement input	10.6
Valuation, Income Approach [Member] | Fair Value, Inputs, Level 3 [Member]
Contingent consideration, at fair value	$ 3,977	$ 2,458
Valuation, Income Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Discount Rate [Member]
Contingent consideration, measurement input	7	4
Valuation, Income Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Risk Free Interest Rate [Member]
Contingent consideration, measurement input	4.18	0.49
Valuation, Income Approach [Member] | Fair Value, Inputs, Level 3 [Member] | Measurement Input, Price Volatility [Member]
Contingent consideration, measurement input	0.13	15

Note 19 - Fair Value of Finan_6

Note 19 - Fair Value of Financial Instruments - Fair Value, Investments, Entities that Calculate Net Asset Value Per Share (Details) - USD ($) $ in Thousands	Sep. 30, 2022	Dec. 31, 2021
Limited liability investments, at fair value	$ 15,967	$ 14,804

Note 20 - Related Parties (Deta

Note 20 - Related Parties (Details Textual) - RoeCo Lafayette, LLC [Member]	Dec. 30, 2021
Business Acquisition, Percentage of Voting Interests Acquired	100%
Current holder of the Company’s Preferred Share [Member]
Business Acquisition, Percentage of Voting Interests Acquired	100%

Note 21 - Commitments and Con_2

Note 21 - Commitments and Contingencies (Details Textual) - USD ($) $ in Thousands				1 Months Ended	3 Months Ended						9 Months Ended
	Jun. 02, 2021	Jan. 20, 2020	Oct. 18, 2018	Mar. 31, 2021	Sep. 30, 2022	Mar. 31, 2022	Sep. 30, 2021	Jun. 30, 2021	Mar. 31, 2021	Dec. 31, 2020	Sep. 30, 2022	Sep. 30, 2021	Jun. 30, 2022	Dec. 31, 2021	Apr. 30, 2018
Loss Contingency, Estimate of Possible Loss				$ 72,000					$ 72,000	$ 4,800
Proceeds from Legal Settlements									$ 2,700
Litigation Settlement, Amount Awarded to Other Party		$ 900
Litigation Settlement Reimbursable Percentage of Future Losses		60%
Payments for Legal Settlements					$ 100	$ 100	$ 100			$ 500
Liability for Unpaid Claims and Claims Adjustment Expense, Reported Claims, Amount			$ 2,500
Escrow Deposit			2,000				2,000					$ 2,000
Liability for Unpaid Claims and Claims Adjustment Expense, Claims Paid, Total			$ 500				$ 500				$ 0	0
Payments of Debt Issuance Costs												$ 1,685
Short Term Investments Fair Value Disclosure					200						200			$ 200
Restricted Cash, Total					13,165						13,165			17,257
Accrued Expenses and Other Liabilities [Member]
Liability for Unpaid Claims and Claims Adjustment Expense, Reported Claims, Amount					2,500						2,500
Third Parties [Member]
Restricted Cash, Total					2,700						2,700		$ 2,800
IWS [Member]
Restricted Cash, Total					8,600						8,600			12,600
State and Provincial Regulatory Authorities [Member]
Restricted Cash, Total					$ 1,900						$ 1,900			$ 1,900
Loans Payable [Member] | TRT [Member] | Additional Mortgage [Member]
Debt Instrument, Face Amount	$ 15,000
Loans Payable [Member] | TRT [Member] | Additional Mortgage [Member] | DGI-BNSF Corp [Member]
Payment for Management Fee								$ 10,600
Debt Instrument, Percentage of Total Net Proceeds								80%
Loans Payable [Member] | TRT [Member] | Additional Mortgage [Member] | CMC Acquisition LLC [Member]
Payment for Management Fee								$ 2,700
Debt Instrument, Percentage of Total Net Proceeds								20%
Loans Payable [Member] | TRT [Member] | Additional Mortgage [Member] | Third Parties [Member]
Payments of Debt Issuance Costs	$ 1,100
CMC [Member]
Noncontrolling Interest, Ownership Percentage by Parent															81%
Noncontrolling Interest, Ownership Percentage by Noncontrolling Owners															19%
DGI-BNSF Corp [Member]
Noncontrolling Interest, Ownership Percentage by Noncontrolling Owners				80%					80%
DGI-BNSF Corp [Member] | Maximum [Member]
Noncontrolling Interest, Ownership Percentage by Noncontrolling Owners				40%					40%
Litigation Settlement, Amount Awarded to Other Party				$ 30,600
DGI-BNSF Corp [Member] | Minimum [Member]
Noncontrolling Interest, Ownership Percentage by Noncontrolling Owners				32.10%					32.10%
CMC Acquisition LLC [Member]
Noncontrolling Interest, Ownership Percentage by Parent				20%					20%
Litigation Settlement, Amount Awarded from Other Party				$ 1,500
CMC Acquisition LLC [Member] | Maximum [Member]
Noncontrolling Interest, Ownership Percentage by Parent				48.60%					48.60%
Noncontrolling Interest, Ownership Percentage by Noncontrolling Owners				11.40%					11.40%
Proceeds from Legal Settlements				$ 40,000
CMC Acquisition LLC [Member] | Minimum [Member]
Noncontrolling Interest, Ownership Percentage by Parent				55%					55%
CRIC TRT Acquisition LLC [Member] | Maximum [Member]
Noncontrolling Interest, Ownership Percentage by Parent				12.90%					12.90%
Litigation Settlement, Amount Awarded to Other Party				$ 9,400

Note 22 - Subsequent Event (Det

Note 22 - Subsequent Event (Details Textual) - Membership Interest Purchase Agreement [Member] - CSuite Acquisition, LLC [Member] - Subsequent Event [Member] $ in Millions	Nov. 01, 2022 USD ($)
Payments to Acquire Businesses, Gross	$ 8.5
Business Combination, Cash on Hand at Closing	0.9
Business Combination, Contingent Consideration Arrangements, Range of Outcomes, Value, High	$ 3.6