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.