Kingsway Financial Services (KFS) 10-Q 3 Nov 16 2016 Q3 Quarterly report Financial data

Document and Entity Information

Document and Entity Information Document - shares	9 Months Ended
	Sep. 30, 2016	Nov. 03, 2016
Document Information [Line Items]
Entity Registrant Name	KINGSWAY FINANCIAL SERVICES INC.
Entity Central Index Key	1,072,627
Current Fiscal Year End Date	--12-31
Entity Filer Category	Accelerated Filer
Document Type	10-Q
Document Period End Date	Sep. 30, 2016
Document Fiscal Year Focus	2,016
Document Fiscal Period Focus	Q3
Amendment Flag	false
Entity Common Stock, Shares Outstanding		19,842,806

Consolidated Balance Sheet

Consolidated Balance Sheet - USD ($) $ in Thousands	Sep. 30, 2016	Dec. 31, 2015
Investments [Abstract]
Fixed maturities, at fair value (amortized cost of $60,934 and $55,606, respectively)	$ 61,326	$ 55,559
Equity investments, at fair value (cost of $21,145 and $26,428, respectively)	21,518	27,559
Limited liability investments	29,091	20,141
Other investments, at cost which approximates fair value	7,251	4,077
Short-term investments, at cost which approximates fair value	670	400
Total investments	119,856	107,736
Cash and cash equivalents	30,705	51,701
Investments in investees	3,129	1,772
Accrued investment income	535	594
Premiums receivable, net of allowance for doubtful accounts of $135 and $165, respectively	33,570	27,090
Service fee receivable, net of allowance for doubtful accounts of $295 and $276, respectively	1,278	911
Other receivables, net of allowance for doubtful accounts of $806 and $806, respectively	4,979	3,789
Reinsurance recoverable	830	1,422
Prepaid reinsurance premiums	49	7
Deferred acquisition costs, net	14,553	12,143
Income taxes recoverable	0	61
Property and equipment, net of accumulated depreciation of $9,613 and $12,537, respectively	91,239	5,577
Goodwill	10,078	10,078
Intangible assets, net of accumulated amortization of $7,320 and $6,009, respectively	123,178	14,736
Other assets	4,823	3,405
Total Assets	438,802	241,022
Unpaid loss and loss adjustment [Abstract]
Property and casualty	48,991	55,471
Vehicle service agreements	3,055	2,975
Total unpaid loss and loss adjustment expenses	52,046	58,446
Unearned premiums	42,650	35,234
Reinsurance payable	241	145
Note payable	190,931	0
Subordinated debt, at fair value	38,774	39,898
Deferred income tax liability	6,086	2,924
Deferred service fees	36,641	34,319
Income taxes payable	2,031	0
Accrued expenses and other liabilities	20,411	19,959
Total Liabilities	389,811	190,925
Class A preferred stock, no par value; unlimited number authorized; 262,876 and 262,876 issued and outstanding at September 30, 2016 and December 31, 2015, respectively; redemption amount of $6,572	6,419	6,394
Shareholders' Equity [Abstract]
Additional paid-in capital	343,106	341,646
Accumulated deficit	(310,493)	(308,995)
Accumulated other comprehensive income	9,195	9,300
Shareholders' equity attributable to common shareholders	41,808	41,951
Noncontrolling interests in consolidated subsidiaries	764	1,752
Total Shareholders' Equity	42,572	43,703
Total Liabilities and Shareholders' Equity	$ 438,802	$ 241,022

Consolidated Balance Sheet Bala

Consolidated Balance Sheet Balance Sheet Parenthetical - USD ($) $ in Thousands	Sep. 30, 2016	Dec. 31, 2015
Balance Sheet Parenthetical [Abstract]
Fixed maturities, cost	$ 60,934	$ 55,606
Equity investments, cost	21,145	26,428
Premiums receivable, allowance for doubtful accounts	135	165
Other receivables, allowance for doubtful accounts	806	806
Service fee receivable, allowance for doubtful accounts	295	276
Property and equipment, accumulated depreciation	9,613	12,537
Intangible assets accumulated amortization	7,320	6,009
Class A preferred stock, no par value; unlimited number authorized; 262,876 and 262,876 issued and outstanding at September 30, 2016 and December 31, 2015, respectively; redemption amount of $6,572	$ 6,572	$ 6,572
Common stock, shares outstanding	19,842,806	19,709,706

Consolidated Statement of Opera

Consolidated Statement of Operations - USD ($) shares in Thousands, $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Operating Expenses	$ 44,841	$ 40,389	$ 126,742	$ 122,431
Revenues [Abstract]
Net premiums earned	32,949	29,197	94,189	88,427
Service fee and commission income	6,330	6,184	17,046	17,430
Rental income	2,426	0	2,426	0
Net investment income	1,036	791	2,036	2,632
Net realized gains (losses)	46	83	(58)	136
Other-than-temporary impairment loss	0	0	0	10
Other income	3,038	2,303	8,203	13,174
Total revenues	45,825	38,558	123,842	121,789
Operating Expenses [Abstract]
Loss and loss adjustment expenses	26,804	22,914	75,139	69,054
Commissions and premium taxes	5,928	5,653	17,629	17,199
Cost of services sold	1,381	1,408	2,924	3,129
General and administrative expenses	9,949	9,997	30,326	31,748
Amortization of intangible assets	779	307	1,381	937
Contingent consideration (benefit) expense	0	110	(657)	364
Operating income (loss)	984	(1,831)	(2,900)	(642)
Other (revenues) expenses, net: [Abstract]
Interest expense	2,448	1,248	4,649	4,053
Foreign exchange losses, net	(4)	(58)	(14)	(1,210)
Loss (gain) on change in fair value of debt	2,472	(2,458)	(1,124)	(1,491)
(Gain) loss on deconsolidation of subsidiary	(5,643)	0	(5,643)	4,420
Equity in net loss of investees	61	192	1,004	399
Total other (revenues) expenses, net	(658)	(960)	(1,100)	8,591
Income (loss) from continuing operations before income tax expense	1,642	(871)	(1,800)	(9,233)
Income tax expense	55	23	107	79
Income (loss) from continuing operations	1,587	(894)	(783)	3,373
Income from discontinued operations, net of taxes	0	0	0	1,426
Gain on disposal of discontinued operations, net of taxes	0	0	1,124	11,259
Net income (loss)	1,587	(894)	(1,907)	(9,312)
Less: net income (loss) attributable to noncontrolling interests in consolidated subsidiaries	48	(86)	(352)	74
Less: dividends on preferred stock	110	83	274	246
Net income (loss) attributable to common shareholders	$ 1,429	$ (891)	$ (705)	$ 3,053
Loss per share - continuing operations [Abstract]
Basic:	$ 0.07	$ (0.05)	$ (0.09)	$ (0.49)
Diluted:	0.06	(0.05)	(0.09)	(0.49)
Income (Loss) from Discontinued Operations and Disposal of Discontinued Operations, Net of Tax, Per Basic and Diluted Share [Abstract]
Basic:	0	0	0.06	0.64
Diluted:	0	0	0.06	0.64
Earnings Per Share, Basic and Diluted [Abstract]
Basic:	0.07	(0.05)	(0.04)	0.15
Diluted:	$ 0.06	$ (0.05)	$ (0.04)	$ 0.15
Weighted Average Number of Shares Outstanding, Diluted [Abstract]
Basic:	19,843	19,710	19,791	19,710
Diluted:	22,958	19,710	19,791	19,710

Consolidated Statements of Comp

Consolidated Statements of Comprehensive (Loss) Income - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Net income (loss)	$ 1,587	$ (894)	$ (783)	$ 3,373
Unrealized gains (losses) on fixed maturities and equity investments: [Abstract]
Unrealized (losses) gains arising during the period	(328)	(2,271)	377	(3,704)
Reclassification adjustment for amounts included in net income (loss)	21	90	(484)	1,554
Foreign currency translation adjustments	0	0	0	858
Recognition of currency translation loss on deconsolidation of subsidiary	0	0	0	1,243
Other comprehensive loss	(307)	(2,181)	(107)	(49)
Comprehensive income (loss)	1,280	(3,075)	(890)	3,324
Less: comprehensive income (loss) attributable to noncontrolling interests in consolidated subsidiaries	45	(85)	(354)	(395)
Comprehensive income (loss) attributable to common shareholders	$ 1,235	$ (2,990)	$ (536)	$ 3,719

Consolidated Statement of Cash

Consolidated Statement of Cash Flows - USD ($) $ in Thousands	9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015
Net Cash Provided by (Used in) Operating Activities [Abstract]
Net income (loss)	$ (783)	$ 3,373
Adjustments to Reconcile Net Income (Loss) to Cash Provided by (Used in) Operating Activities [Abstract]
Gain on disposal of discontinued operations, net of taxes	1,124	11,259
Equity in net loss of investees	1,004	399
Equity in net income of limited liability investments	800	1,590
Depreciation and amortization expense	1,962	1,400
Contingent consideration (benefit) expense	657	(364)
Stock-based compensation expense, net of forfeitures	716	598
Net realized losses (gains)	58	(136)
Gain on change in fair value of debt	1,124	1,491
Deferred income taxes	76	66
Other-than-temporary impairment loss	0	10
Accretion (Amortization) of Discounts and Premiums, Investments	176	245
Amortization of fixed maturities premiums and discounts	(203)	0
(Gain) loss on deconsolidation of subsidiary	5,643	(4,420)
Increase (Decrease) in Other Operating Assets and Liabilities, Net [Abstract]
Premiums and service fee receivable, net	6,847	1,591
Other receivables, net, adjusted for CMC assets acquired	(773)	670
Reinsurance recoverable	592	1,965
Prepaid reinsurance premiums	(42)	(41)
Deferred acquisition costs, net	2,410	344
Income taxes recoverable	(61)	(18)
Unpaid loss and loss adjustment expenses	(6,400)	(8,457)
Unearned premiums	7,416	1,320
Reinsurance payable	96	(73)
Deferred service fees	2,322	(363)
Other, net, adjusted for CMC assets acquired and liabilities assumed	(345)	1,299
Net cash used in operating activities	(11,126)	(10,538)
Net Cash Provided by (Used in) Investing Activities [Abstract]
Proceeds from sales and maturities of fixed maturities	19,805	23,302
Proceeds from sales of equity investments	3,721	617
Purchases of fixed maturities	24,816	25,788
Purchases of equity investments	1,541	7,666
Net acquisitions of limited liability investments	2,870	6,604
Net purchases of other investments	(3,173)	(600)
Net (purchases of) proceeds from short-term investments	533	(4)
Net proceeds from sale of discontinued operations	1,404	44,919
Payments to Acquire Businesses, Net of Cash Acquired	(494)	0
Net purchases of property and equipment, adjusted for CMC assets acquired	(641)	(175)
Net cash (used in) provided by investing activities	(9,138)	28,009
Net Cash Provided by (Used in) Financing Activities, Continuing Operations [Abstract]
Repurchase of common stock for cancellation	(125)	0
Repayments of Long-term Debt, Long-term Capital Lease Obligations, and Capital Securities	(607)	0
Redemption of LROC preferred units	0	12,920
Net cash used in financing activities	(732)	(12,920)
Net (decrease) increase in cash and cash equivalents	(20,996)	4,551
Cash and cash equivalents at beginning of period	51,701	71,234
Cash and cash equivalents at end of period	$ 30,705	$ 75,785

Business

Business	9 Months Ended
	Sep. 30, 2016
Business [Abstract]
Nature of Operations [Text Block]	BUSINESS Kingsway Financial Services Inc. (the "Company" or "Kingsway") was incorporated under the Business Corporations Act (Ontario) on September 19, 1989. Kingsway is a Canadian holding company with operating subsidiaries located in the United States. The Company operates as a merchant bank primarily engaged, through its subsidiaries, in the property and casualty insurance business.

Basis of Presentation (Notes)

Basis of Presentation (Notes)	9 Months Ended
	Sep. 30, 2016
Basis of Presentation [Abstract]
Basis of Presentation and Significant Accounting Policies [Text Block]	BASIS OF PRESENTATION 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-Q and Article 10 of Regulation S-X. Accordingly, they do not include all of the information and notes required by U.S. GAAP for complete financial statements of the Company. In the opinion of management, all adjustments necessary for a fair presentation have been included and are of a normal recurring nature. Interim results are not necessarily indicative of the results that may be expected for the year. 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-K (" 2015 Annual Report") for the year ended December 31, 2015 . The unaudited consolidated interim financial statements include the accounts of the Company and its subsidiaries. All material intercompany transactions and balances have been eliminated in consolidation. The preparation of consolidated financial statements in conformity with U.S. GAAP requires management to make estimates and assumptions that affect application of policies and the reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the consolidated financial statements and the reported amounts of revenues and expenses during the year. 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 provision for unpaid loss and loss adjustment expenses; valuation of fixed maturities and equity investments; valuation of deferred income taxes; valuation and impairment assessment of intangible assets; goodwill recoverability; deferred acquisition costs; fair value assumptions for performance shares; fair value assumptions for subordinated debt obligations; and contingent consideration. The fair values of the Company's investments in fixed maturities and equity investments, performance shares, subordinated debt and contingent consideration are estimated using a fair value hierarchy to categorize the inputs it uses in valuation techniques. The fair values of the Company's investments in investees are based on quoted market prices. Fair values for other investments approximate their unpaid principal balance. The carrying amounts reported in the consolidated balance sheets approximate fair values for cash, short-term investments and certain other assets and other liabilities because of their short-term nature. The Company's financial results contained herein are reported in U.S. dollars unless otherwise indicated.

Summary of Significant Accounti

Summary of Significant Accounting Polocies	9 Months Ended
	Sep. 30, 2016
Summary of significant accounting policies [Abstract]
Significant Accounting Policies [Text Block]	SUMMARY OF SIGNIFICANT ACCOUNTING POLICIES There have been no material changes to our significant accounting policies as reported in our 2015 Annual Report. The Company has added the following significant accounting policies during 2016. Revenue recognition: Contingent revenue The terms of the sale of one of the Company's subsidiaries includes potential receipt by the Company of future earnout payments. The gain related to the earnout payments is recorded when the consideration is determined to be realizable and is reported in the consolidated statements of operations as gain on disposal of discontinued operations, net of taxes. Rental income Rental income from operating leases is recognized on a straight-line basis, based on contractual lease terms with fixed and determinable increases over the non-cancellable term of the related lease when collectability is reasonably assured. Rental income recognized in excess of amounts contractually due and collected pursuant to the underlying lease is recorded in other receivables in the consolidated balance sheets.

Recently Issued Accounting Stan

Recently Issued Accounting Standards	9 Months Ended
	Sep. 30, 2016
Recently Issued Accounting Standards [Abstract]
New Accounting Pronouncements, Policy [Policy Text Block]	RECENTLY ISSUED ACCOUNTING STANDARDS (a) Adoption of New Accounting Standards: In April 2014, the Financial Accounting Standards Board ("FASB") issued Accounting Standards Update ("ASU") 2014-08, Presentation of Financial Statements (Topic 205) and Property, Plant, and Equipment (Topic 360): Reporting Discontinued Operations and Disclosures of Disposals of Components of an Entity ("ASU 2014-08"). ASU 2014-08 amends the requirements for reporting and disclosing discontinued operations. Under ASU 2014-08, a disposal of a component of an entity or a group of components of an entity is required to be reported in discontinued operations if the disposal represents a strategic shift that has or will have a major effect on the entity’s operations and financial results. Effective January 1, 2015, the Company adopted ASU 2014-08. The adoption of the standard did not have an impact on the consolidated financial statements. In February 2015, the FASB issued ASU 2015-02, Consolidation (Topic 810): Amendments to the Consolidation Analysis ("ASU 2015-02"). The amendments in ASU 2015-02 affect reporting entities that are required to evaluate whether they should consolidate certain legal entities. All legal entities are subject to reevaluation under the revised consolidation model. Specifically, the amendments modify the evaluation of whether limited partnerships and similar legal entities are variable interest entities ("VIEs") or voting interest entities while also eliminating the presumption that a general partner should consolidate a limited partnership. Effective January 1, 2016, the Company adopted ASU 2015-02. The adoption of the standard did not have an impact on the consolidated financial statements. In September 2015, the FASB issued ASU 2015-16, Business Combinations (Topic 805): Simplifying the Accounting for Measurement-Period Adjustments ("ASU 2015-16"). ASU 2015-16 simplifies the accounting for measurement-period adjustments in a business combination by requiring the acquirer to recognize adjustments to provisional amounts that are identified during the measurement period in the reporting period in which the adjustment amounts are determined. The effect on earnings as a result of the change to the provisional amounts, calculated as if the accounting had been completed as of the acquisition date, must be recorded in the reporting period in which the adjustment amounts are determined rather than retrospectively. The effects, by line item, if any, must be disclosed. Effective January 1, 2016, the Company adopted ASU 2015-16. The adoption of the standard did not have an impact on the consolidated financial statements. In March 2016, the FASB issued ASU 2016-07, Investments-Equity Method and Joint Ventures (Topic 323): Simplifying the Transition to the Equity Method of Accounting ("ASU 2016-07"). ASU 2016-07 simplifies the transition to equity method accounting by requiring an equity method investor to add the cost of acquiring the additional interest in the investee to the current basis of the investor's previously held interest and adopt the equity method of accounting as of the date the investment becomes qualified for equity method accounting. ASU 2016-07 is effective for annual reporting periods beginning after December 15, 2016 and should be applied prospectively upon the effective date. Early adoption is permitted. Effective January 1, 2016, the Company adopted ASU 2016-07. The adoption of the standard did not have a material impact on the consolidated financial statements. (b) Accounting Standards Not Yet Adopted: In May 2014, the FASB issued ASU 2014-09, Revenue from Contracts with Customers ("ASU 2014-09"), which outlines a single comprehensive model for entities to use in accounting for revenue arising from contracts with customers. The core principle of ASU 2014-09 is that an entity recognizes revenue to depict the transfer of promised goods or services to customers in an amount that reflects the consideration to which the entity expects to be entitled in exchange for those goods or services. In August 2015, the FASB issued ASU 2015-14, Revenue from Contracts with Customers (Topic 606): Deferral of the Effective Date ("ASU 2015-14"). This amendment defers the effective date of the previously issued ASU 2014-09 until the interim and annual reporting periods beginning after December 15, 2017. Earlier application is permitted for interim and annual reporting periods beginning after December 15, 2016. In addition, the FASB has issued four related ASU's on principal versus agent guidance (ASU 2016-08), identifying performance obligations and the licensing implementation guidance (ASU 2016-10), a revision of certain SEC Staff Observer comments (ASU 2016-11) and implementation guidance (ASU 2016-12). Insurance contracts are not within the scope of ASU 2014-09; therefore, this standard would not apply to the Company's Insurance Underwriting segment. The Company is currently evaluating the impact of the adoption of ASU 2014-09 on its consolidated financial statements. In May 2015, the FASB issued ASU 2015-09, Financial Services-Insurance (Topic 944): Disclosures about Short-Duration Contracts ("ASU 2015-09"). ASU 2015-09 was issued to enhance disclosures about an entity’s insurance liabilities, including the nature, amount, timing and uncertainty of cash flows related to those liabilities. ASU 2015-09 is effective for annual reporting periods beginning after December 15, 2015 and for interim periods beginning after December 15, 2016. Early adoption is permitted. Except for the increased disclosure requirements, the Company does not believe the adoption will have a material effect on its consolidated financial statements. In January 2016, the FASB issued ASU 2016-01, Financial Instruments-Overall (Subtopic 825-10): Recognition and Measurement of Financial Assets and Financial Liabilities ("ASU 2016-01"). The amendments in ASU 2016-01 address certain aspects of recognition, measurement, presentation, and disclosure of financial instruments. Most significantly, ASU 2016-01 requires equity investments (except those accounted for under the equity method of accounting or those that result in consolidation of an investee) to be measured at fair value with changes in fair value recognized in net income (loss). For public business entities, the amendments in ASU 2016-01 are effective for fiscal years beginning after December 15, 2017, including interim periods within those fiscal years, and will be applied using a cumulative-effect adjustment to accumulated deficit as of the beginning of the fiscal year of adoption. The Company currently records its equity investments at fair value with net unrealized gains or losses reported in accumulated other comprehensive income. Adoption of ASU 2016-01 will require the changes in fair value on equity investments with readily determinable fair values to be recorded in net (loss) income. Adoption of ASU 2016-01 is not expected to have a material impact on the Company's financial position, cash flows or total comprehensive income (loss), but could have a significant impact on the Company's results of operations and earnings (loss) per share as changes in fair value will be presented in net income (loss) rather than other comprehensive loss. In February 2016, the FASB issued ASU 2016-02, Leases ("ASU 2016-02"). ASU 2016-02 was issued to improve the financial reporting of leasing transactions. Under current guidance for lessees, leases are only included on the balance sheet if certain criteria, classifying the agreement as a capital lease, are met. This update will require the recognition of a right-of-use asset and a corresponding lease liability, discounted to the present value, for all leases that extend beyond 12 months. For operating leases, the asset and liability will be expensed over the lease term on a straight-line basis, with all cash flows included in the operating section of the statement of cash flows. For finance leases, interest on the lease liability will be recognized separately from the amortization of the right-of-use asset in the statement of comprehensive income and the repayment of the principal portion of the lease liability will be classified as a financing activity while the interest component will be included in the operating section of the statement of cash flows. ASU 2016-02 is effective for annual and interim reporting periods beginning after December 15, 2018. Early adoption is permitted. Upon adoption, leases will be recognized and measured at the beginning of the earliest period presented using a modified retrospective approach. The Company is currently evaluating the impact of the adoption of ASU 2016-02 on its consolidated financial statements. In March 2016, the FASB issued ASU 2016-09, Compensation - Stock Compensation (Topic 718): Improvements to Employee Share-Based Payment Accounting ("ASU 2016-09"). ASU 2016-09 was issued to simplify the accounting for share-based payment awards. The guidance requires that, prospectively, all tax effects related to share-based payments be made through the statement of operations at the time of settlement as opposed to excess tax benefits being recognized in additional paid-in-capital under the current guidance. ASU 2016-09 also removes the requirement to delay recognition of a tax benefit until it reduces current taxes payable. This change is required to be applied on a modified retrospective basis, with a cumulative-effect adjustment to opening accumulated deficit. Additionally, all tax related cash flows resulting from share-based payments are to be reported as operating activities on the statement of cash flows, a change from the current requirement to present tax benefits as an inflow from financing activities and an outflow from operating activities. ASU 2016-09 is effective for annual and interim reporting periods beginning after December 15, 2016. Early adoption is permitted with any adjustments reflected as of the beginning of the fiscal year of adoption. The Company does not believe the adoption of ASU 2016-09 will have a material impact on its consolidated financial statements. In August 2016, the FASB issued ASU 2016-15, Classification of Certain Cash Receipts and Cash Payments ("ASU 2016-15"). The objective of ASU 2016-15 is to reduce diversity in the classification of cash receipts and payments for specific cash flow issues, including debt prepayment or debt extinguishment costs, contingent consideration payments made after a business combination and proceeds from the settlement of insurance claims. ASU 2016-15 is effective for fiscal years beginning after December 31, 2017, and interim periods within those fiscal years. Early adoption of ASU 2016-15 is permitted. The Company does not believe the adoption of ASU 2016-15 will have a material impact on its consolidated financial statements.

Acquisitions, Deconsolidations

Acquisitions, Deconsolidations and Discontinued Operations (Notes)	9 Months Ended
	Sep. 30, 2016
Acquisition, Deconsolidation and Discontinued Operations [Abstract]
Disposal Groups, Including Discontinued Operations, Disclosure [Text Block]	ACQUISITIONS, DECONSOLIDATIONS AND DISCONTINUED OPERATIONS (a) Acquisitions CMC Industries, Inc.: On July 14, 2016, the Company completed the acquisition of 81% of CMC Industries, Inc. ("CMC") for cash consideration of $1.5 million . The consolidated statements of operations include the earnings of CMC from the date of acquisition. As further discussed in Note 18 , " Segmented Information ," CMC is included in the Leased Real Estate segment. CMC owns, through an indirect wholly owned subsidiary (the "Property Owner"), a parcel of real property consisting of approximately 192 acres located in the State of Texas (the "Real Property"). The Real Property is leased to a third party pursuant to a long-term triple net lease. The Real Property is also subject to a mortgage in the principal amount of $180.0 million (the "Mortgage") at the date of acquisition. The Mortgage is nonrecourse indebtedness with respect to CMC and its subsidiaries (including the Property Owner), and the Mortgage is not, nor will it be, guaranteed by Kingsway or its affiliates. All cash rental income generated by the Real Property is applied to make principal and interest payments on the Mortgage. The Mortgage is recorded as note payable on the consolidated balance sheets. The Company intends to finalize by December 31, 2016 its fair value analysis of the assets acquired and liabilities assumed. The assets acquired and liabilities assumed are recorded in the unaudited consolidated interim financial statements at their estimated fair market values. These estimates, allocations and calculations are subject to change as we obtain further information; therefore, the final fair market values of the assets acquired and liabilities assumed may not agree with the estimates included in the unaudited consolidated interim financial statements. The following is an estimated allocation of the assets acquired and liabilities assumed at the date of acquisition: (in thousands) July 14, 2016 Cash and cash equivalents $ 1,006 Other receivables 1,963 Property and equipment 86,333 Intangible asset - subject to amortization 109,092 Other assets 1,385 Total assets $ 199,779 Note payable $ 191,741 Deferred income tax liability 3,086 Income taxes payable 2,056 Accrued expenses and other liabilities 1,097 Noncontrolling interest in CMC 299 Total liabilities and noncontrolling interest $ 198,279 Purchase price $ 1,500 The consolidated statements of operations include the earnings of CMC from the date of acquisition. From the date of acquisition through September 30, 2016 , CMC earned revenue of $2.4 million and net income of $0.2 million . The following unaudited pro forma summary presents the Company's consolidated financial statements for the nine months ended September 30, 2016 and September 30, 2015 as if CMC had been acquired on January 1, 2015. The pro forma summary is presented for illustrative purposes only and does not purport to represent the results of our operations that would have actually occurred had the acquisition occurred on January 1, 2015 or project our results of operations as of any future date or for any future period, as applicable. (in thousands, except per share data) Nine months ended September 30, 2016 2015 Revenues $ 130,464 $ 130,799 Loss from continuing operations attributable to common shareholders $ (466 ) $ (8,768 ) Basic loss per share - continuing operations $ (0.02 ) $ (0.44 ) Diluted loss per share - continuing operations $ (0.02 ) $ (0.44 ) Argo Management Group LLC: Effective April 21, 2016, the Company issued 160,000 shares of its common stock to acquire Argo Management Group LLC ("Argo"). The Argo purchase price of $0.7 million was determined using the closing price of Kingsway common stock on the date the 160,000 shares were issued. The consolidated statements of operations include the earnings of Argo from the date of acquisition. No supplemental pro forma revenue and earnings information related to the acquisition has been presented for the nine months ended September 30, 2016 and September 30, 2015 , as the impact is immaterial. Argo’s primary business is to act as the Managing Member of Argo Holdings Fund I, LLC, an investment fund organized for purposes of making control-oriented equity investments in established lower middle market companies based in North America, with a focus on search fund investments. This acquisition was accounted for as a business combination using the acquisition method of accounting. The purchase price was allocated to the assets acquired and liabilities assumed based upon their estimated fair values at the date of acquisition. During the second quarter of 2016, the Company completed its fair value analysis on the assets acquired and liabilities assumed. Separately identifiable intangible assets of $0.7 million were recognized resulting from the valuations of contract-based management fee and promote fee revenues. Refer to Note 9 , " Intangible Assets ," for further disclosure of the intangible assets related to this acquisition. The following table summarizes the estimated fair value of the assets acquired and liabilities assumed at the date of acquisition: (in thousands) April 21, 2016 Cash and cash equivalents $ 5 Other receivables 17 Intangible assets - subject to amortization 731 Other assets 5 Total assets $ 758 Accrued expenses and other liabilities $ 14 Total liabilities $ 14 Purchase price $ 744 (b) Deconsolidations 1347 Investors LLC: At June 30, 2016, the Company owned 61.0% of the outstanding units of 1347 Investors LLC ("1347 Investors"). Because the Company owned more than 50% of the outstanding units, 1347 Investors was included in the unaudited consolidated interim financial statements of the Company. 1347 Investors had an investment in the common stock and private units of 1347 Capital Corp. which was reflected in investments in investees in the consolidated balance sheets. 1347 Capital Corp., which completed an initial public offering on July 21, 2014 and which had 24 months from the date of the initial public offering to complete a successful business combination, was formed for the purpose of entering into a merger, share exchange, asset acquisition or other similar business combination with one or more businesses or entities. On March 23, 2016, 1347 Capital Corp. announced the signing of a definitive agreement with Limbach Holdings LLC ("Limbach"), in which 1347 Capital Corp. would merge with Limbach. On July 21, 2016, Limbach announced the closing of the previously announced merger, and 1347 Capital Corp. was renamed Limbach Holdings, Inc. As a result of this transaction, the Company's ownership percentage in 1347 Investors was reduced to 26.7% at the transaction date, leading the Company to record a non-cash gain of $5.6 million during the third quarter of 2016 related to the deconsolidation of 1347 Investors. This gain results from removing the carrying value of the noncontrolling interest in 1347 Investors and the carrying value of the consolidated net assets of 1347 Investors, which the Company reported prior to the closing of the transaction, and recording the fair value of the Company's 26.7% retained noncontrolling investment in 1347 Investors as of the transaction date. Subsequent to the transaction date, the Company will account for its remaining noncontrolling investment in 1347 Investors under the equity method of accounting. Kingsway Linked Return of Capital Trust: On July 14, 2005, Kingsway Linked Return of Capital Trust ("KLROC Trust") completed its public offering of C $78.0 million through the issuance of 3,120,000 LROC 5% preferred units due June 30, 2015 ("LROC preferred units"), of which the Company was a promoter. KLROC Trust’s net proceeds of the public offering was C $74.1 million . Beginning in 2009, the Company began purchasing LROC preferred units. During 2009, the Company acquired 833,715 LROC preferred units. During the second quarter of 2010, the Company commenced the take-over bid (the "KLROC Offer") to acquire up to 1,500,000 units at a price per unit of C $20.00 in cash. The KLROC Offer expired on July 23, 2010, and 1,525,150 units were tendered, of which 1,500,000 were purchased on a pro-rata basis. The tender was paid for using available cash. As a result of these acquisitions, the Company beneficially owned and controlled 2,333,715 units, representing 74.8% of the issued and outstanding LROC preferred units and began consolidating the financial statements of KLROC Trust effective July 23, 2010. In the consolidated financial statements, the par value of the units owned was netted against the liability related to the LROC preferred units due June 30, 2015. At December 31, 2014, the Company's outstanding net obligation was C $15.8 million . During the second quarter of 2015, the Company's controlling interest in KLROC Trust was reduced to zero upon the Company's repayment of its C $15.8 million outstanding on its LROC preferred units due June 30, 2015. As a result, the Company recorded a non-cash loss on deconsolidation of KLROC Trust of $4.4 million during the second quarter of 2015. This reported loss results from removing the net assets and accumulated other comprehensive loss of KLROC Trust from the Company’s consolidated balance sheets. (c) Discontinued Operations On April 1, 2015, the Company closed on the sale of its subsidiary, Assigned Risk Solutions Ltd. ("ARS") for $47.0 million in cash. During the second quarter of 2015, the Company received additional post-closing cash consideration of $2.0 million . The terms of the sale also provide for potential receipt by the Company of future earnout payments equal to 1.25% of ARS' written premium and fee income during the earnout periods. The earnout payments are payable in three annual installments beginning in April 2016 through April 2018. During the second quarter of 2016, the Company received cash consideration of $1.4 million , representing the first annual installment earnout payment. Net of expenses, the Company recorded an additional gain on disposal of ARS of $1.1 million for the nine months ended September 30, 2016 . As a result of the sale, ARS, previously disclosed as part of the Insurance Services segment, has been classified as a discontinued operation. The earnings of ARS are disclosed as discontinued operations in the unaudited consolidated statements of operations for all periods presented. Summary financial information included in income from discontinued operations, net of taxes for the three and nine months ended September 30, 2016 and September 30, 2015 is presented below: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Revenues: Service fee and commission income $ — $ — $ — $ 8,342 Other expense — — — (20 ) Total revenues — — — 8,322 Expenses: General and administrative expenses — — — 6,462 Income from discontinued operations before income tax expense — — — 1,860 Income tax expense — — — 434 Income from discontinued operations, net of taxes $ — $ — $ — $ 1,426 Gain on disposal of discontinued operations before income tax benefit — — 1,124 11,010 Income tax benefit — — — (249 ) Gain on disposal of discontinued operations, net of taxes — — 1,124 11,259 Total gain from discontinued operations, net of taxes $ — $ — $ 1,124 $ 12,685 For the nine months ended September 30, 2016 and September 30, 2015 , ARS' net cash used in operating activities was zero and $0.2 million , respectively. ARS had no cash flows from investing activities for the nine months ended September 30, 2016 and September 30, 2015 .

Investments

Investments	9 Months Ended
	Sep. 30, 2016
Investments [Abstract]
Summary of Investments, Other than Investments in Related Parties [Text Block]	INVESTMENTS The amortized cost, gross unrealized gains and losses, and estimated fair value of the Company's investments in fixed maturities and equity investments at September 30, 2016 and December 31, 2015 are summarized in the tables shown below: (in thousands) September 30, 2016 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 23,850 $ 114 $ 11 $ 23,953 States, municipalities and political subdivisions 2,898 13 3 2,908 Mortgage-backed 9,698 79 15 9,762 Asset-backed securities and collateralized mortgage obligations 4,560 23 1 4,582 Corporate 19,928 220 27 20,121 Total fixed maturities 60,934 449 57 61,326 Equity investments: Common stock 19,868 3,053 2,182 20,739 Warrants 1,277 55 553 779 Total equity investments 21,145 3,108 2,735 21,518 Total fixed maturities and equity investments $ 82,079 $ 3,557 $ 2,792 $ 82,844 (in thousands) December 31, 2015 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 20,443 $ 73 $ 63 $ 20,453 States, municipalities and political subdivisions 2,241 20 5 2,256 Mortgage-backed 7,997 25 59 7,963 Asset-backed securities and collateralized mortgage obligations 6,040 4 21 6,023 Corporate 18,885 60 81 18,864 Total fixed maturities 55,606 182 229 55,559 Equity investments: Common stock 25,177 3,464 2,055 26,586 Warrants 1,251 52 330 973 Total equity investments 26,428 3,516 2,385 27,559 Total fixed maturities and equity investments $ 82,034 $ 3,698 $ 2,614 $ 83,118 The table below summarizes the Company's fixed maturities at September 30, 2016 by contractual maturity periods. Actual results may differ as issuers may have the right to call or prepay obligations, with or without penalties, prior to the contractual maturity of these obligations. (in thousands) September 30, 2016 Amortized Cost Estimated Fair Value Due in one year or less $ 7,257 $ 7,263 Due after one year through five years 42,517 42,830 Due after five years through ten years 3,646 3,670 Due after ten years 7,514 7,563 Total $ 60,934 $ 61,326 The following tables highlight the aggregate unrealized loss position, by security type, of fixed maturities and equity investments in unrealized loss positions as of September 30, 2016 and December 31, 2015 . The tables segregate the holdings based on the period of time the investments have been continuously held in unrealized loss positions. (in thousands) September 30, 2016 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 $ 4,843 $ 11 $ — $ — $ 4,843 $ 11 States, municipalities and political subdivisions 1,652 3 — — 1,652 3 Mortgage-backed 4,341 15 110 — 4,451 15 Asset-backed securities and collateralized mortgage obligations 1,107 1 — — 1,107 1 Corporate 3,653 23 447 4 4,100 27 Total fixed maturities 15,596 53 557 4 16,153 57 Equity investments: Common stock 1,156 419 7,265 1,763 8,421 2,182 Warrants 104 86 525 467 629 553 Total equity investments 1,260 505 7,790 2,230 9,050 2,735 Total $ 16,856 $ 558 $ 8,347 $ 2,234 $ 25,203 $ 2,792 (in thousands) December 31, 2015 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 $ 12,635 $ 63 $ — $ — $ 12,635 $ 63 States, municipalities and political subdivisions 745 5 — — 745 5 Mortgage-backed 5,685 59 — — 5,685 59 Asset-backed securities and collateralized mortgage obligations 5,035 21 — — 5,035 21 Corporate 9,171 81 — — 9,171 81 Total fixed maturities 33,271 229 — — 33,271 229 Equity investments: Common stock 15,711 2,055 — — 15,711 2,055 Warrants 897 330 — — 897 330 Total equity investments 16,608 2,385 — — 16,608 2,385 Total $ 49,879 $ 2,614 $ — $ — $ 49,879 $ 2,614 Fixed maturities and equity investments contain approximately 84 and 127 individual investments that were in unrealized loss positions as of September 30, 2016 and December 31, 2015 , respectively. 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. The analysis includes some or all of the following procedures as deemed appropriate by the Company: • identifying all unrealized loss positions that have existed for at least six months; • identifying other circumstances which management believes may impact the recoverability of the unrealized loss positions; • obtaining a valuation analysis from third-party investment managers regarding the intrinsic value of these investments based on their knowledge and experience together with market-based valuation techniques; • reviewing the trading range of certain investments over the preceding calendar period; • assessing if declines in market value are other-than-temporary for debt instruments based on the investment grade credit ratings from third-party rating agencies; • assessing if declines in market value are other-than-temporary for any debt instrument with a non-investment grade credit rating based on the continuity of its debt service record; • determining the necessary provision for declines in market value that are considered other-than-temporary based on the analyses performed; and • assessing the Company's ability and intent to hold these investments at least until the investment impairment is recovered. The risks and uncertainties inherent in the assessment methodology used to determine declines in market value that are other-than-temporary include, but may not be limited to, the following: • the opinions of professional investment managers could be incorrect; • the past trading patterns of individual investments may not reflect future valuation trends; • the credit ratings assigned by independent credit rating agencies may be incorrect due to unforeseen or unknown facts related to a company's financial situation; and • the debt service pattern of non-investment grade instruments may not reflect future debt service capabilities and may not reflect a company's unknown underlying financial problems. As a result of the analysis performed by the Company to determine declines in market value that are other-than-temporary, there were no write-downs for other-than-temporary impairments related to investments recorded for the three and nine months ended September 30, 2016 . For the three months ended September 30, 2015 , there were no write-downs for other-than-temporary impairments related to investments. For the nine months ended September 30, 2015 , the Company recorded a write-down of $0.0 million for other-than-temporary impairment related to fixed maturities. There were no other-than-temporary losses recognized in other comprehensive loss for the three and nine months ended September 30, 2016 , or for the three months ended September 30, 2015 . There were $0.0 million of other-than-temporary losses recognized in other comprehensive loss for the nine months ended September 30, 2015 . The Company has reviewed currently available information regarding investments with estimated fair values that are less than their carrying amounts and believes that these unrealized losses are not other-than-temporary and are primarily due to temporary market and sector-related factors rather than to issuer-specific factors. The Company does not intend to sell those investments, and it is not likely that it will be required to sell those investments before recovery of its amortized cost. The Company does not have any exposure to subprime mortgage-backed investments. Limited liability investments include investments in limited liability companies, limited partnerships and a general partnership that primarily invest in income-producing real estate or real estate-related investments. The Company's interests in these investments are not deemed minor and, therefore, are accounted for under the equity method of accounting. The most recently available financial statements are used in applying the equity method. The difference between the end of the reporting period of the limited liability entities and that of the Company is no more than three months. As of September 30, 2016 and December 31, 2015 , the carrying value of limited liability investments totaled $29.1 million and $20.1 million , respectively. At September 30, 2016 , the Company has unfunded commitments totaling $1.8 million to fund limited liability investments. Income from limited liability investments is recognized based on the Company's share of the earnings of the limited liability entities and is included in net investment income. Other investments include mortgage and collateral loans and are reported at their unpaid principal balance. As of September 30, 2016 and December 31, 2015 , the carrying value of other investments totaled $7.3 million and $4.1 million , respectively. Gross realized gains and losses on fixed maturities, equity investments and limited liability investments for the three and nine months ended September 30, 2016 and September 30, 2015 , respectively, is comprised as follows: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Gross realized gains $ 47 $ 84 $ 295 $ 137 Gross realized losses (1 ) (1 ) (353 ) (1 ) Net realized gains (losses) $ 46 $ 83 $ (58 ) $ 136 Net investment income for the three and nine months ended September 30, 2016 and September 30, 2015 , respectively, is comprised as follows: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Investment income Interest from fixed maturities $ 189 $ 255 $ 649 $ 648 Dividends 132 169 524 517 Income from limited liability investments 490 595 800 1,590 Gain (loss) on change in fair value of warrants 27 (222 ) (219 ) (57 ) Other 234 40 373 106 Gross investment income 1,072 837 2,127 2,804 Investment expenses (36 ) (46 ) (91 ) (172 ) Net investment income $ 1,036 $ 791 $ 2,036 $ 2,632 Fixed maturities and short-term investments with an estimated fair value of $13.3 million and $12.9 million were on deposit with state and provincial regulatory authorities at September 30, 2016 and December 31, 2015 , respectively. Also, from time to time, the Company pledges investments to third-parties as deposits or to collateralize liabilities incurred under its policies of insurance. The amount of such pledged securities was $17.3 million and $15.8 million at September 30, 2016 and December 31, 2015 , respectively.

Investment in Investees (Notes)

Investment in Investees (Notes)	9 Months Ended
	Sep. 30, 2016
Schedule of Equity Method Investments [Line Items]
Equity Method Investments and Joint Ventures Disclosure [Text Block]	INVESTMENTS IN INVESTEES At September 30, 2016, investment in investee includes the Company's investment in the common stock of Itasca Capital Ltd. ("ICL"). Prior to the second quarter of 2016, the Company's investment in ICL was included in equity investments in the consolidated balance sheets. During the second quarter of 2016, the Company's ownership percentage in ICL was increased to 31.2% . As a result of this change in ownership, the Company determined that its investment in the common stock of ICL qualifies for the equity method of accounting and, thus, is included in investments in investees in the consolidated balance sheet at September 30, 2016 . The Company's investment in ICL is recorded on a three-month lag basis. At December 31, 2015, investment in investee includes 1347 Investors' investment in the common stock and private units of 1347 Capital Corp. As discussed in Note 5 , " Acquisitions, Deconsolidations and Discontinued Operations ," during the third quarter of 2016, the Company's ownership percentage in 1347 Investors was reduced to 26.7% and the Company deconsolidated 1347 Investors. As a result of removing the net assets of 1347 Investors from the Company’s consolidated balance sheets, the Company no longer has a direct investment in the common stock and private units of 1347 Capital Corp. at September 30, 2016. Investments in investees are accounted for under the equity method. The carrying value, estimated fair value and approximate equity percentage for each of the Company's investments in investees at September 30, 2016 and December 31, 2015 were as follows: (in thousands, except for percentages) September 30, 2016 December 31, 2015 Equity Percentage Estimated Fair Value Carrying Value Equity Percentage Estimated Fair Value Carrying value 1347 Capital Corp. — % $ — $ — 21.0 % $ 12,369 $ 1,772 ICL 31.2 % $ 3,474 $ 3,129 — % $ — $ — Total $ 3,474 $ 3,129 $ 12,369 $ 1,772 The estimated fair value of the Company's investment in ICL at September 30, 2016 in the table above is calculated based on the published closing price of ICL at June 30, 2016 to be consistent with the three-month lag in reporting its carrying value under the equity method. The estimated fair value of the Company's investment in ICL based on the published closing price of ICL at September 30, 2016 is $4.3 million . For the three months ended September 30, 2016 and September 30, 2015 , equity in net loss of investees was $0.1 million and $0.2 million , respectively ( $1.0 million and $0.4 million for the nine months ended September 30, 2016 and September 30, 2015 , respectively).

Deferred Acquisition Costs

Deferred Acquisition Costs	9 Months Ended
	Sep. 30, 2016
Deferred Acquisition Costs [Abstract]
Deferred Policy Acquisition Costs [Text Block]	DEFERRED ACQUISITION COSTS Policy acquisition costs consist primarily of commissions, premium taxes, and underwriting and agency expenses, net of ceding commission income, incurred related to successful efforts to acquire new or renewal insurance contracts and vehicle service agreements. Acquisition costs deferred on both property and casualty insurance products and vehicle service agreements are amortized over the period in which the related revenues are earned. The components of deferred acquisition costs and the related amortization expense for the three and nine months ended September 30, 2016 and 2015 , respectively, are comprised as follows: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Beginning balance, net $ 13,824 $ 12,617 $ 12,143 $ 12,197 Additions 7,565 5,843 22,334 19,561 Amortization (6,836 ) (5,919 ) (19,924 ) (19,217 ) Balance at September 30, net $ 14,553 $ 12,541 $ 14,553 $ 12,541

Intangible Assets

Intangible Assets	9 Months Ended
	Sep. 30, 2016
Intangible Assets [Abstract]
Intangible Assets Disclosure [Text Block]	9 INTANGIBLE ASSETS Intangible assets are comprised as follows: (in thousands) September 30, 2016 Gross Carrying Value Accumulated Amortization Net Carrying Value Intangible assets subject to amortization Acquired lease $ 109,092 $ 473 $ 108,619 Database 4,918 1,906 3,012 Vehicle service agreements in-force 3,680 3,506 174 Customer-related relationships 3,611 1,404 2,207 Contract-based revenues 731 31 700 Intangible assets not subject to amortization Insurance licenses 7,803 — 7,803 Trade name 663 — 663 Total $ 130,498 $ 7,320 $ 123,178 (in thousands) December 31, 2015 Gross Carrying Value Accumulated Amortization Net Carrying Value Intangible assets subject to amortization Database $ 4,918 $ 1,537 $ 3,381 Vehicle service agreements in-force 3,680 3,362 318 Customer-related relationships 3,611 1,040 2,571 Non-compete agreement 70 70 — Intangible assets not subject to amortization Insurance licenses 7,803 — 7,803 Trade name 663 — 663 Total $ 20,745 $ 6,009 $ 14,736 As further discussed in Note 5 , " Acquisitions, Deconsolidations and Discontinued Operations ," during the third quarter of 2016, the Company recorded a $109.1 million separately identifiable intangible asset for acquired lease as part of the acquisition of CMC. The acquired lease intangible asset is being amortized on a straight-line basis over its estimated useful life of 48 years. The Company intends to finalize by December 31, 2016 its fair value analysis of the assets acquired and liabilities assumed as part of the acquisition of CMC. These estimates, allocations and calculations are subject to change as we obtain further information; therefore, the final fair market values of the assets acquired and liabilities assumed may not agree with the estimates included in the unaudited consolidated interim financial statements. As further discussed in Note 5 , " Acquisitions, Deconsolidations and Discontinued Operations ," during the second quarter of 2016, the Company recorded $0.7 million of separately identifiable intangible assets for contract-based management fee and promote fee revenues as part of the acquisition of Argo. The contract-based management fee revenue intangible asset is being amortized over nine years. The contract-based promote fee revenue intangible asset is being amortized over a three-year period beginning in 2022. The amortization periods for the contract-based revenues intangible assets are based on the patterns in which the economic benefits of the intangible assets are expected to be consumed. The Company's other 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 three to fifteen years. Amortization of intangible assets was $0.8 million and $0.3 million for the three months ended September 30, 2016 and September 30, 2015 , respectively ( $1.4 million and $0.9 million for the nine months ended September 30, 2016 and September 30, 2015 , respectively). The insurance licenses and trade name intangible assets have indefinite useful lives and are not amortized.

Unpaid Loss and Loss Adjustment

Unpaid Loss and Loss Adjustment Expenses	9 Months Ended
	Sep. 30, 2016
Unpaid loss and loss adjustment [Abstract]
Liability for Future Policy Benefits and Unpaid Claims Disclosure [Text Block]	10 UNPAID LOSS AND LOSS ADJUSTMENT EXPENSES The establishment of the provision for unpaid loss and loss adjustment expenses is based on known facts and interpretation of circumstances and is, therefore, a complex and dynamic process influenced by a large variety of factors. These factors include the Company's experience with similar cases and historical trends involving loss payment patterns, pending levels of unpaid loss and loss adjustment expenses, product mix or concentration, loss severity and loss frequency patterns. Other factors include the continually evolving and changing regulatory and legal environment; actuarial studies; professional experience and expertise of the Company's claims departments' personnel and independent adjusters retained to handle individual claims; the quality of the data used for projection purposes; existing claims management practices including claims-handling and settlement practices; the effect of inflationary trends on future loss settlement costs; court decisions; economic conditions; and public attitudes. Consequently, the process of determining the provision for unpaid loss and loss adjustment expenses necessarily involves risks that the actual loss and loss adjustment expenses incurred by the Company will deviate, perhaps materially, from the estimates recorded. The Company's evaluation of the adequacy of unpaid loss and loss adjustment expenses includes a re-estimation of the liability for unpaid loss and loss adjustment expenses relating to each preceding financial year compared to the liability that was previously established. (a) Property and Casualty The results of this comparison and the changes in the provision for property and casualty unpaid loss and loss adjustment expenses, net of amounts recoverable from reinsurers, as of September 30, 2016 and September 30, 2015 were as follows: (in thousands) September 30, 2016 September 30, 2015 Balance at beginning of period, gross $ 55,471 $ 63,895 Less reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses 1,207 3,203 Balance at beginning of period, net 54,264 60,692 Incurred related to: Current year 71,193 64,893 Prior years (207 ) (299 ) Paid related to: Current year (42,672 ) (37,378 ) Prior years (34,293 ) (33,993 ) Balance at end of period, net 48,285 53,915 Plus reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses 706 1,523 Balance at end of period, gross $ 48,991 $ 55,438 (b) Vehicle Service Agreements The results of the comparison and the changes in the provision for vehicle service agreement unpaid loss and loss adjustment expenses as of September 30, 2016 and September 30, 2015 were as follows: (in thousands) September 30, 2016 September 30, 2015 Balance at beginning of period $ 2,975 $ 2,975 Incurred related to: Current year 4,153 4,460 Prior years — — Paid related to: Current year (3,920 ) (4,350 ) Prior years (153 ) (110 ) Balance at end of period $ 3,055 $ 2,975

Debt

Debt	9 Months Ended
	Sep. 30, 2016
Debt Instruments [Abstract]
Debt Disclosure [Text Block]	11 DEBT Debt consists of the following: (in thousands) September 30, 2016 December 31, 2015 Principal Carrying Value Principal Carrying Value Note payable $ 179,395 $ 190,931 $ — $ — Subordinated debt 90,500 38,774 90,500 39,898 Total $ 269,895 $ 229,705 $ 90,500 $ 39,898 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 1/8/2004 annual interest rate equal to LIBOR, plus 4.00% payable quarterly 1/8/2034 As further discussed in Note 5 , " Acquisitions, Deconsolidations and Discontinued Operations ," as part of the acquisition of CMC, the Company assumed a note payable with a principal amount of $180.0 million on the date of acquisition that matures on May 15, 2034 and has a fixed interest rate of 4.07% . The note payable was recorded at the date of acquisition at its estimated fair market value, which includes an estimated premium of $11.7 million . This estimated premium is being amortized through the maturity date of the note payable using the effective interest rate method. The carrying value of the note payable at September 30, 2016 represents its estimated amortized cost. These estimates are subject to change as we obtain further information; therefore, the final fair market value of the note payable assumed and the amortization of the premium may not agree with the estimates included in the unaudited consolidated interim financial statements.

Finance Lease Obligation Liabil

Finance Lease Obligation Liability (Notes)	9 Months Ended
	Sep. 30, 2016
Asset Retirement Obligation [Abstract]
Schedule of Asset Retirement Obligations [Table Text Block]	FINANCE LEASE OBLIGATION LIABILITY On October 2, 2014, the Company completed a sale and leaseback transaction involving building and land located in Miami, Florida, which was previously recorded as asset held for sale. The transaction did not qualify for sales recognition and was accounted for as a financing due to the Company's continuing involvement with the property as a result of nonrecourse financing provided to the buyer in the form of prepaid rent. A finance lease obligation liability equal to the selling price of the property was established at the date of the transaction. During the five-year lease term, the Company will record interest expense on the finance lease obligation at its incremental borrowing rate and will increase the finance lease obligation liability by the same amount. At the end of the lease term, the Company will no longer have continuing involvement with the property and will then recognize the sale of the property as well as the gain of approximately $1.1 million that will result from removing the net book value of the land and building and finance lease obligation liability from the consolidated balance sheets. At September 30, 2016 and December 31, 2015 , finance lease obligation liability of $5.0 million and $4.9 million , respectively, is included in accrued expenses and other liabilities in the consolidated balance sheets. At September 30, 2016 and December 31, 2015 , the carrying value of the land and building of $4.8 million and $4.9 million , respectively, is included in property and equipment in the consolidated balance sheets.

Income Taxes

Income Taxes	9 Months Ended
	Sep. 30, 2016
Income Tax Disclosure [Abstract]
Income Tax Disclosure [Text Block]	INCOME TAXES Income tax expense for the three and nine months ended September 30, 2016 and September 30, 2015 , respectively, varies from the amount that would result by applying the applicable United States corporate income tax rate of 34% to income (loss) from continuing operations before income tax expense. The following table summarizes the differences: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Income tax expense (benefit) at United States statutory income tax rate $ 558 $ (296 ) $ (612 ) $ (3,139 ) Non-deductible compensation 82 65 531 203 Valuation allowance (501 ) 128 139 661 Foreign operations subject to different tax rates 36 31 110 186 Deconsolidation of subsidiary — (7 ) — 2,384 Non-taxable dividend income — — — (415 ) Other (120 ) 102 (61 ) 199 Income tax expense $ 55 $ 23 $ 107 $ 79 The Company maintains a valuation allowance for its gross deferred tax assets at September 30, 2016 and December 31, 2015 . The Company's operations have generated substantial operating losses in prior years. These losses can be available to reduce income taxes that might otherwise be incurred on future taxable income; however, it is uncertain whether the Company will generate the taxable income necessary to utilize these losses or other reversing temporary differences. This uncertainty has caused management to place a full valuation allowance on its September 30, 2016 and December 31, 2015 net deferred tax asset. The Company carries a deferred income tax liability of $6.1 million at September 30, 2016 , $3.1 million of which relates to deferred income tax liabilities reversing in periods after the expiration of the Company's loss carryforwards and $3.0 million of which relates to indefinite life intangible assets. The Company carries a deferred income tax liability of $2.9 million at December 31, 2015 , all of which relates to indefinite life intangible assets. The Company considered tax planning strategies in arriving at its September 30, 2016 deferred income tax liability. As of September 30, 2016 and December 31, 2015 , the Company carried a liability for unrecognized tax benefits of $1.3 million and zero , respectively, that 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. During the three months ended September 30, 2016 and September 30, 2015 , the Company recognized an expense for interest and penalties of $0.0 million and zero , respectively ( $0.0 million and zero for the nine months ended September 30, 2016 and September 30, 2015 , respectively). At September 30, 2016 and December 31, 2015 , the Company carried an accrual for the payment of interest and penalties of $0.3 million and zero , respectively.

Earnings (Loss) per Share from

Earnings (Loss) per Share from Continuing Operations	9 Months Ended
	Sep. 30, 2016
Net Loss per Share [Abstract]
Earnings Per Share [Text Block]	EARNINGS (LOSS) PER SHARE FROM CONTINUING OPERATIONS The following table sets forth the reconciliation of numerators and denominators for the basic and diluted earnings (loss) per share from continuing operations computation for the three and nine months ended September 30, 2016 and September 30, 2015 : (in thousands, except per share data) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Numerator: Income (loss) from continuing operations $ 1,587 $ (894 ) $ (1,907 ) $ (9,312 ) (Less) plus: net (income) loss attributable to noncontrolling interests (48 ) 86 352 (74 ) Less: dividends on preferred stock (110 ) (83 ) (274 ) (246 ) Income (loss) from continuing operations attributable to common shareholders $ 1,429 $ (891 ) $ (1,829 ) $ (9,632 ) Denominator: Weighted average basic shares Weighted average common shares outstanding 19,843 19,710 19,791 19,710 Weighted average diluted shares Weighted average common shares outstanding 19,843 19,710 19,791 19,710 Effect of potentially dilutive securities: Stock options 122 — — — Unvested restricted stock awards 862 — — — Unvested restricted stock units — — — — Warrants 488 — — — Convertible preferred stock 1,643 — — — Total weighted average diluted shares 22,958 19,710 19,791 19,710 Basic earnings (loss) per common share from continuing operations $ 0.07 $ (0.05 ) $ (0.09 ) $ (0.49 ) Diluted earnings (loss) per common share from continuing operations $ 0.06 $ (0.05 ) $ (0.09 ) $ (0.49 ) Earnings (loss) per share from continuing operations is based on the weighted-average number of shares outstanding. Diluted weighted-average shares is calculated by adjusting basic weighted-average shares outstanding by all potentially dilutive securities. Potentially dilutive securities consist of stock options, unvested restricted stock awards, unvested restricted stock units, warrants and convertible preferred stock. The dilutive effect of the stock options, unvested restricted stock awards, unvested restricted stock units and warrants are reflected in diluted earnings from continuing operations per share by application of the treasury stock method. The effects of these potentially dilutive securities are excluded from the computation of diluted earnings per share from continuing operations in periods in which the effect would be anti-dilutive. Separately, the dilutive effect of the convertible preferred stock is reflected in diluted earnings from continuing operations per share by application of the if-converted method; however the effects of potentially dilutive convertible preferred stock are excluded from the computation of diluted earnings per share from continuing operations in periods in which the amount of preferred dividend declared or accumulated per common share obtainable upon conversion of the convertible preferred stock exceeds diluted earnings per share from continuing operations after giving effect to the potential dilution from the stock options, unvested restricted stock awards, unvested restricted stock units and warrants. Since the Company is reporting a loss from continuing operations for the nine months ended September 30, 2016 and the three and nine months ended September 30, 2015 , all potentially dilutive securities outstanding were excluded from the calculation of diluted loss per share from continuing operations since their inclusion would have been anti-dilutive.

Stock-Based Compensation

Stock-Based Compensation	9 Months Ended
	Sep. 30, 2016
Stock-Based Compensation [Abstract]
Disclosure of Compensation Related Costs, Share-based Payments [Text Block]	STOCK-BASED COMPENSATION (a) Stock Options The following table summarizes the stock option activity during the nine months ended September 30, 2016 : Number of Options Outstanding Weighted-Average Exercise Price Weighted-Average Remaining Contractual Term (in Years) Aggregate Intrinsic Value Outstanding at December 31, 2015 611,875 $ 4.50 2.2 $ 43 Granted 40,000 4.67 Expired — — Outstanding at September 30, 2016 651,875 $ 4.51 1.6 $ 802 Exercisable at September 30, 2016 651,875 $ 4.51 1.6 $ 802 The aggregate intrinsic value of stock options outstanding and exercisable is the difference between the September 30, 2016 market price for the Company's common shares and the exercise price of the options, multiplied by the number of options where the September 30, 2016 market price exceeds the exercise price. The Company uses the Black-Scholes option pricing model to estimate the fair value of each option on the date of grant. The assumptions used in the Black-Scholes pricing model for options granted or exchanged during the nine months ended September 30, 2016 were as follows: Nine months ended September 30, 2016 Risk-free interest rate 1.1 % Dividend yield — Expected volatility 0.5 % Expected term (in years) 4.0 (b) Restricted Stock Awards Under the 2013 Equity Incentive Plan, the Company made grants of restricted common stock awards ("Restricted Stock Awards") to certain officers of the Company. The Restricted Stock Awards vest after a ten-year period and are subject to the officers' continued employment through the vesting date. The Restricted Stock Awards are amortized on a straight-line basis over the ten-year requisite service period. Total unamortized compensation expense related to unvested Restricted Stock Awards at September 30, 2016 was $6.1 million . The grant-date fair value of the Restricted Stock Awards was determined using the closing price of Kingsway common stock on the date of grant. The following table summarizes the activity related to unvested Restricted Stock Awards for the nine months ended September 30, 2016 : Number of Restricted Stock Awards Weighted-Average Grant Date Fair Value (per Share) Unvested at December 31, 2015 1,952,665 $ 4.14 Granted — — Forfeited — — Unvested at September 30, 2016 1,952,665 $ 4.14 (c) Restricted Stock Units The Company granted restricted common stock units ("Restricted Stock Units") to an officer of the Company pursuant to a Restricted Stock Unit Agreement dated August 24, 2016. Each Restricted Stock Unit represents a right to receive one common share on the vesting date. The Restricted Stock Units shall become fully vested and the restriction period shall lapse as of March 28, 2024 subject to the officer's continued employment through the vesting date. The Restricted Stock Units are amortized on a straight-line basis over the requisite service period. Total unamortized compensation expense related to unvested Restricted Stock Units at September 30, 2016 was $2.8 million . The grant-date fair value of the Restricted Stock Units was determined using the closing price of Kingsway common stock on the date of grant. The following table summarizes the activity related to unvested Restricted Stock Units for the nine months ended September 30, 2016 : Number of Restricted Stock Units Weighted-Average Grant Date Fair Value (per Share) Unvested at December 31, 2015 — $ — Granted 500,000 5.73 Vested — — Forfeited — — Unvested at September 30, 2016 500,000 $ 5.73 Total stock-based compensation expense, net of forfeitures, was $0.2 million and $0.2 million for the three months ended September 30, 2016 and September 30, 2015 , respectively ( $0.7 million and $0.6 million for the nine months ended September 30, 2016 and September 30, 2015 , respectively).

Stockholder's Equity (Notes)

Stockholder's Equity (Notes)	9 Months Ended
	Sep. 30, 2016
Stockholders' Equity Attributable to Parent [Abstract]
Stockholders' Equity Note Disclosure [Text Block]	STOCKHOLDER'S EQUITY In November 2015, the Company's Board of Directors approved a share repurchase program under which the Company is authorized to repurchase up to 5% of its currently issued and outstanding common stock through November 2016. During the three and nine months ended September 30, 2016 , the Company repurchased zero and 26,900 shares, respectively, for an aggregate purchase price of zero and $0.1 million , respectively, including fees and commissions, under its share repurchase program. All repurchased common stock was cancelled. The timing and amount of any share repurchases are determined based on market conditions, share price and other factors, and the program may be discontinued or suspended at any time. On April 21, 2016, the Company issued 160,000 shares of common stock as consideration for the acquisition of Argo. Refer to Note 5 , " Acquisitions, Deconsolidations and Discontinued Operations ," for further details regarding the Argo acquisition.

Accumulated Other Comprehensive

Accumulated Other Comprehensive Income	9 Months Ended
	Sep. 30, 2016
Accumulated Other Comprehensive Income [Abstract]
Comprehensive Income (Loss) Note [Text Block]	17 ACCUMULATED OTHER COMPREHENSIVE INCOME The tables below detail the changes in the balances of each component of accumulated other comprehensive income, net of tax, for the three and nine months ended September 30, 2016 and September 30, 2015 as relates to shareholders' equity attributable to common shareholders on the consolidated balance sheets. On the other hand, the unaudited consolidated statements of comprehensive income (loss) present the components of other comprehensive loss, net of tax, only for the three and nine months ended September 30, 2016 and September 30, 2015 and inclusive of the components attributable to noncontrolling interests in consolidated subsidiaries. (in thousands) Three months ended September 30, 2016 Unrealized Gains (Losses) on Fixed Maturities and Equity Investments Foreign Currency Translation Adjustments Total Accumulated Other Comprehensive Income Balance at July 1, 2016 $ 13,280 $ (3,780 ) $ 9,500 Other comprehensive loss before reclassifications (326 ) — (326 ) Amounts reclassified from accumulated other comprehensive income 21 — 21 Net current-period other comprehensive loss (305 ) — (305 ) Balance at September 30, 2016 $ 12,975 $ (3,780 ) $ 9,195 (in thousands) Three months ended September 30, 2015 Unrealized Gains (Losses) on Fixed Maturities and Equity Investments Foreign Currency Translation Adjustments Total Accumulated Other Comprehensive Income Balance at July 1, 2015 $ 14,686 $ (3,415 ) $ 11,271 Other comprehensive loss before reclassifications (2,271 ) — (2,271 ) Amounts reclassified from accumulated other comprehensive income 90 — 90 Net current-period other comprehensive loss (2,181 ) — (2,181 ) Balance at September 30, 2015 $ 12,505 $ (3,415 ) $ 9,090 (in thousands) Nine months ended September 30, 2016 Unrealized Gains (Losses) on Fixed Maturities and Equity Investments Foreign Currency Translation Adjustments Total Accumulated Other Comprehensive Income Balance at January 1, 2016 $ 13,080 $ (3,780 ) $ 9,300 Other comprehensive income before reclassifications 379 — 379 Amounts reclassified from accumulated other comprehensive income (484 ) — (484 ) Net current-period other comprehensive loss (105 ) — (105 ) Balance at September 30, 2016 $ 12,975 $ (3,780 ) $ 9,195 (in thousands) Nine months ended September 30, 2015 Unrealized Gains (Losses) on Fixed Maturities and Equity Investments Foreign Currency Translation Adjustments Total Accumulated Other Comprehensive Income Balance at January 1, 2015 $ 14,622 $ (5,952 ) $ 8,670 Other comprehensive (loss) income before reclassifications (3,447 ) 1,294 (2,153 ) Amounts reclassified from accumulated other comprehensive income 1,330 1,243 2,573 Net current-period other comprehensive (loss) income (2,117 ) 2,537 420 Balance at September 30, 2015 $ 12,505 $ (3,415 ) $ 9,090 Components of accumulated other comprehensive income were reclassified to the following lines of the unaudited consolidated statements of operations for the three and nine months ended September 30, 2016 and September 30, 2015 : Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Reclassification of accumulated other comprehensive income from unrealized gains (losses) on fixed maturities and equity investments to: Net realized gains (losses) $ (21 ) $ (90 ) $ 484 $ (1,320 ) Other-than-temporary impairment loss — — — (10 ) Income (loss) from continuing operations before income tax expense (21 ) (90 ) 484 (1,330 ) Income tax expense — — — — Net income (loss) (21 ) (90 ) 484 (1,330 ) Reclassification of accumulated other comprehensive income from foreign currency translation adjustments to: Gain (loss) on deconsolidation of subsidiary — — — (1,243 ) Income (loss) from continuing operations before income tax expense — — — (1,243 ) Income tax expense — — — — Net income (loss) — — — (1,243 ) Total reclassification from accumulated other comprehensive income to net income (loss) $ (21 ) $ (90 ) $ 484 $ (2,573 )

Segmented Information

Segmented Information	9 Months Ended
	Sep. 30, 2016
Segmented Information [Abstract]
Segment Reporting Disclosure [Text Block]	SEGMENTED INFORMATION The Company operates as a merchant bank primarily engaged, through its subsidiaries, in the property and casualty insurance business. The Company conducts its business through the following three reportable segments: Insurance Underwriting, Insurance Services and Leased Real Estate. Insurance Underwriting Segment Insurance Underwriting includes the following subsidiaries of the Company: Mendota Insurance Company, Mendakota Insurance Company, Mendakota Casualty Company ("MCC"), Kingsway Amigo Insurance Company ("Amigo") and Kingsway Reinsurance Corporation (collectively, "Insurance Underwriting"). Insurance Underwriting principally offers personal automobile insurance to drivers who do not meet the criteria for coverage by standard automobile insurers. Insurance Underwriting has policyholders in 12 states; however, new business is accepted in only eight states. The Company previously placed Amigo and MCC into voluntary run-off in 2012 and 2011, respectively. Each of Amigo and MCC entered into a comprehensive run-off plan which was approved by its respective state of domicile. Kingsway continues to manage Amigo in a manner consistent with its run-off plan. During the first quarter of 2015, MCC sent a letter of intent to the Illinois Department of Insurance to resume writing private passenger automobile policies in the state of Illinois. MCC began writing these policies on April 1, 2015. Insurance Services Segment Insurance Services includes the following subsidiaries of the Company: IWS Acquisition Corporation ("IWS") and Trinity Warranty Solutions LLC ("Trinity") (collectively, "Insurance Services"). IWS is a licensed motor vehicle service agreement company and is a provider of after-market vehicle protection services distributed by credit unions in 23 states to their members. Trinity is a provider of warranty products and maintenance support to consumers and businesses in the heating, ventilation, air conditioning ("HVAC"), standby generator, commercial LED lighting and refrigeration industries. Trinity distributes its warranty products through original equipment manufacturers, HVAC distributors and commercial and residential contractors. Trinity distributes its maintenance support directly through corporate owners of retail spaces throughout the United States. Effective April 1, 2015 , the Company closed on the sale of its wholly owned subsidiary, ARS. As a result, ARS has been classified as discontinued operations and the results of their operations are reported separately for all periods presented. Prior to the transaction, ARS was included in the Insurance Services segment. As a result of classifying ARS as a discontinued operation, all segmented information has been restated to exclude ARS from the Insurance Services segment. Leased Real Estate Segment Leased Real Estate includes the Company's subsidiary, CMC, which was acquired on July 14, 2016. CMC owns the Real Property which is leased to a third party pursuant to a long-term triple net lease. The Real Property is also subject to a mortgage. 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 allocated for management use and, therefore, are not included in the segment disclosures below. Revenues by reportable segment reconciled to consolidated revenues for the three and nine months ended September 30, 2016 and 2015 were: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Revenues: Insurance Underwriting: Net premiums earned $ 32,949 $ 29,197 $ 94,189 $ 88,427 Other income 2,698 2,162 7,636 6,763 Total Insurance Underwriting 35,647 31,359 101,825 95,190 Insurance Services: Service fee and commission income 6,330 6,184 17,046 17,430 Other income 125 95 241 299 Total Insurance Services 6,455 6,279 17,287 17,729 Leased Real Estate: Rental income 2,426 — 2,426 — Other income 6 — 6 — Total Leased Real Estate 2,432 — 2,432 — Total segment revenues 44,534 37,638 121,544 112,919 Net investment income 1,036 791 2,036 2,632 Net realized gains (losses) 46 83 (58 ) 136 Other-than-temporary impairment loss — — — (10 ) Other income not allocated to segments 209 46 320 6,112 Total revenues $ 45,825 $ 38,558 $ 123,842 $ 121,789 The operating income (loss) of each segment in the following table is before income taxes and includes revenues and direct segment costs. Segment operating income (loss) reconciled to the consolidated income (loss) from continuing operations for the three and nine months ended September 30, 2016 and 2015 was: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Segment operating income (loss) Insurance Underwriting $ (140 ) $ (216 ) $ (198 ) $ (374 ) Insurance Services 558 (185 ) (378 ) (473 ) Leased Real Estate 735 — 735 — Total segment operating income (loss) 1,153 (401 ) 159 (847 ) Net investment income 1,036 791 2,036 2,632 Net realized gains (losses) 46 83 (58 ) 136 Other-than-temporary impairment loss — — — (10 ) Amortization of intangible assets (779 ) (307 ) (1,381 ) (937 ) Contingent consideration benefit (expense) — (110 ) 657 (364 ) Interest expense not allocated to segments (1,129 ) (1,248 ) (3,330 ) (4,053 ) Other income and expenses not allocated to segments, net (1,791 ) (1,887 ) (5,632 ) (1,252 ) Foreign exchange losses, net (4 ) (58 ) (14 ) (1,210 ) (Loss) gain on change in fair value of debt (2,472 ) 2,458 1,124 1,491 Gain (loss) on deconsolidation of subsidiary 5,643 — 5,643 (4,420 ) Equity in net loss of investees (61 ) (192 ) (1,004 ) (399 ) Income (loss) from continuing operations before income tax expense 1,642 (871 ) (1,800 ) (9,233 ) Income tax expense 55 23 107 79 Income (loss) from continuing operations $ 1,587 $ (894 ) $ (1,907 ) $ (9,312 ) Insurance Underwriting net premiums earned by line of business for the three and nine months ended September 30, 2016 and 2015 were: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Insurance Underwriting: Private passenger auto liability $ 22,325 $ 19,745 $ 64,056 $ 59,376 Auto physical damage 10,624 9,452 30,133 29,051 Total net premiums earned $ 32,949 $ 29,197 $ 94,189 $ 88,427

Related Party Transactions

Related Party Transactions	9 Months Ended
	Sep. 30, 2016
Related Party Transactions [Abstract]
Related Party Transactions Disclosure [Text Block]	RELATED PARTY TRANSACTIONS Related party transactions, including services provided to or received by the Company's subsidiaries, are carried out in the normal course of operations and are measured in part by the amount of consideration paid or received as established and agreed by the parties. Management believes that consideration paid for such services in each case approximates fair value. Except where disclosed elsewhere in these unaudited consolidated interim financial statements, the following is a summary of related party transactions. On February 11, 2014, the Company's subsidiary, 1347 Advisors LLC ("1347 Advisors") entered into a Management Services Agreement ("MSA") with 1347 Property Insurance Holdings, Inc. ("PIH") which provides for certain services, including forecasting, analysis of capital structure and reinsurance programs, consultation in future restructuring or capital raising transactions, and consultation in corporate development initiatives, that 1347 Advisors will provide to PIH unless and until 1347 Advisors and PIH agree to terminate the services. On February 24, 2015, the Company announced that it had entered into a definitive agreement with PIH to terminate the MSA. Pursuant to the transaction, 1347 Advisors received the following consideration: $2.0 million in cash; $3.0 million of 8% preferred stock of PIH, redeemable on February 24, 2020; a Performance Shares Grant Agreement with PIH, whereby 1347 Advisors will be entitled to receive 100,000 shares of PIH common stock if at any time the last sales price of PIH's common stock equals or exceeds $10.00 per share for any 20 trading days within any 30-trading day period; and warrants to purchase 1,500,000 shares of common stock of PIH with a strike price of $15.00 , expiring on February 24, 2022. The Company recorded a gain of $6.0 million during the first quarter of 2015 related to the termination of the MSA, which is included in other income in the unaudited consolidated statements of operations. To the extent shares of PIH common stock are granted to the Company under the Performance Shares Grant Agreement, they will be recorded at the time the shares are granted and will have a valuation equal to the last sales price of PIH common stock on the day prior to such grant. No shares were received by the Company under the Performance Shares Grant Agreement as of September 30, 2016 . Refer to Note 20 , " Fair Value of Financial Instruments ," for further details regarding the performance shares. On March 26, 2014, the Company entered into a Performance Share Grant Agreement with PIH, whereby the Company will be entitled to receive up to an aggregate of 375,000 shares of PIH common stock upon achievement of certain milestones for PIH’s stock price. Pursuant to the terms of the Performance Share Grant Agreement, if at any time the last sales price of PIH’s common stock equals or exceeds: (i) $12.00 per share (as adjusted for stock splits, stock dividends, reorganizations, recapitalizations and the like) for any 20 trading days within any 30-trading day period, the Company will receive 125,000 shares of PIH common stock; (ii) $15.00 per share (as adjusted for stock splits, stock dividends, reorganizations, recapitalizations and the like) for any 20 trading days within any 30-trading day period, the Company will receive 125,000 shares of PIH common stock (in addition to the 125,000 shares of common stock earned pursuant to clause (i) herein); and (iii) $18.00 per share (as adjusted for stock splits, stock dividends, reorganizations, recapitalizations and the like) for any 20 trading days within any 30-trading day period, the Company will receive 125,000 shares of PIH common stock (in addition to the 250,000 shares of common stock earned pursuant to clauses (i) and (ii) herein). To the extent shares of PIH common stock are granted to the Company under the Performance Share Grant Agreement, they will be recorded at the time the shares are granted and will have a valuation equal to the last sales price of PIH common stock on the day prior to such grant. No shares were received by the Company under the Performance Share Grant Agreement as of September 30, 2016 . Refer to Note 20 , " Fair Value of Financial Instruments ," for further details regarding the performance shares. During the second quarter of 2014, the Company made an investment in Itasca Golf Investors, LLC ("Itasca Golf") which is included in limited liability investments on the consolidated balance sheets. On August 28, 2014, the Company entered into a $0.5 million line of credit with Itasca Golf. On August 29, 2014, the Company advanced $0.5 million to Itasca Golf under the line of credit which is included in other receivables on the consolidated balance sheets. On June 11, 2015, the line of credit was increased by $0.2 million . On June 11, 2015, the Company advanced $0.2 million to Itasca Golf under the line of credit which is included in other receivables on the consolidated balance sheets. The line of credit bore interest at 3%. On July 28, 2016, the line of credit was repaid. On April 20, 2016, John T. Fitzgerald, the Managing Member of Argo, joined the Company as an Executive Vice President. As part of the agreement to purchase Argo, Mr. Fitzgerald received 160,000 common shares of the Company. On April 21, 2016, the Board of Directors appointed Mr. Fitzgerald as a new director. Effective June 10, 2016, the Company entered into a management services agreement with ICL, formerly Kobex Capital Corp. At September 30, 2016 , the Company owns 31.2% of ICL, as further discussed in Note 7 , " Investments in Investees ." The management services agreement provides that the Company shall provide management and administrative services to ICL, as well as the non-exclusive use and services of appropriately qualified individuals to serve as the Chief Executive Officer, Chief Financial Officer and Corporate Secretary of ICL. Pursuant to the management services agreement, Larry G. Swets, Jr. was appointed Chief Executive Officer of ICL and Hassan Baqar was appointed Chief Financial Officer and Corporate Secretary of ICL. Mr. Swets is the Chief Executive Officer and a director of the Company. Mr. Baqar is a Vice President of the Company.

Fair Value of Financial Instrum

Fair Value of Financial Instruments	9 Months Ended
	Sep. 30, 2016
Fair Value of Financial Instruments [Abstract]
Fair Value of Financial Instruments, Policy [Policy Text Block]	FAIR VALUE OF FINANCIAL INSTRUMENTS Fair value amounts represent estimates of the consideration that would currently be agreed upon between knowledgeable, willing parties who are under no compulsion to act. Fair value is best evidenced by quoted bid or ask price, as appropriate, in an active market. Where bid or ask prices are not available, such as in an illiquid or inactive market, the closing price of the most recent transaction of that instrument subject to appropriate adjustments as required is used. Where quoted market prices are not available, the quoted prices of similar financial instruments or valuation models with observable market-based inputs are used to estimate the fair value. These valuation models may use multiple observable market inputs, including observable interest rates, foreign exchange rates, index levels, credit spreads, equity prices, counterparty credit quality, corresponding market volatility levels and option volatilities. Minimal management judgment is required for fair values calculated using quoted market prices or observable market inputs for models. Greater subjectivity is required when making valuation adjustments for financial instruments in inactive markets or when using models where observable parameters do not exist. Also, the calculation of estimated fair value is based on market conditions at a specific point in time and may not be reflective of future fair values. For the Company's financial instruments carried at cost or amortized cost, the book value is not adjusted to reflect increases or decreases in fair value due to market fluctuations, including those due to interest rate changes, as it is the Company's intention to hold them until there is a recovery of fair value, which may be to maturity. The Company classifies its investments in fixed maturities and equity investments as available-for-sale and reports these investments at fair value. The Company's performance shares, subordinated debt and contingent consideration liabilities are measured and reported at fair value. Fixed maturities and equity investments - Fair values of fixed maturities for which no active market exists are derived from quoted market prices of similar instruments or other third-party evidence. Fair values of equity investments, including warrants, reflect quoted market values based on latest bid prices, where active markets exist, or models based on significant market observable inputs, where no active markets exist. Performance shares - The performance shares, for which no active market exists, are required to be valued at fair value as determined in good faith by the Company. Such determination of fair value would require the Company to develop a model based upon relevant observable market inputs as well as significant unobservable inputs, including developing a sufficiently reliable estimate for an appropriate discount to reflect the illiquidity and unique structure of the security. The Company determined that its model for the performance shares was not sufficiently reliable. As a result, the Company has assigned a fair value of zero to the performance shares. Refer to Note 19 , " Related Party Transactions ," for further details regarding the performance shares. Subordinated debt - The fair value of the subordinated debt is calculated using a model based on significant market observable inputs and inputs developed by a third-party. These inputs include credit spread assumptions developed by a third-party and market observable swap rates. Contingent consideration - The consideration for certain of the Company's acquisitions includes future payments to the former owners that are contingent upon the achievement of certain targets over future reporting periods. Liabilities for contingent consideration are measured and reported at fair value and are included in accrued expenses and other liabilities in the consolidated balance sheets. The fair value of contingent consideration liabilities is estimated using internal models without relevant observable market inputs. Estimated payments are discounted using present value techniques to arrive at estimated fair value. Contingent consideration liabilities are revalued each reporting period. Changes in the fair value of contingent consideration liabilities can result from changes to one or multiple inputs, including adjustments to the discount rates or changes in the assumed achievement or timing of any targets. Changes in fair value are reported in the unaudited consolidated statements of operations as contingent consideration (benefit) expense. The maximum the Company can pay in future contingent payments is $2.4 million , on an undiscounted basis. The Company employs a fair value hierarchy to categorize the inputs it uses in valuation techniques to measure the fair value. The extent of use of quoted market prices (Level 1), valuation models using observable market information (Level 2) and internal models without observable market information (Level 3) in the valuation of the Company's financial assets and liabilities measured at fair value on a recurring basis as of September 30, 2016 and December 31, 2015 was as follows: (in thousands) September 30, 2016 Fair Value Measurements at the End of the Reporting Period Using Total Quoted Prices in Active Markets for Identical Assets(Level 1) Significant Other Observable Inputs (Level 2) Significant Unobservable Inputs (Level 3) Recurring fair value measurements Assets: Fixed maturities: U.S. government, government agencies and authorities $ 23,953 $ — $ 23,953 $ — States, municipalities and political subdivisions 2,908 — 2,908 — Mortgage-backed 9,762 — 9,762 — Asset-backed securities and collateralized mortgage obligations 4,582 — 4,582 — Corporate 20,121 — 20,121 — Total fixed maturities 61,326 — 61,326 — Equity investments: Common stock 20,739 20,739 — — Warrants 779 254 525 — Total equity investments 21,518 20,993 525 — Other investments 7,251 — 7,251 — Short-term investments 670 — 670 — Total assets $ 90,765 $ 20,993 $ 69,772 $ — Liabilities: Subordinated debt $ 38,774 $ — $ 38,774 $ — Contingent consideration 325 — — 325 Total liabilities $ 39,099 $ — $ 38,774 $ 325 (in thousands) December 31, 2015 Fair Value Measurements at the End of the Reporting Period Using Total Quoted Prices in Active Markets for Identical Assets (Level 1) Significant Other Observable Inputs (Level 2) Significant Unobservable Inputs (Level 3) Recurring fair value measurements Assets: Fixed maturities: U.S. government, government agencies and authorities $ 20,453 $ — $ 20,453 $ — States municipalities and political subdivisions 2,256 — 2,256 — Mortgage-backed 7,963 — 7,963 — Asset-backed securities and collateralized mortgage obligations 6,023 — 6,023 — Corporate 18,864 — 18,864 — Total fixed maturities 55,559 — 55,559 — Equity investments: Common stock 26,586 26,586 — — Warrants 973 229 744 — Total equity investments 27,559 26,815 744 — Other investments 4,077 — 4,077 — Short-term investments 400 — 400 — Total assets $ 87,595 $ 26,815 $ 60,780 $ — Liabilities: Subordinated debt $ 39,898 $ — $ 39,898 $ — Contingent consideration 1,982 — — 1,982 Total liabilities $ 41,880 $ — $ 39,898 $ 1,982 The following table provides a reconciliation of the fair value of recurring Level 3 fair value measurements for the three and nine months ended September 30, 2016 and September 30, 2015 : (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Contingent consideration: Beginning balance $ 325 $ 3,375 $ 1,982 $ 3,121 Settlement of contingent consideration liabilities — — (1,000 ) — Change in fair value of contingent consideration included in net income (loss) — 110 (657 ) 364 Ending balance $ 325 $ 3,485 $ 325 $ 3,485

Commitment and Contingencies

Commitment and Contingencies	9 Months Ended
	Sep. 30, 2016
Commitments and Contingencies [Abstract]
Commitments and Contingencies Disclosure [Text Block]	COMMITMENTS AND CONTINGENCIES (a) Legal proceedings: In connection with its operations in the ordinary course of business, the Company and its subsidiaries are named as defendants in various actions for damages and costs allegedly sustained by the plaintiffs. While it is not possible to estimate the loss, or range of loss, if any, that may be incurred in connection with any of the various proceedings at this time, it is possible that an individual action may result in a loss having a material adverse effect on the Company's financial condition or results of operations. (b) Guarantee: The Company provided an indemnity and hold harmless agreement to a third-party for customs bonds reinsured by Lincoln General Insurance Company ("Lincoln General") during the time Lincoln General was a subsidiary of the Company. This agreement may require the Company to compensate the third-party if Lincoln General is unable to fulfill its obligations relating to the customs bonds. The Company's potential exposure under this agreement is not determinable, and no liability has been recorded in the unaudited consolidated interim financial statements at September 30, 2016 . (c) Commitment: The Company has entered into subscription agreements to commit up to $2.5 million of capital to allow for participation in limited liability investments. At September 30, 2016 , the unfunded commitment was $1.8 million .

Acquisitions, Deconsolidation28

Acquisitions, Deconsolidations and Discontinued Operations Acquisition (Tables)	9 Months Ended
	Sep. 30, 2016
Acquisition [Abstract]
Business Combination, Separately Recognized Transactions [Table Text Block]	The following table summarizes the estimated fair value of the assets acquired and liabilities assumed at the date of acquisition: (in thousands) April 21, 2016 Cash and cash equivalents $ 5 Other receivables 17 Intangible assets - subject to amortization 731 Other assets 5 Total assets $ 758 Accrued expenses and other liabilities $ 14 Total liabilities $ 14 Purchase price $ 744
Schedule of Business Acquisitions, by Acquisition [Table Text Block]	The following is an estimated allocation of the assets acquired and liabilities assumed at the date of acquisition: (in thousands) July 14, 2016 Cash and cash equivalents $ 1,006 Other receivables 1,963 Property and equipment 86,333 Intangible asset - subject to amortization 109,092 Other assets 1,385 Total assets $ 199,779 Note payable $ 191,741 Deferred income tax liability 3,086 Income taxes payable 2,056 Accrued expenses and other liabilities 1,097 Noncontrolling interest in CMC 299 Total liabilities and noncontrolling interest $ 198,279 Purchase price $ 1,500

Acquisitions, Deconsolidation29

Acquisitions, Deconsolidations and Discontinued Operations Pro Forma (Tables)	9 Months Ended
	Sep. 30, 2016
Pro Forma [Abstract]
Business Acquisition, Pro Forma Information [Table Text Block]	The pro forma summary is presented for illustrative purposes only and does not purport to represent the results of our operations that would have actually occurred had the acquisition occurred on January 1, 2015 or project our results of operations as of any future date or for any future period, as applicable. (in thousands, except per share data) Nine months ended September 30, 2016 2015 Revenues $ 130,464 $ 130,799 Loss from continuing operations attributable to common shareholders $ (466 ) $ (8,768 ) Basic loss per share - continuing operations $ (0.02 ) $ (0.44 ) Diluted loss per share - continuing operations $ (0.02 ) $ (0.44 )

Acquisitions, Deconsolidation30

Acquisitions, Deconsolidations and Discontinued Operations Discontinued Operations (Tables)	9 Months Ended
	Sep. 30, 2016
Discontinued Operations [Abstract]
Disposal Groups, Including Discontinued Operations [Table Text Block]	Summary financial information included in income from discontinued operations, net of taxes for the three and nine months ended September 30, 2016 and September 30, 2015 is presented below: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Revenues: Service fee and commission income $ — $ — $ — $ 8,342 Other expense — — — (20 ) Total revenues — — — 8,322 Expenses: General and administrative expenses — — — 6,462 Income from discontinued operations before income tax expense — — — 1,860 Income tax expense — — — 434 Income from discontinued operations, net of taxes $ — $ — $ — $ 1,426 Gain on disposal of discontinued operations before income tax benefit — — 1,124 11,010 Income tax benefit — — — (249 ) Gain on disposal of discontinued operations, net of taxes — — 1,124 11,259 Total gain from discontinued operations, net of taxes $ — $ — $ 1,124 $ 12,685

Investments (Tables)

Investments (Tables)	9 Months Ended
	Sep. 30, 2016
Investments [Abstract]
Schedule of Unrealized Loss on Investments [Table Text Block]	(in thousands) September 30, 2016 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 23,850 $ 114 $ 11 $ 23,953 States, municipalities and political subdivisions 2,898 13 3 2,908 Mortgage-backed 9,698 79 15 9,762 Asset-backed securities and collateralized mortgage obligations 4,560 23 1 4,582 Corporate 19,928 220 27 20,121 Total fixed maturities 60,934 449 57 61,326 Equity investments: Common stock 19,868 3,053 2,182 20,739 Warrants 1,277 55 553 779 Total equity investments 21,145 3,108 2,735 21,518 Total fixed maturities and equity investments $ 82,079 $ 3,557 $ 2,792 $ 82,844 (in thousands) December 31, 2015 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 20,443 $ 73 $ 63 $ 20,453 States, municipalities and political subdivisions 2,241 20 5 2,256 Mortgage-backed 7,997 25 59 7,963 Asset-backed securities and collateralized mortgage obligations 6,040 4 21 6,023 Corporate 18,885 60 81 18,864 Total fixed maturities 55,606 182 229 55,559 Equity investments: Common stock 25,177 3,464 2,055 26,586 Warrants 1,251 52 330 973 Total equity investments 26,428 3,516 2,385 27,559 Total fixed maturities and equity investments $ 82,034 $ 3,698 $ 2,614 $ 83,118
Investments Classified by Contractual Maturity Date [Table Text Block]	(in thousands) September 30, 2016 Amortized Cost Estimated Fair Value Due in one year or less $ 7,257 $ 7,263 Due after one year through five years 42,517 42,830 Due after five years through ten years 3,646 3,670 Due after ten years 7,514 7,563 Total $ 60,934 $ 61,326
Available-for-sale Securities, Continuous Unrealized Loss Position, Fair Value [Table Text Block]	(in thousands) September 30, 2016 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 $ 4,843 $ 11 $ — $ — $ 4,843 $ 11 States, municipalities and political subdivisions 1,652 3 — — 1,652 3 Mortgage-backed 4,341 15 110 — 4,451 15 Asset-backed securities and collateralized mortgage obligations 1,107 1 — — 1,107 1 Corporate 3,653 23 447 4 4,100 27 Total fixed maturities 15,596 53 557 4 16,153 57 Equity investments: Common stock 1,156 419 7,265 1,763 8,421 2,182 Warrants 104 86 525 467 629 553 Total equity investments 1,260 505 7,790 2,230 9,050 2,735 Total $ 16,856 $ 558 $ 8,347 $ 2,234 $ 25,203 $ 2,792 (in thousands) December 31, 2015 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 $ 12,635 $ 63 $ — $ — $ 12,635 $ 63 States, municipalities and political subdivisions 745 5 — — 745 5 Mortgage-backed 5,685 59 — — 5,685 59 Asset-backed securities and collateralized mortgage obligations 5,035 21 — — 5,035 21 Corporate 9,171 81 — — 9,171 81 Total fixed maturities 33,271 229 — — 33,271 229 Equity investments: Common stock 15,711 2,055 — — 15,711 2,055 Warrants 897 330 — — 897 330 Total equity investments 16,608 2,385 — — 16,608 2,385 Total $ 49,879 $ 2,614 $ — $ — $ 49,879 $ 2,614
Schedule of Realized Gain (Loss) [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Gross realized gains $ 47 $ 84 $ 295 $ 137 Gross realized losses (1 ) (1 ) (353 ) (1 ) Net realized gains (losses) $ 46 $ 83 $ (58 ) $ 136
Investment Income [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Investment income Interest from fixed maturities $ 189 $ 255 $ 649 $ 648 Dividends 132 169 524 517 Income from limited liability investments 490 595 800 1,590 Gain (loss) on change in fair value of warrants 27 (222 ) (219 ) (57 ) Other 234 40 373 106 Gross investment income 1,072 837 2,127 2,804 Investment expenses (36 ) (46 ) (91 ) (172 ) Net investment income $ 1,036 $ 791 $ 2,036 $ 2,632

Investments Amortized cost, gro

Investments Amortized cost, gross unrealized gains and losses, and estimated fair value (Tables)	9 Months Ended
	Sep. 30, 2016
Schedule of Available-for-sale Securities [Line Items]
Schedule of Unrealized Loss on Investments [Table Text Block]	(in thousands) September 30, 2016 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 23,850 $ 114 $ 11 $ 23,953 States, municipalities and political subdivisions 2,898 13 3 2,908 Mortgage-backed 9,698 79 15 9,762 Asset-backed securities and collateralized mortgage obligations 4,560 23 1 4,582 Corporate 19,928 220 27 20,121 Total fixed maturities 60,934 449 57 61,326 Equity investments: Common stock 19,868 3,053 2,182 20,739 Warrants 1,277 55 553 779 Total equity investments 21,145 3,108 2,735 21,518 Total fixed maturities and equity investments $ 82,079 $ 3,557 $ 2,792 $ 82,844 (in thousands) December 31, 2015 Amortized Cost Gross Unrealized Gains Gross Unrealized Losses Estimated Fair Value Fixed maturities: U.S. government, government agencies and authorities $ 20,443 $ 73 $ 63 $ 20,453 States, municipalities and political subdivisions 2,241 20 5 2,256 Mortgage-backed 7,997 25 59 7,963 Asset-backed securities and collateralized mortgage obligations 6,040 4 21 6,023 Corporate 18,885 60 81 18,864 Total fixed maturities 55,606 182 229 55,559 Equity investments: Common stock 25,177 3,464 2,055 26,586 Warrants 1,251 52 330 973 Total equity investments 26,428 3,516 2,385 27,559 Total fixed maturities and equity investments $ 82,034 $ 3,698 $ 2,614 $ 83,118

Investments Fixed maturities by

Investments Fixed maturities by contractual periods (Tables)	9 Months Ended
	Sep. 30, 2016
Schedule of Held-to-maturity Securities [Line Items]
Investments Classified by Contractual Maturity Date [Table Text Block]	(in thousands) September 30, 2016 Amortized Cost Estimated Fair Value Due in one year or less $ 7,257 $ 7,263 Due after one year through five years 42,517 42,830 Due after five years through ten years 3,646 3,670 Due after ten years 7,514 7,563 Total $ 60,934 $ 61,326
Schedule of Realized Gain (Loss) [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Gross realized gains $ 47 $ 84 $ 295 $ 137 Gross realized losses (1 ) (1 ) (353 ) (1 ) Net realized gains (losses) $ 46 $ 83 $ (58 ) $ 136

Investments Continuous Unrealiz

Investments Continuous Unrealized Loss Position (Tables)	9 Months Ended
	Sep. 30, 2016
Schedule of Available-for-sale Securities [Line Items]
Available-for-sale Securities, Continuous Unrealized Loss Position, Fair Value [Table Text Block]	(in thousands) September 30, 2016 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 $ 4,843 $ 11 $ — $ — $ 4,843 $ 11 States, municipalities and political subdivisions 1,652 3 — — 1,652 3 Mortgage-backed 4,341 15 110 — 4,451 15 Asset-backed securities and collateralized mortgage obligations 1,107 1 — — 1,107 1 Corporate 3,653 23 447 4 4,100 27 Total fixed maturities 15,596 53 557 4 16,153 57 Equity investments: Common stock 1,156 419 7,265 1,763 8,421 2,182 Warrants 104 86 525 467 629 553 Total equity investments 1,260 505 7,790 2,230 9,050 2,735 Total $ 16,856 $ 558 $ 8,347 $ 2,234 $ 25,203 $ 2,792 (in thousands) December 31, 2015 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 $ 12,635 $ 63 $ — $ — $ 12,635 $ 63 States, municipalities and political subdivisions 745 5 — — 745 5 Mortgage-backed 5,685 59 — — 5,685 59 Asset-backed securities and collateralized mortgage obligations 5,035 21 — — 5,035 21 Corporate 9,171 81 — — 9,171 81 Total fixed maturities 33,271 229 — — 33,271 229 Equity investments: Common stock 15,711 2,055 — — 15,711 2,055 Warrants 897 330 — — 897 330 Total equity investments 16,608 2,385 — — 16,608 2,385 Total $ 49,879 $ 2,614 $ — $ — $ 49,879 $ 2,614

Investments Gross realized gain

Investments Gross realized gains and losses (Tables)	9 Months Ended
	Sep. 30, 2016
Gain (Loss) on Investments [Line Items]
Schedule of Realized Gain (Loss) [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Gross realized gains $ 47 $ 84 $ 295 $ 137 Gross realized losses (1 ) (1 ) (353 ) (1 ) Net realized gains (losses) $ 46 $ 83 $ (58 ) $ 136

Investments Investments income

Investments Investments income (Tables)	9 Months Ended
	Sep. 30, 2016
Net Investment Income [Line Items]
Investment Income [Table Text Block]	(in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Investment income Interest from fixed maturities $ 189 $ 255 $ 649 $ 648 Dividends 132 169 524 517 Income from limited liability investments 490 595 800 1,590 Gain (loss) on change in fair value of warrants 27 (222 ) (219 ) (57 ) Other 234 40 373 106 Gross investment income 1,072 837 2,127 2,804 Investment expenses (36 ) (46 ) (91 ) (172 ) Net investment income $ 1,036 $ 791 $ 2,036 $ 2,632

Investment in Investees (Tables

Investment in Investees (Tables)	9 Months Ended
	Sep. 30, 2016
Investment in Investee [Abstract]
Equity Method Investments [Table Text Block]	The carrying value, estimated fair value and approximate equity percentage for each of the Company's investments in investees at September 30, 2016 and December 31, 2015 were as follows: (in thousands, except for percentages) September 30, 2016 December 31, 2015 Equity Percentage Estimated Fair Value Carrying Value Equity Percentage Estimated Fair Value Carrying value 1347 Capital Corp. — % $ — $ — 21.0 % $ 12,369 $ 1,772 ICL 31.2 % $ 3,474 $ 3,129 — % $ — $ — Total $ 3,474 $ 3,129 $ 12,369 $ 1,772

Deferred Acquisition Costs (Tab

Deferred Acquisition Costs (Tables)	9 Months Ended
	Sep. 30, 2016
Deferred Acquisition Costs [Line Items]
Deferred Costs, Capitalized, Prepaid, and Other Assets Disclosure [Table Text Block]	The components of deferred acquisition costs and the related amortization expense for the three and nine months ended September 30, 2016 and 2015 , respectively, are comprised as follows: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Beginning balance, net $ 13,824 $ 12,617 $ 12,143 $ 12,197 Additions 7,565 5,843 22,334 19,561 Amortization (6,836 ) (5,919 ) (19,924 ) (19,217 ) Balance at September 30, net $ 14,553 $ 12,541 $ 14,553 $ 12,541

Intangible Assets (Tables)

Intangible Assets (Tables)	9 Months Ended
	Sep. 30, 2016
Finite-Lived Intangible Assets [Line Items]
Schedule of Finite-Lived Intangible Assets [Table Text Block]	Intangible assets are comprised as follows: (in thousands) September 30, 2016 Gross Carrying Value Accumulated Amortization Net Carrying Value Intangible assets subject to amortization Acquired lease $ 109,092 $ 473 $ 108,619 Database 4,918 1,906 3,012 Vehicle service agreements in-force 3,680 3,506 174 Customer-related relationships 3,611 1,404 2,207 Contract-based revenues 731 31 700 Intangible assets not subject to amortization Insurance licenses 7,803 — 7,803 Trade name 663 — 663 Total $ 130,498 $ 7,320 $ 123,178 (in thousands) December 31, 2015 Gross Carrying Value Accumulated Amortization Net Carrying Value Intangible assets subject to amortization Database $ 4,918 $ 1,537 $ 3,381 Vehicle service agreements in-force 3,680 3,362 318 Customer-related relationships 3,611 1,040 2,571 Non-compete agreement 70 70 — Intangible assets not subject to amortization Insurance licenses 7,803 — 7,803 Trade name 663 — 663 Total $ 20,745 $ 6,009 $ 14,736

Unpaid Loss and Loss Adjustme40

Unpaid Loss and Loss Adjustment Expenses (Tables)	9 Months Ended
	Sep. 30, 2016
Liability for Future Policy Benefit, by Product Segment [Line Items]
Liability for Future Policy Benefits and Unpaid Claims Disclosure [Text Block]	10 UNPAID LOSS AND LOSS ADJUSTMENT EXPENSES The establishment of the provision for unpaid loss and loss adjustment expenses is based on known facts and interpretation of circumstances and is, therefore, a complex and dynamic process influenced by a large variety of factors. These factors include the Company's experience with similar cases and historical trends involving loss payment patterns, pending levels of unpaid loss and loss adjustment expenses, product mix or concentration, loss severity and loss frequency patterns. Other factors include the continually evolving and changing regulatory and legal environment; actuarial studies; professional experience and expertise of the Company's claims departments' personnel and independent adjusters retained to handle individual claims; the quality of the data used for projection purposes; existing claims management practices including claims-handling and settlement practices; the effect of inflationary trends on future loss settlement costs; court decisions; economic conditions; and public attitudes. Consequently, the process of determining the provision for unpaid loss and loss adjustment expenses necessarily involves risks that the actual loss and loss adjustment expenses incurred by the Company will deviate, perhaps materially, from the estimates recorded. The Company's evaluation of the adequacy of unpaid loss and loss adjustment expenses includes a re-estimation of the liability for unpaid loss and loss adjustment expenses relating to each preceding financial year compared to the liability that was previously established. (a) Property and Casualty The results of this comparison and the changes in the provision for property and casualty unpaid loss and loss adjustment expenses, net of amounts recoverable from reinsurers, as of September 30, 2016 and September 30, 2015 were as follows: (in thousands) September 30, 2016 September 30, 2015 Balance at beginning of period, gross $ 55,471 $ 63,895 Less reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses 1,207 3,203 Balance at beginning of period, net 54,264 60,692 Incurred related to: Current year 71,193 64,893 Prior years (207 ) (299 ) Paid related to: Current year (42,672 ) (37,378 ) Prior years (34,293 ) (33,993 ) Balance at end of period, net 48,285 53,915 Plus reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses 706 1,523 Balance at end of period, gross $ 48,991 $ 55,438 (b) Vehicle Service Agreements The results of the comparison and the changes in the provision for vehicle service agreement unpaid loss and loss adjustment expenses as of September 30, 2016 and September 30, 2015 were as follows: (in thousands) September 30, 2016 September 30, 2015 Balance at beginning of period $ 2,975 $ 2,975 Incurred related to: Current year 4,153 4,460 Prior years — — Paid related to: Current year (3,920 ) (4,350 ) Prior years (153 ) (110 ) Balance at end of period $ 3,055 $ 2,975

Unpaid Loss and Loss Adjustme41

Unpaid Loss and Loss Adjustment Expenses Insurance Product Line (Tables)	9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015
Liability for Claims and Claims Adjustment Expense [Line Items]
Liability for Future Policy Benefits and Unpaid Claims Disclosure [Text Block]	10 UNPAID LOSS AND LOSS ADJUSTMENT EXPENSES The establishment of the provision for unpaid loss and loss adjustment expenses is based on known facts and interpretation of circumstances and is, therefore, a complex and dynamic process influenced by a large variety of factors. These factors include the Company's experience with similar cases and historical trends involving loss payment patterns, pending levels of unpaid loss and loss adjustment expenses, product mix or concentration, loss severity and loss frequency patterns. Other factors include the continually evolving and changing regulatory and legal environment; actuarial studies; professional experience and expertise of the Company's claims departments' personnel and independent adjusters retained to handle individual claims; the quality of the data used for projection purposes; existing claims management practices including claims-handling and settlement practices; the effect of inflationary trends on future loss settlement costs; court decisions; economic conditions; and public attitudes. Consequently, the process of determining the provision for unpaid loss and loss adjustment expenses necessarily involves risks that the actual loss and loss adjustment expenses incurred by the Company will deviate, perhaps materially, from the estimates recorded. The Company's evaluation of the adequacy of unpaid loss and loss adjustment expenses includes a re-estimation of the liability for unpaid loss and loss adjustment expenses relating to each preceding financial year compared to the liability that was previously established. (a) Property and Casualty The results of this comparison and the changes in the provision for property and casualty unpaid loss and loss adjustment expenses, net of amounts recoverable from reinsurers, as of September 30, 2016 and September 30, 2015 were as follows: (in thousands) September 30, 2016 September 30, 2015 Balance at beginning of period, gross $ 55,471 $ 63,895 Less reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses 1,207 3,203 Balance at beginning of period, net 54,264 60,692 Incurred related to: Current year 71,193 64,893 Prior years (207 ) (299 ) Paid related to: Current year (42,672 ) (37,378 ) Prior years (34,293 ) (33,993 ) Balance at end of period, net 48,285 53,915 Plus reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses 706 1,523 Balance at end of period, gross $ 48,991 $ 55,438 (b) Vehicle Service Agreements The results of the comparison and the changes in the provision for vehicle service agreement unpaid loss and loss adjustment expenses as of September 30, 2016 and September 30, 2015 were as follows: (in thousands) September 30, 2016 September 30, 2015 Balance at beginning of period $ 2,975 $ 2,975 Incurred related to: Current year 4,153 4,460 Prior years — — Paid related to: Current year (3,920 ) (4,350 ) Prior years (153 ) (110 ) Balance at end of period $ 3,055 $ 2,975
Property, Liability and Casualty Insurance Product Line [Member]
Liability for Claims and Claims Adjustment Expense [Line Items]
Liability for Future Policy Benefits and Unpaid Claims Disclosure [Text Block]		The results of this comparison and the changes in the provision for property and casualty unpaid loss and loss adjustment expenses, net of amounts recoverable from reinsurers, as of September 30, 2016 and September 30, 2015 were as follows: (in thousands) September 30, 2016 September 30, 2015 Balance at beginning of period, gross $ 55,471 $ 63,895 Less reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses 1,207 3,203 Balance at beginning of period, net 54,264 60,692 Incurred related to: Current year 71,193 64,893 Prior years (207 ) (299 ) Paid related to: Current year (42,672 ) (37,378 ) Prior years (34,293 ) (33,993 ) Balance at end of period, net 48,285 53,915 Plus reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses 706 1,523 Balance at end of period, gross $ 48,991 $ 55,438

Unpaid Loss and Loss Adjustme42

Unpaid Loss and Loss Adjustment Expenses Vehicle Service Agreements (Tables)	9 Months Ended
	Sep. 30, 2016
Other Insurance Product Line [Member]
Liability for Claims and Claims Adjustment Expense [Line Items]
Schedule of Liability for Unpaid Claims and Claims Adjustment Expense [Table Text Block]	The results of the comparison and the changes in the provision for vehicle service agreement unpaid loss and loss adjustment expenses as of September 30, 2016 and September 30, 2015 were as follows: (in thousands) September 30, 2016 September 30, 2015 Balance at beginning of period $ 2,975 $ 2,975 Incurred related to: Current year 4,153 4,460 Prior years — — Paid related to: Current year (3,920 ) (4,350 ) Prior years (153 ) (110 ) Balance at end of period $ 3,055 $ 2,975

Debt (Tables)

Debt (Tables)	9 Months Ended
	Sep. 30, 2016
Debt Instrument [Line Items]
Schedule of Carrying Values and Estimated Fair Values of Debt Instruments [Table Text Block]	Debt consists of the following: (in thousands) September 30, 2016 December 31, 2015 Principal Carrying Value Principal Carrying Value Note payable $ 179,395 $ 190,931 $ — $ — Subordinated debt 90,500 38,774 90,500 39,898 Total $ 269,895 $ 229,705 $ 90,500 $ 39,898
Schedule of Subordinated Borrowing [Table Text Block]	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 1/8/2004 annual interest rate equal to LIBOR, plus 4.00% payable quarterly 1/8/2034

Income Taxes Income Taxes (tabl

Income Taxes Income Taxes (table) (Tables)	9 Months Ended
	Sep. 30, 2016
Income Tax (table) [Abstract]
Income Tax (Benefit) Expense [Table Text Block]	The following table summarizes the differences: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Income tax expense (benefit) at United States statutory income tax rate $ 558 $ (296 ) $ (612 ) $ (3,139 ) Non-deductible compensation 82 65 531 203 Valuation allowance (501 ) 128 139 661 Foreign operations subject to different tax rates 36 31 110 186 Deconsolidation of subsidiary — (7 ) — 2,384 Non-taxable dividend income — — — (415 ) Other (120 ) 102 (61 ) 199 Income tax expense $ 55 $ 23 $ 107 $ 79

Earnings (Loss) per Share fro45

Earnings (Loss) per Share from Continuing Operations Net Loss per Share (Tables)	9 Months Ended
	Sep. 30, 2016
Earnings Per Share, Basic, by Common Class, Including Two Class Method [Line Items]
Schedule of Earnings Per Share, Basic and Diluted [Table Text Block]	The following table sets forth the reconciliation of numerators and denominators for the basic and diluted earnings (loss) per share from continuing operations computation for the three and nine months ended September 30, 2016 and September 30, 2015 : (in thousands, except per share data) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Numerator: Income (loss) from continuing operations $ 1,587 $ (894 ) $ (1,907 ) $ (9,312 ) (Less) plus: net (income) loss attributable to noncontrolling interests (48 ) 86 352 (74 ) Less: dividends on preferred stock (110 ) (83 ) (274 ) (246 ) Income (loss) from continuing operations attributable to common shareholders $ 1,429 $ (891 ) $ (1,829 ) $ (9,632 ) Denominator: Weighted average basic shares Weighted average common shares outstanding 19,843 19,710 19,791 19,710 Weighted average diluted shares Weighted average common shares outstanding 19,843 19,710 19,791 19,710 Effect of potentially dilutive securities: Stock options 122 — — — Unvested restricted stock awards 862 — — — Unvested restricted stock units — — — — Warrants 488 — — — Convertible preferred stock 1,643 — — — Total weighted average diluted shares 22,958 19,710 19,791 19,710 Basic earnings (loss) per common share from continuing operations $ 0.07 $ (0.05 ) $ (0.09 ) $ (0.49 ) Diluted earnings (loss) per common share from continuing operations $ 0.06 $ (0.05 ) $ (0.09 ) $ (0.49 )

Stock-Based Compensation (Table

Stock-Based Compensation (Tables)	9 Months Ended
	Sep. 30, 2016
Stock-Based Compensation [Abstract]
Schedule of Share-based Compensation, Stock Options, Activity [Table Text Block]	The following table summarizes the stock option activity during the nine months ended September 30, 2016 : Number of Options Outstanding Weighted-Average Exercise Price Weighted-Average Remaining Contractual Term (in Years) Aggregate Intrinsic Value Outstanding at December 31, 2015 611,875 $ 4.50 2.2 $ 43 Granted 40,000 4.67 Expired — — Outstanding at September 30, 2016 651,875 $ 4.51 1.6 $ 802 Exercisable at September 30, 2016 651,875 $ 4.51 1.6 $ 802
Schedule of Share-based Payment Award, Stock Options, Valuation Assumptions [Table Text Block]	The assumptions used in the Black-Scholes pricing model for options granted or exchanged during the nine months ended September 30, 2016 were as follows: Nine months ended September 30, 2016 Risk-free interest rate 1.1 % Dividend yield — Expected volatility 0.5 % Expected term (in years) 4.0
Schedule of Share-based Compensation, Restricted Stock and Restricted Stock Units Activity [Table Text Block]	The grant-date fair value of the Restricted Stock Awards was determined using the closing price of Kingsway common stock on the date of grant. The following table summarizes the activity related to unvested Restricted Stock Awards for the nine months ended September 30, 2016 : Number of Restricted Stock Awards Weighted-Average Grant Date Fair Value (per Share) Unvested at December 31, 2015 1,952,665 $ 4.14 Granted — — Forfeited — — Unvested at September 30, 2016 1,952,665 $ 4.14
Schedule of Share-based Compensation, Restricted Stock Units Award Activity [Table Text Block]	The following table summarizes the activity related to unvested Restricted Stock Units for the nine months ended September 30, 2016 : Number of Restricted Stock Units Weighted-Average Grant Date Fair Value (per Share) Unvested at December 31, 2015 — $ — Granted 500,000 5.73 Vested — — Forfeited — — Unvested at September 30, 2016 500,000 $ 5.73

Accumulated Other Comprehensi47

Accumulated Other Comprehensive Income (Tables)	9 Months Ended
	Sep. 30, 2016
Accumulated Other Comprehensive Income [Abstract]
Schedule of Accumulated Other Comprehensive Income (Loss) [Table Text Block]	On the other hand, the unaudited consolidated statements of comprehensive income (loss) present the components of other comprehensive loss, net of tax, only for the three and nine months ended September 30, 2016 and September 30, 2015 and inclusive of the components attributable to noncontrolling interests in consolidated subsidiaries. (in thousands) Three months ended September 30, 2016 Unrealized Gains (Losses) on Fixed Maturities and Equity Investments Foreign Currency Translation Adjustments Total Accumulated Other Comprehensive Income Balance at July 1, 2016 $ 13,280 $ (3,780 ) $ 9,500 Other comprehensive loss before reclassifications (326 ) — (326 ) Amounts reclassified from accumulated other comprehensive income 21 — 21 Net current-period other comprehensive loss (305 ) — (305 ) Balance at September 30, 2016 $ 12,975 $ (3,780 ) $ 9,195 (in thousands) Three months ended September 30, 2015 Unrealized Gains (Losses) on Fixed Maturities and Equity Investments Foreign Currency Translation Adjustments Total Accumulated Other Comprehensive Income Balance at July 1, 2015 $ 14,686 $ (3,415 ) $ 11,271 Other comprehensive loss before reclassifications (2,271 ) — (2,271 ) Amounts reclassified from accumulated other comprehensive income 90 — 90 Net current-period other comprehensive loss (2,181 ) — (2,181 ) Balance at September 30, 2015 $ 12,505 $ (3,415 ) $ 9,090 (in thousands) Nine months ended September 30, 2016 Unrealized Gains (Losses) on Fixed Maturities and Equity Investments Foreign Currency Translation Adjustments Total Accumulated Other Comprehensive Income Balance at January 1, 2016 $ 13,080 $ (3,780 ) $ 9,300 Other comprehensive income before reclassifications 379 — 379 Amounts reclassified from accumulated other comprehensive income (484 ) — (484 ) Net current-period other comprehensive loss (105 ) — (105 ) Balance at September 30, 2016 $ 12,975 $ (3,780 ) $ 9,195 (in thousands) Nine months ended September 30, 2015 Unrealized Gains (Losses) on Fixed Maturities and Equity Investments Foreign Currency Translation Adjustments Total Accumulated Other Comprehensive Income Balance at January 1, 2015 $ 14,622 $ (5,952 ) $ 8,670 Other comprehensive (loss) income before reclassifications (3,447 ) 1,294 (2,153 ) Amounts reclassified from accumulated other comprehensive income 1,330 1,243 2,573 Net current-period other comprehensive (loss) income (2,117 ) 2,537 420 Balance at September 30, 2015 $ 12,505 $ (3,415 ) $ 9,090
Reclassification out of Accumulated Other Comprehensive Income [Table Text Block]	Components of accumulated other comprehensive income were reclassified to the following lines of the unaudited consolidated statements of operations for the three and nine months ended September 30, 2016 and September 30, 2015 : Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Reclassification of accumulated other comprehensive income from unrealized gains (losses) on fixed maturities and equity investments to: Net realized gains (losses) $ (21 ) $ (90 ) $ 484 $ (1,320 ) Other-than-temporary impairment loss — — — (10 ) Income (loss) from continuing operations before income tax expense (21 ) (90 ) 484 (1,330 ) Income tax expense — — — — Net income (loss) (21 ) (90 ) 484 (1,330 ) Reclassification of accumulated other comprehensive income from foreign currency translation adjustments to: Gain (loss) on deconsolidation of subsidiary — — — (1,243 ) Income (loss) from continuing operations before income tax expense — — — (1,243 ) Income tax expense — — — — Net income (loss) — — — (1,243 ) Total reclassification from accumulated other comprehensive income to net income (loss) $ (21 ) $ (90 ) $ 484 $ (2,573 )

Segmented Information (Tables)

Segmented Information (Tables)	9 Months Ended
	Sep. 30, 2016
Segmented Information [Abstract]
Segment Reporting Disclosure [Text Block]	SEGMENTED INFORMATION The Company operates as a merchant bank primarily engaged, through its subsidiaries, in the property and casualty insurance business. The Company conducts its business through the following three reportable segments: Insurance Underwriting, Insurance Services and Leased Real Estate. Insurance Underwriting Segment Insurance Underwriting includes the following subsidiaries of the Company: Mendota Insurance Company, Mendakota Insurance Company, Mendakota Casualty Company ("MCC"), Kingsway Amigo Insurance Company ("Amigo") and Kingsway Reinsurance Corporation (collectively, "Insurance Underwriting"). Insurance Underwriting principally offers personal automobile insurance to drivers who do not meet the criteria for coverage by standard automobile insurers. Insurance Underwriting has policyholders in 12 states; however, new business is accepted in only eight states. The Company previously placed Amigo and MCC into voluntary run-off in 2012 and 2011, respectively. Each of Amigo and MCC entered into a comprehensive run-off plan which was approved by its respective state of domicile. Kingsway continues to manage Amigo in a manner consistent with its run-off plan. During the first quarter of 2015, MCC sent a letter of intent to the Illinois Department of Insurance to resume writing private passenger automobile policies in the state of Illinois. MCC began writing these policies on April 1, 2015. Insurance Services Segment Insurance Services includes the following subsidiaries of the Company: IWS Acquisition Corporation ("IWS") and Trinity Warranty Solutions LLC ("Trinity") (collectively, "Insurance Services"). IWS is a licensed motor vehicle service agreement company and is a provider of after-market vehicle protection services distributed by credit unions in 23 states to their members. Trinity is a provider of warranty products and maintenance support to consumers and businesses in the heating, ventilation, air conditioning ("HVAC"), standby generator, commercial LED lighting and refrigeration industries. Trinity distributes its warranty products through original equipment manufacturers, HVAC distributors and commercial and residential contractors. Trinity distributes its maintenance support directly through corporate owners of retail spaces throughout the United States. Effective April 1, 2015 , the Company closed on the sale of its wholly owned subsidiary, ARS. As a result, ARS has been classified as discontinued operations and the results of their operations are reported separately for all periods presented. Prior to the transaction, ARS was included in the Insurance Services segment. As a result of classifying ARS as a discontinued operation, all segmented information has been restated to exclude ARS from the Insurance Services segment. Leased Real Estate Segment Leased Real Estate includes the Company's subsidiary, CMC, which was acquired on July 14, 2016. CMC owns the Real Property which is leased to a third party pursuant to a long-term triple net lease. The Real Property is also subject to a mortgage. 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 allocated for management use and, therefore, are not included in the segment disclosures below. Revenues by reportable segment reconciled to consolidated revenues for the three and nine months ended September 30, 2016 and 2015 were: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Revenues: Insurance Underwriting: Net premiums earned $ 32,949 $ 29,197 $ 94,189 $ 88,427 Other income 2,698 2,162 7,636 6,763 Total Insurance Underwriting 35,647 31,359 101,825 95,190 Insurance Services: Service fee and commission income 6,330 6,184 17,046 17,430 Other income 125 95 241 299 Total Insurance Services 6,455 6,279 17,287 17,729 Leased Real Estate: Rental income 2,426 — 2,426 — Other income 6 — 6 — Total Leased Real Estate 2,432 — 2,432 — Total segment revenues 44,534 37,638 121,544 112,919 Net investment income 1,036 791 2,036 2,632 Net realized gains (losses) 46 83 (58 ) 136 Other-than-temporary impairment loss — — — (10 ) Other income not allocated to segments 209 46 320 6,112 Total revenues $ 45,825 $ 38,558 $ 123,842 $ 121,789 The operating income (loss) of each segment in the following table is before income taxes and includes revenues and direct segment costs. Segment operating income (loss) reconciled to the consolidated income (loss) from continuing operations for the three and nine months ended September 30, 2016 and 2015 was: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Segment operating income (loss) Insurance Underwriting $ (140 ) $ (216 ) $ (198 ) $ (374 ) Insurance Services 558 (185 ) (378 ) (473 ) Leased Real Estate 735 — 735 — Total segment operating income (loss) 1,153 (401 ) 159 (847 ) Net investment income 1,036 791 2,036 2,632 Net realized gains (losses) 46 83 (58 ) 136 Other-than-temporary impairment loss — — — (10 ) Amortization of intangible assets (779 ) (307 ) (1,381 ) (937 ) Contingent consideration benefit (expense) — (110 ) 657 (364 ) Interest expense not allocated to segments (1,129 ) (1,248 ) (3,330 ) (4,053 ) Other income and expenses not allocated to segments, net (1,791 ) (1,887 ) (5,632 ) (1,252 ) Foreign exchange losses, net (4 ) (58 ) (14 ) (1,210 ) (Loss) gain on change in fair value of debt (2,472 ) 2,458 1,124 1,491 Gain (loss) on deconsolidation of subsidiary 5,643 — 5,643 (4,420 ) Equity in net loss of investees (61 ) (192 ) (1,004 ) (399 ) Income (loss) from continuing operations before income tax expense 1,642 (871 ) (1,800 ) (9,233 ) Income tax expense 55 23 107 79 Income (loss) from continuing operations $ 1,587 $ (894 ) $ (1,907 ) $ (9,312 ) Insurance Underwriting net premiums earned by line of business for the three and nine months ended September 30, 2016 and 2015 were: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Insurance Underwriting: Private passenger auto liability $ 22,325 $ 19,745 $ 64,056 $ 59,376 Auto physical damage 10,624 9,452 30,133 29,051 Total net premiums earned $ 32,949 $ 29,197 $ 94,189 $ 88,427
Schedule of Business Acquisitions, by Acquisition [Table Text Block]	The following is an estimated allocation of the assets acquired and liabilities assumed at the date of acquisition: (in thousands) July 14, 2016 Cash and cash equivalents $ 1,006 Other receivables 1,963 Property and equipment 86,333 Intangible asset - subject to amortization 109,092 Other assets 1,385 Total assets $ 199,779 Note payable $ 191,741 Deferred income tax liability 3,086 Income taxes payable 2,056 Accrued expenses and other liabilities 1,097 Noncontrolling interest in CMC 299 Total liabilities and noncontrolling interest $ 198,279 Purchase price $ 1,500
Reconciliation of Revenue from Segments to Consolidated [Table Text Block]	Revenues by reportable segment reconciled to consolidated revenues for the three and nine months ended September 30, 2016 and 2015 were: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Revenues: Insurance Underwriting: Net premiums earned $ 32,949 $ 29,197 $ 94,189 $ 88,427 Other income 2,698 2,162 7,636 6,763 Total Insurance Underwriting 35,647 31,359 101,825 95,190 Insurance Services: Service fee and commission income 6,330 6,184 17,046 17,430 Other income 125 95 241 299 Total Insurance Services 6,455 6,279 17,287 17,729 Leased Real Estate: Rental income 2,426 — 2,426 — Other income 6 — 6 — Total Leased Real Estate 2,432 — 2,432 — Total segment revenues 44,534 37,638 121,544 112,919 Net investment income 1,036 791 2,036 2,632 Net realized gains (losses) 46 83 (58 ) 136 Other-than-temporary impairment loss — — — (10 ) Other income not allocated to segments 209 46 320 6,112 Total revenues $ 45,825 $ 38,558 $ 123,842 $ 121,789
Reconciliation of Operating Profit (Loss) from Segments to Consolidated [Table Text Block]	egment operating income (loss) reconciled to the consolidated income (loss) from continuing operations for the three and nine months ended September 30, 2016 and 2015 was: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Segment operating income (loss) Insurance Underwriting $ (140 ) $ (216 ) $ (198 ) $ (374 ) Insurance Services 558 (185 ) (378 ) (473 ) Leased Real Estate 735 — 735 — Total segment operating income (loss) 1,153 (401 ) 159 (847 ) Net investment income 1,036 791 2,036 2,632 Net realized gains (losses) 46 83 (58 ) 136 Other-than-temporary impairment loss — — — (10 ) Amortization of intangible assets (779 ) (307 ) (1,381 ) (937 ) Contingent consideration benefit (expense) — (110 ) 657 (364 ) Interest expense not allocated to segments (1,129 ) (1,248 ) (3,330 ) (4,053 ) Other income and expenses not allocated to segments, net (1,791 ) (1,887 ) (5,632 ) (1,252 ) Foreign exchange losses, net (4 ) (58 ) (14 ) (1,210 ) (Loss) gain on change in fair value of debt (2,472 ) 2,458 1,124 1,491 Gain (loss) on deconsolidation of subsidiary 5,643 — 5,643 (4,420 ) Equity in net loss of investees (61 ) (192 ) (1,004 ) (399 ) Income (loss) from continuing operations before income tax expense 1,642 (871 ) (1,800 ) (9,233 ) Income tax expense 55 23 107 79 Income (loss) from continuing operations $ 1,587 $ (894 ) $ (1,907 ) $ (9,312 )
Revenue from External Customers by Geographic Areas [Table Text Block]	et premiums earned by line of business for the three and nine months ended September 30, 2016 and 2015 were: (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Insurance Underwriting: Private passenger auto liability $ 22,325 $ 19,745 $ 64,056 $ 59,376 Auto physical damage 10,624 9,452 30,133 29,051 Total net premiums earned $ 32,949 $ 29,197 $ 94,189 $ 88,427

Fair Value of Financial Instr49

Fair Value of Financial Instruments (Tables)	9 Months Ended
	Sep. 30, 2016
Fair Value of Financial Instruments [Abstract]
Fair Value Inputs, Assets, Quantitative Information [Table Text Block]	The Company employs a fair value hierarchy to categorize the inputs it uses in valuation techniques to measure the fair value. The extent of use of quoted market prices (Level 1), valuation models using observable market information (Level 2) and internal models without observable market information (Level 3) in the valuation of the Company's financial assets and liabilities measured at fair value on a recurring basis as of September 30, 2016 and December 31, 2015 was as follows: (in thousands) September 30, 2016 Fair Value Measurements at the End of the Reporting Period Using Total Quoted Prices in Active Markets for Identical Assets(Level 1) Significant Other Observable Inputs (Level 2) Significant Unobservable Inputs (Level 3) Recurring fair value measurements Assets: Fixed maturities: U.S. government, government agencies and authorities $ 23,953 $ — $ 23,953 $ — States, municipalities and political subdivisions 2,908 — 2,908 — Mortgage-backed 9,762 — 9,762 — Asset-backed securities and collateralized mortgage obligations 4,582 — 4,582 — Corporate 20,121 — 20,121 — Total fixed maturities 61,326 — 61,326 — Equity investments: Common stock 20,739 20,739 — — Warrants 779 254 525 — Total equity investments 21,518 20,993 525 — Other investments 7,251 — 7,251 — Short-term investments 670 — 670 — Total assets $ 90,765 $ 20,993 $ 69,772 $ — Liabilities: Subordinated debt $ 38,774 $ — $ 38,774 $ — Contingent consideration 325 — — 325 Total liabilities $ 39,099 $ — $ 38,774 $ 325 (in thousands) December 31, 2015 Fair Value Measurements at the End of the Reporting Period Using Total Quoted Prices in Active Markets for Identical Assets (Level 1) Significant Other Observable Inputs (Level 2) Significant Unobservable Inputs (Level 3) Recurring fair value measurements Assets: Fixed maturities: U.S. government, government agencies and authorities $ 20,453 $ — $ 20,453 $ — States municipalities and political subdivisions 2,256 — 2,256 — Mortgage-backed 7,963 — 7,963 — Asset-backed securities and collateralized mortgage obligations 6,023 — 6,023 — Corporate 18,864 — 18,864 — Total fixed maturities 55,559 — 55,559 — Equity investments: Common stock 26,586 26,586 — — Warrants 973 229 744 — Total equity investments 27,559 26,815 744 — Other investments 4,077 — 4,077 — Short-term investments 400 — 400 — Total assets $ 87,595 $ 26,815 $ 60,780 $ — Liabilities: Subordinated debt $ 39,898 $ — $ 39,898 $ — Contingent consideration 1,982 — — 1,982 Total liabilities $ 41,880 $ — $ 39,898 $ 1,982
Fair Value, Assets Measured on Recurring Basis, Unobservable Input Reconciliation [Table Text Block]	The following table provides a reconciliation of the fair value of recurring Level 3 fair value measurements for the three and nine months ended September 30, 2016 and September 30, 2015 : (in thousands) Three months ended September 30, Nine months ended September 30, 2016 2015 2016 2015 Contingent consideration: Beginning balance $ 325 $ 3,375 $ 1,982 $ 3,121 Settlement of contingent consideration liabilities — — (1,000 ) — Change in fair value of contingent consideration included in net income (loss) — 110 (657 ) 364 Ending balance $ 325 $ 3,485 $ 325 $ 3,485

Acquisitions, Deconsolidation50

Acquisitions, Deconsolidations and Discontinued Operations Acquisitions (Details) shares in Thousands, a in Thousands, $ in Thousands	3 Months Ended				9 Months Ended
	Sep. 30, 2016USD ($)	Jun. 30, 2016USD ($)	Sep. 30, 2015USD ($)	Mar. 31, 2015USD ($)	Sep. 30, 2016USD ($)	Sep. 30, 2015USD ($)	Jul. 14, 2016USD ($)a	Apr. 20, 2016USD ($)shares	Dec. 31, 2015USD ($)	Jun. 30, 2015USD ($)	Dec. 31, 2014USD ($)
Business Acquisition [Line Items]
Rental income	$ 2,426		$ 0		$ 2,426	$ 0
Cash and cash equivalents	30,705		75,785		30,705	75,785	$ 1,006	$ 5	$ 51,701		$ 71,234
Other receivables							1,963	17
Property and equipment, net of accumulated depreciation of $9,613 and $12,537, respectively	91,239				91,239		86,333		5,577
Other assets	4,823				4,823		1,385	5	3,405
Intangible assets, net of accumulated amortization of $7,320 and $6,009, respectively	123,178				123,178		109,092	731	14,736
Total assets	438,802				438,802		199,779	758	241,022
Total liabilities	389,811				389,811		198,279	14	190,925
Purchase price		$ 744
Note payable	190,931				190,931		191,741		0
Deferred income tax liability	6,086				6,086		3,086		2,924
Income taxes payable	2,031				2,031		2,056		0
Accrued expenses and other liabilities	20,411				20,411		1,097	$ 14	19,959
Noncontrolling interests in consolidated subsidiaries	764				764		$ 299		$ 1,752
Purchase price	$ 1,500
Land Subject to Ground Leases | a							0
Mortgage				$ 15,800			$ 180,000			$ 15,800
CMC Industries, Inc. Percentage Ownership	26.70%	61.00%		74.80%
CMC Industries, Inc. net income					200
Executive Vice President [Member]
Business Acquisition [Line Items]
Common Stock, Shares, Issued | shares								160
Series of Individually Immaterial Business Acquisitions [Member]
Business Acquisition [Line Items]
CMC Industries, Inc. Percentage Ownership	81.00%
Reportable Legal Entities [Member]
Business Acquisition [Line Items]
Rental income	$ 2,426		$ 0		$ 2,426	$ 0

Acquisitions, Deconsolidation51

Acquisitions, Deconsolidations and Discontinued Operations Pro Forma (Details) - USD ($) $ / shares in Units, $ in Thousands	9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015
Pro Forma [Abstract]
Revenues	$ 130,464	$ 130,799
Loss from continuing operations attributable to common shareholders	$ (466)	$ (8,768)
Basic loss per share - continuing operations	$ (0.02)	$ (0.44)
Diluted loss per share - continuing operations	$ (0.02)	$ (0.44)

Acquisitions, Deconsolidation52

Acquisitions, Deconsolidations and Discontinued Operations Deconsolidations (Details) - USD ($) $ / shares in Thousands, $ in Thousands

3 Months Ended

9 Months Ended

12 Months Ended

Sep. 30, 2016

Jun. 30, 2016

Sep. 30, 2015

Mar. 31, 2015

Sep. 30, 2016

Sep. 30, 2015

Dec. 31, 2005

Jul. 14, 2016

Jun. 30, 2015

Dec. 31, 2010

Sep. 30, 2010

Dec. 31, 2009

Jul. 14, 2005

Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]

Debt Instrument, Interest Rate, Stated Percentage

4.07%

LROC preferred units

2,333,715

1,500,000

833,715

LROC Preferred Units Tendered

1,525,150

1347 Investors LLC Percentage Ownership

26.70%

61.00%

74.80%

Debt Instrument, Face Amount

$ 15,800

$ 180,000

$ 15,800

Loss on deconsolidation of subsidiary

$ 5,643

$ 0

$ 5,643

$ (4,420)

LROC preferred units [Member]

Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]

Proceeds from Issuance of Long-term Debt

$ 78,000

Preferred Units, Issued

3,120,000

Debt Instrument, Interest Rate, Stated Percentage

5.00%

Proceeds from Issuance of Long-term Debt and Capital Securities, Net

$ 74,100

Share Price

$ 0

Loss on deconsolidation of subsidiary

$ (4,400)

Acquisitions, Deconsolidation53

Acquisitions, Deconsolidations and Discontinued Operations Discontinued Operations (Details) - USD ($) number in Thousands, $ in Thousands	Apr. 01, 2015	Sep. 30, 2016	Sep. 30, 2015	Jun. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Cash Provided by (Used in) Operating Activities, Discontinued Operations					$ (200)
Net proceeds from sale of discontinued operations					1,404	$ 44,919
Service fee and commission income		$ 0	$ 0		0	8,322
Other expense		0	0		0	20
General and administrative expenses		0	0		0	6,462
Income from discontinued operations before income tax expense		0	0		0	1,860
Income tax expense		0	0		0	434
Income from discontinued operations, net of taxes		0	0		0	1,426
Gain on disposal of discontinued operations before income tax benefit		0	0		1,124	11,010
Income tax benefit		0	0		0	(249)
Gain on disposal of discontinued operations, net of taxes		0	0		1,124	11,259
Gain on disposal of discontinued operations, net of taxes		0	0		1,124	11,259
Disposal Group, Including Discontinued Operation, Consideration				$ 2,000
Sales [Member]
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Service fee and commission income		$ 0	0		0	8,342
Discontinued Operations, Disposed of by Sale [Member]
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Net proceeds from sale of discontinued operations	$ 47,000
Percent of written premium and fee income				0.00%
Discontinued Operations, Disposed of by Sale [Member]
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Gain on disposal of discontinued operations, net of taxes			$ 0		$ 1,124	$ 12,685

Investments (Details)

Investments (Details) number in Thousands, $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016USD ($)	Sep. 30, 2015USD ($)	Sep. 30, 2016USD ($)	Sep. 30, 2015USD ($)	Dec. 31, 2015USD ($)
Schedule of Available-for-sale Securities [Line Items]
Fixed maturities and equity investments unrealized loss positions	84		84		127
Other-than-temporary impairment loss	$ 0	$ 0	$ 0	$ 10
Limited liability investments	29,091		29,091		$ 20,141
Fair Value, Investments, Entities that Calculate Net Asset Value Per Share, Unfunded Commitments	1,800		1,800
Other investments, at cost which approximates fair value	7,251		7,251		4,077
Available-for-sale Securities Pledged as Collateral	13,263		13,263
Pledged Assets Separately Reported, Nonsecuritized Investments Pledged as Collateral, at Fair Value	17,300		17,300		$ 15,800
Reclassification out of Accumulated Other Comprehensive Income [Member]
Schedule of Available-for-sale Securities [Line Items]
Other than Temporary Impairment Losses, Investments, Portion in Other Comprehensive Loss, before Tax, Portion Attributable to Parent	$ 0	$ 0	$ 0	$ 10

Investments Amortized cost, g55

Investments Amortized cost, gross unrealized gains and losses, and estimated fair value (Details) - USD ($) $ in Thousands	Sep. 30, 2016	Dec. 31, 2015
Schedule of Available-for-sale Securities [Line Items]
Fixed maturities, cost	$ 60,934	$ 55,606
Gross Unrealized Gain, Fixed Maturities	449	182
Gross Unrealized Loss, Fixed Maturities	57	229
Total Fixed Maturities	61,326	55,559
Equity investments, cost	21,145	26,428
Total Equity Investments	21,518	27,559
Amortized Cost	82,079	82,034
Gross Unrealized Gain	3,557	3,698
Gross Unrealized Loss	2,792	2,614
Estimated Fair Value, Fixed Maturities and Equity Investments	82,844	83,118
US Government Agencies Debt Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Fixed maturities, cost	23,850	20,443
Gross Unrealized Gain, Fixed Maturities	114	73
Gross Unrealized Loss, Fixed Maturities	11	63
Total Fixed Maturities	23,953	20,453
Gross Unrealized Loss	11	63
US States and Political Subdivisions Debt Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Fixed maturities, cost	2,898	2,241
Gross Unrealized Gain, Fixed Maturities	13	20
Gross Unrealized Loss, Fixed Maturities	3	5
Total Fixed Maturities	2,908	2,256
Gross Unrealized Loss	3	5
Mortgage-backed Securities, Issued by US Government Sponsored Enterprises [Member]
Schedule of Available-for-sale Securities [Line Items]
Fixed maturities, cost	9,698	7,997
Gross Unrealized Gain, Fixed Maturities	79	25
Gross Unrealized Loss, Fixed Maturities	15	59
Total Fixed Maturities	9,762	7,963
Gross Unrealized Loss	15	59
Asset-backed Securities, Securitized Loans and Receivables [Member]
Schedule of Available-for-sale Securities [Line Items]
Fixed maturities, cost	4,560	6,040
Gross Unrealized Gain, Fixed Maturities	23	4
Gross Unrealized Loss, Fixed Maturities	1	21
Total Fixed Maturities	4,582	6,023
Corporate Debt Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Fixed maturities, cost	19,928	18,885
Gross Unrealized Gain, Fixed Maturities	220	60
Gross Unrealized Loss, Fixed Maturities	27	81
Total Fixed Maturities	20,121	18,864
Gross Unrealized Loss	27	81
Common Stock [Member]
Schedule of Available-for-sale Securities [Line Items]
Equity investments, cost	19,868	25,177
Total Equity Investments	20,739	26,586
Unrealized Gain, Equity Investments	3,053	3,464
Gross Unrealized Loss, Equity Investments	2,182	2,055
Gross Unrealized Loss	2,182	2,055
Warrant [Member]
Schedule of Available-for-sale Securities [Line Items]
Equity investments, cost	1,277	1,251
Total Equity Investments	779	973
Unrealized Gain, Equity Investments	55	52
Gross Unrealized Loss, Equity Investments	553	330
Gross Unrealized Loss	553	330
Equity Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Equity investments, cost	21,145	26,428
Total Equity Investments	21,518	27,559
Unrealized Gain, Equity Investments	3,108	3,516
Gross Unrealized Loss, Equity Investments	2,735	2,385
Gross Unrealized Loss	$ 2,735	$ 2,385

Investments Fixed Maturities 56

Investments Fixed Maturities by Contractual Maturity Periods (Details) - USD ($) $ in Thousands	Sep. 30, 2016	Dec. 31, 2015
Schedule of Held-to-maturity Securities [Line Items]
Due In One Year or Less, Amortized Cost	$ 7,257
Due In One Year or Less, Fair Value	7,263
Due After One Year Through Five Years, Amortized Cost	42,517
Due After One Year Through Five Years, Fair Value	42,830
Due After Five Year Through Ten Years, Amortized Cost	3,646
Due After Five Year Through Ten Years, Fair Value	3,670
Due After Ten Years, Amortized Cost	7,514
Due After Ten Years, Fair Value	7,563
Amortized Cost, Fixed Maturities	60,934	$ 55,606
Estimated Fair Value, Fixed Maturities	$ 61,326	$ 55,559

Investments Unrealized Loss Pos

Investments Unrealized Loss Position (Details) - USD ($) $ in Thousands	Sep. 30, 2016	Dec. 31, 2015
Gain (Loss) on Investments [Line Items]
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	$ 2,792	$ 2,614
US Government Agencies Debt Securities [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	4,843	12,635
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	11	63
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	0	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	0	0
Continuous Unrealized Loss Position, Fair Value	4,843	12,635
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	11	63
US States and Political Subdivisions Debt Securities [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	1,652	745
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	3	5
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	0	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	0	0
Continuous Unrealized Loss Position, Fair Value	1,652	745
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	3	5
Fixed Maturities [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	15,596	33,271
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	53	229
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	4	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	557	0
Continuous Unrealized Loss Position, Fair Value	16,153	33,271
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	57	229
Mortgage-backed Securities, Issued by US Government Sponsored Enterprises [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	4,341	5,685
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	15	59
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	0	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	110	0
Continuous Unrealized Loss Position, Fair Value	4,451	5,685
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	15	59
Asset-backed Securities [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	1,107	5,035
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	1	21
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	0	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	0	0
Continuous Unrealized Loss Position, Fair Value	1,107	5,035
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	1	21
Corporate Debt Securities [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	3,653	9,171
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	23	81
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	4	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	447	0
Continuous Unrealized Loss Position, Fair Value	4,100	9,171
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	27	81
Equity Securities [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	1,156	15,711
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	419	2,055
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	1,763	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	7,265	0
Continuous Unrealized Loss Position, Fair Value	8,421	15,711
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	2,182	2,055
Warrant [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	104	897
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	86	330
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	467	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	525	0
Continuous Unrealized Loss Position, Fair Value	629	897
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	553	330
Equity Securities [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	1,260	16,608
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	505	2,385
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	2,230
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	7,790
Continuous Unrealized Loss Position, Fair Value	9,050	16,608
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	2,735	2,385
Available-for-sale Securities [Member]
Gain (Loss) on Investments [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	16,856	49,879
Continuous Unrealized Loss Position, Less than 12 Months, Aggregate Loss	558	2,614
Continuous Unrealized Loss Position, 12 Months or Longer, Aggregate Loss	2,234	0
Continuous Unrealized Loss Position, Twelve Months or Longer, Fair Value	8,347	0
Continuous Unrealized Loss Position, Fair Value	25,203	49,879
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	$ 2,792	$ 2,614

Investments Continuous Unreal58

Investments Continuous Unrealized Loss Position (Details) - USD ($) $ in Thousands	Sep. 30, 2016	Dec. 31, 2015
Schedule of Available-for-sale Securities [Line Items]
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	$ 2,792	$ 2,614
US Government Agencies Debt Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	4,843	12,635
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	0	0
Continuous Unrealized Loss Position, Fair Value	4,843	12,635
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	11	63
US States and Political Subdivisions Debt Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	1,652	745
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	0	0
Continuous Unrealized Loss Position, Fair Value	1,652	745
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	3	5
Mortgage-backed Securities, Issued by US Government Sponsored Enterprises [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	4,341	5,685
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	0	0
Continuous Unrealized Loss Position, Fair Value	4,451	5,685
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	15	59
Asset-backed Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	1,107	5,035
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	0	0
Continuous Unrealized Loss Position, Fair Value	1,107	5,035
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	1	21
Corporate Debt Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	3,653	9,171
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	4	0
Continuous Unrealized Loss Position, Fair Value	4,100	9,171
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	27	81
Fixed Maturities [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	15,596	33,271
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	4	0
Continuous Unrealized Loss Position, Fair Value	16,153	33,271
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	57	229
Common Stock [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	1,156	15,711
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	1,763	0
Continuous Unrealized Loss Position, Fair Value	8,421	15,711
Available-for-sale Equity Securities, Accumulated Gross Unrealized Loss, before Tax	2,182	2,055
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	2,182	2,055
Warrant [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	104	897
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	467	0
Continuous Unrealized Loss Position, Fair Value	629	897
Available-for-sale Equity Securities, Accumulated Gross Unrealized Loss, before Tax	553	330
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	553	330
Available-for-sale Securities [Member]
Schedule of Available-for-sale Securities [Line Items]
Continuous Unrealized Loss Position, Less than Twelve Months, Fair Value	16,856	49,879
Continuous Unrealized Loss Position, 12 Months or Longer, Accumulated Loss	2,234	0
Continuous Unrealized Loss Position, Fair Value	25,203	49,879
Available-for-sale Securities, Accumulated Gross Unrealized Loss, before Tax	$ 2,792	$ 2,614

Investments Gross Realized Ga59

Investments Gross Realized Gains and Losses on Fixed Maturities (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Gain (Loss) on Investments [Line Items]
Gross realized gains	$ 47	$ 84	$ 295	$ 137
Gross realized losses	(1)	(1)	(353)	(1)
Net realized gains (losses)	$ 46	$ 83	$ (58)	$ 136

Investments Net Investment Inco

Investments Net Investment Income (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Net Investment Income [Line Items]
Interest from fixed maturities	$ 189	$ 255	$ 649	$ 648
Dividends	132	169	524	517
Income from limited liability investments	490	595	800	1,590
Gain (loss) on change in fair value of warrants	27	(222)
Other	234	40	373	106
Gross investment income	1,072	837	2,127	2,804
Investment expenses	(36)	(46)	(91)	(172)
Net investment income	$ 1,036	$ 791	2,036	2,632
Warrant [Member]
Net Investment Income [Line Items]
Gain (loss) on change in fair value of warrants			$ (219)	$ (57)

Investment in Investees (Detail

Investment in Investees (Details) - USD ($) $ in Thousands	3 Months Ended				9 Months Ended
	Sep. 30, 2016	Jun. 30, 2016	Sep. 30, 2015	Mar. 31, 2015	Sep. 30, 2016	Sep. 30, 2015	Dec. 31, 2015
Schedule of Equity Method Investments [Line Items]
Equity Percentage							21.00%
Carrying Value		$ 3,474					$ 12,369
Carrying Value	$ 3,129	$ 3,129			$ 3,129		$ 1,772
1347 Investors LLC Percentage Ownership	26.70%	61.00%		74.80%
Equity in net loss of investees	$ (61)		$ (192)		(1,004)	$ (399)
Corporate Segment [Member]
Schedule of Equity Method Investments [Line Items]
Equity Percentage		31.20%
Carrying Value	$ 4,251	$ 3,474			$ 4,251
Carrying Value		$ 3,129
Miscellaneous Investments [Member]
Schedule of Equity Method Investments [Line Items]
Equity Percentage	0.00%				0.00%
Carrying Value	$ 0				$ 0
Carrying Value	$ 0				$ 0

Deferred Acquisition Costs (Det

Deferred Acquisition Costs (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015	Jun. 30, 2016	Dec. 31, 2015	Jun. 30, 2015	Dec. 31, 2014
Deferred Acquisition Costs [Line Items]
Beginning balance, net	$ (14,553)	$ (12,541)	$ (14,553)	$ (12,541)	$ (13,824)	$ (12,143)	$ (12,617)	$ (12,197)
Additions	7,565	5,843	22,334	19,561
Amortization	6,836	5,919	19,924	19,217
Balance at September 30, net	$ 14,553	$ 12,541	$ 14,553	$ 12,541

Intangible Assets (Details)

Intangible Assets (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015	Jul. 14, 2016	Apr. 20, 2016	Dec. 31, 2015
Finite-Lived Intangible Assets [Line Items]
Intangible assets, net of accumulated amortization of $7,320 and $6,009, respectively	$ 123,178		$ 123,178		$ 109,092	$ 731	$ 14,736
Finite-Lived Intangible Assets, Gross	130,498		130,498				$ 20,745
Amortization of Intangible Assets	$ 779	$ 307	$ 1,381	$ 937

Intangible Assets Intangible As

Intangible Assets Intangible Assets (Tables) (Details) - USD ($) $ in Thousands	Sep. 30, 2016	Jul. 14, 2016	Apr. 20, 2016	Dec. 31, 2015
Acquired Finite-Lived Intangible Assets [Line Items]
Finite-Lived Intangible Assets, Gross	$ 130,498			$ 20,745
Finite-Lived Intangible Assets, Accumulated Amortization	7,320			6,009
Intangible Assets, Net (Excluding Goodwill)	123,178	$ 109,092	$ 731	14,736
Database Rights [Member]
Acquired Finite-Lived Intangible Assets [Line Items]
Finite-Lived Intangible Assets, Gross	4,918			4,918
Finite-Lived Intangible Assets, Accumulated Amortization	1,906			1,537
Finite-Lived Intangible Assets, Net	3,012			3,381
Service Agreements [Member]
Acquired Finite-Lived Intangible Assets [Line Items]
Finite-Lived Intangible Assets, Gross	3,680			3,680
Finite-Lived Intangible Assets, Accumulated Amortization	3,506			3,362
Finite-Lived Intangible Assets, Net	174			318
Customer Relationships [Member]
Acquired Finite-Lived Intangible Assets [Line Items]
Finite-Lived Intangible Assets, Gross	3,611			3,611
Finite-Lived Intangible Assets, Accumulated Amortization	1,404			1,040
Finite-Lived Intangible Assets, Net	2,207			2,571
Noncompete Agreements [Member]
Acquired Finite-Lived Intangible Assets [Line Items]
Finite-Lived Intangible Assets, Gross	109,092			70
Finite-Lived Intangible Assets, Accumulated Amortization	473			70
Finite-Lived Intangible Assets, Net	108,619			0
Other Intangible Assets [Member]
Acquired Finite-Lived Intangible Assets [Line Items]
Finite-Lived Intangible Assets, Gross	731
Finite-Lived Intangible Assets, Accumulated Amortization	31
Finite-Lived Intangible Assets, Net	700
Contractual Rights [Member]
Acquired Finite-Lived Intangible Assets [Line Items]
Finite-Lived Intangible Assets, Accumulated Amortization	0			0
Indefinite-Lived Intangible Assets (Excluding Goodwill)	7,803			7,803
Indefinite-Lived Contractual Rights	7,803			7,803
Trade Names [Member]
Acquired Finite-Lived Intangible Assets [Line Items]
Indefinite-Lived Intangible Assets (Excluding Goodwill)	663			663
Trademarks and Trade Names [Member]
Acquired Finite-Lived Intangible Assets [Line Items]
Finite-Lived Intangible Assets, Accumulated Amortization	0			0
Indefinite-Lived License Agreements	$ 663			$ 663

Unpaid Loss and Loss Adjustme65

Unpaid Loss and Loss Adjustment Expenses Property and Casualty (tables) (Details) - USD ($) $ in Thousands	9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Dec. 31, 2015	Dec. 31, 2014
Liability for Claims and Claims Adjustment Expense [Line Items]
Property and casualty	$ 48,991	$ 55,438	$ 55,471
Balance at end of period, gross	48,991	55,438
Property, Liability and Casualty Insurance Product Line [Member]
Liability for Claims and Claims Adjustment Expense [Line Items]
Property and casualty			55,471	$ 63,895
Less reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses	706	1,523
Balance at beginning of period, net	48,285	53,915
Current year	71,193	64,893
Prior years	(207)	299
Current year	42,672	37,378
Prior years	34,293	33,993
Balance at end of period, net	48,285	53,915	54,264	60,692
Plus reinsurance recoverable related to property and casualty unpaid loss and loss adjustment expenses	$ 706	$ 1,523	$ 1,207	$ 3,203

Unpaid Loss and Loss Adjustme66

Unpaid Loss and Loss Adjustment Expenses Vehicle Service Agreements (Details) - USD ($) $ in Thousands	9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Dec. 31, 2015	Dec. 31, 2014
Liability for Claims and Claims Adjustment Expense [Line Items]
Vehicle service agreements	$ 3,055	$ 2,975	$ 2,975
Other Insurance Product Line [Member]
Liability for Claims and Claims Adjustment Expense [Line Items]
Current year	4,153	4,460
Prior years	0	0
Current year	3,920	4,350
Prior years	$ 153	$ 110
Vehicle service agreements			$ 2,975	$ 2,975

Debt Carrying Value of Debt Ins

Debt Carrying Value of Debt Instruments (Tables) (Details) - USD ($) $ in Thousands	Sep. 30, 2016	Dec. 31, 2015
Debt Instrument [Line Items]
Debt Instrument, Principal Value	$ 269,895	$ 90,500
Total liabilities	229,705	39,898
Long-term Debt, Fair Value	190,931	0
Subordinated debt, at fair value	38,774	39,898
Long-term Debt [Member]
Debt Instrument [Line Items]
Debt Instrument, Principal Value	179,395	0
Total liabilities	39,099	41,880
Subordinated Debt [Member]
Debt Instrument [Line Items]
Debt Instrument, Principal Value	$ 90,500	$ 90,500

Debt Subordinated Borrowing (Ta

Debt Subordinated Borrowing (Table) (Details) - USD ($)	9 Months Ended
	Sep. 30, 2016	Jul. 14, 2016	Jun. 30, 2015	Mar. 31, 2015
Debt Instrument [Line Items]
Debt Instrument, Face Amount		$ 180,000,000	$ 15,800,000	$ 15,800,000
Annual Interest Rate		4.07%
Connecticut Statutory Trust I [Member]
Debt Instrument [Line Items]
Debt Instrument, Face Amount	$ 15,000
Issue date of trust	Dec. 4, 2002
Redemption date	Dec. 4, 2032
Annual Interest Rate	0.00%
Connecticut Statutory Trust II [Member]
Debt Instrument [Line Items]
Debt Instrument, Face Amount	$ 17,500
Issue date of trust	May 15, 2003
Redemption date	May 15, 2033
Annual Interest Rate	0.00%
Connecticut Statutory Trust III [Member]
Debt Instrument [Line Items]
Debt Instrument, Face Amount	$ 20,000
Issue date of trust	Oct. 29, 2003
Redemption date	Oct. 29, 2033
Annual Interest Rate	0.00%
Delaware Statutory Trust III [Member]
Debt Instrument [Line Items]
Debt Instrument, Face Amount	$ 15,000
Issue date of trust	May 22, 2003
Redemption date	May 22, 2033
Annual Interest Rate	0.00%
Delaware Statutory Trust IV [Member]
Debt Instrument [Line Items]
Debt Instrument, Face Amount	$ 10,000
Issue date of trust	Sep. 30, 2003
Redemption date	Sep. 30, 2033
Annual Interest Rate	0.00%
Delaware Statutory Trust VI [Member]
Debt Instrument [Line Items]
Debt Instrument, Face Amount	$ 13,000
Issue date of trust	Jan. 8, 2004
Redemption date	Jan. 8, 2034
Annual Interest Rate	0.00%

Debt Debt (Details)

Debt Debt (Details) - USD ($) $ in Millions	Jul. 14, 2016	Jun. 30, 2015	Mar. 31, 2015
Debt Disclosure [Abstract]
Mortgage	$ 180	$ 15.8	$ 15.8
Debt Instrument, Interest Rate, Stated Percentage	4.07%
Debt Instrument, Unamortized Premium	$ 11.7

Finance Lease Obligation Liab70

Finance Lease Obligation Liability (Details) - USD ($) $ in Thousands	9 Months Ended
	Sep. 30, 2016	Dec. 31, 2015
Sale Leaseback Transaction [Line Items]
Finance Lease Obligation, Lease Terms	five-year
Sale Leaseback Transaction, Deferred Gain, Gross	$ 1,100
Land and Building [Member]
Sale Leaseback Transaction [Line Items]
Sale Leaseback Transaction, Net Book Value	5,020	$ 4,900
Net Assets	$ 4,800	$ 4,900

Income Taxes (Details)

Income Taxes (Details) - USD ($) number in Thousands, $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015	Jul. 14, 2016	Dec. 31, 2015
Income Tax Disclosure [Abstract]
Effective Income Tax Rate Reconciliation, at Federal Statutory Income Tax Rate, Percent			0.00%
Deferred income tax liability	$ 6,086		$ 6,086		$ 3,086	$ 2,924
Deferred Tax Liabilities, Gross, Noncurrent	3,100		3,100
Deferred Tax Liabilities, Other Finite-Lived Assets	3,000		3,000
Unrecognized Tax Benefits	1,300		1,300			0
Income Tax Examination, Penalties and Interest Expense	0	$ 0	0	$ 0
Income Tax Examination, Penalties and Interest Accrued	$ 300		$ 300			$ 0

Income Taxes Income Taxes Table

Income Taxes Income Taxes Table (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Income Tax Contingency [Line Items]
Income tax expense (benefit) at United States statutory income tax rate	$ 558	$ (296)	$ (612)	$ (3,139)
Non-deductible compensation	82	65	531	203
Valuation allowance	(501)	128	139	661
Foreign operations subject to different tax rates	36	31	110	186
Deconsolidation of subsidiary	0	(7)	0	2,384
Non-taxable dividend income	0	0	0	415
Other	(120)	102	(61)	199
Income tax expense	$ 55	$ 23	$ 107	$ 79

Earnings (Loss) per Share fro73

Earnings (Loss) per Share from Continuing Operations Net Loss Per Share (Tables) (Details) - USD ($) $ / shares in Units, shares in Thousands, $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Earnings Per Share, Basic, by Common Class, Including Two Class Method [Line Items]
Income (loss) from continuing operations	$ 1,587	$ (894)	$ (1,907)	$ (9,312)
Less: net income (loss) attributable to noncontrolling interests in consolidated subsidiaries	48	(86)	(352)	74
Less: dividends on preferred stock	110	83	274	246
Income (loss) from continuing operations attributable to common shareholders	$ 1,429	$ (891)	$ (1,829)	$ (9,632)
Weighted average common shares outstanding	19,843	19,710	19,791	19,710
Stock options and warrants	488	0	0	0
Unvested restricted stock awards	862	0	0	0
Convertible preferred stock	1,643	0	0	0
Diluted:	22,958	19,710	19,791	19,710
Basic:	$ 0.07	$ (0.05)	$ (0.09)	$ (0.49)
Diluted:	0.06	$ (0.05)	(0.09)	$ (0.49)
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Nonvested, Weighted Average Grant Date Fair Value	$ 5.73		$ 5.73
Stock Compensation Plan [Member]
Earnings Per Share, Basic, by Common Class, Including Two Class Method [Line Items]
Stock options and warrants	122	0	0	0

Stock-Based Compensation (Detai

Stock-Based Compensation (Details) - USD ($) $ in Thousands	3 Months Ended			6 Months Ended		9 Months Ended
	Sep. 30, 2016	Jun. 30, 2016	Jun. 30, 2015	Jun. 30, 2016	Jun. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Stock-based compensation expense, net of forfeitures		$ 200	$ 200	$ 700	$ 600	$ 716	$ 598
Allocated Share-based Compensation Expense	$ 2,800
Restricted Stock [Member]
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Deferred Compensation Equity		$ 6,100		$ 6,100

Stock-Based Compensation Stock

Stock-Based Compensation Stock Option Activity (Table) (Details) $ / shares in Units, $ in Thousands	9 Months Ended
	Sep. 30, 2016USD ($)$ / sharesshares	Dec. 31, 2015USD ($)$ / sharesshares
Class of Stock [Line Items]
Share-based Compensation, Shares Authorized under Stock Option Plans, Exercise Price Range, Number of Outstanding Options		611,875
Share-based Compensation, Shares Authorized under Stock Option Plans, Exercise Price Range, Outstanding Options, Weighted Average Exercise Price | $ / shares	$ 4.51	$ 4.50
Remaining Contractual Life (Years)	2
Share-based Compensation Arrangement by Share-based Payment Award, Options, Vested and Expected to Vest, Outstanding, Aggregate Intrinsic Value | $	$ 802
Share-based Compensation Arrangement by Share-based Payment Award, Options, Grants in Period, Gross	40,000
Share-based Compensation Arrangements by Share-based Payment Award, Options, Grants in Period, Weighted Average Exercise Price | $ / shares	$ 4.67
Share-based Compensation Arrangement by Share-based Payment Award, Options, Expirations in Period	0
Share-based Compensation, Shares Authorized under Stock Option Plans, Exercise Price Range, Number of Exercisable Options	651,875
Share-based Compensation Arrangement by Share-based Payment Award, Options, Outstanding, Weighted Average Exercise Price | $ / shares	$ 4.51
Share-based Compensation Arrangement by Share-based Payment Award, Options, Outstanding, Number	651,875
Options Expired [Member]
Class of Stock [Line Items]
Share-based Compensation Arrangements by Share-based Payment Award, Options, Expirations in Period, Weighted Average Exercise Price | $ / shares	$ 0
Options Outstanding [Member]
Class of Stock [Line Items]
Remaining Contractual Life (Years)	2	2
Share-based Compensation Arrangement by Share-based Payment Award, Options, Vested and Expected to Vest, Outstanding, Aggregate Intrinsic Value | $	$ 802	$ 0

Stock-Based Compensation Black-

Stock-Based Compensation Black-Scholes Pricing Model (Details)	9 Months Ended
	Sep. 30, 2016
Black-Scholes pricing model [Abstract]
Risk-free interest rate	1.10%
Expected volatility	0.50%
Expected term (in years)	4 years

Stock-Based Compensation Restri

Stock-Based Compensation Restricted Stock Awards (Tables) (Details) - $ / shares	6 Months Ended
	Jun. 30, 2016	Sep. 30, 2016	Dec. 31, 2015
Share-based Compensation, Shares Authorized under Stock Option Plans, Exercise Price Range [Line Items]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Nonvested, Number		500,000
Share-based Compensation, Shares Authorized under Stock Option Plans, Exercise Price Range, Exercisable Options, Weighted Average Exercise Price		$ 5.73
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Nonvested, Weighted Average Grant Date Fair Value		$ 5.73
Restricted Stock [Member]
Share-based Compensation, Shares Authorized under Stock Option Plans, Exercise Price Range [Line Items]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Nonvested, Number		1,952,665	1,952,665
Share-based Compensation, Shares Authorized under Stock Option Plans, Exercise Price Range, Exercisable Options, Weighted Average Exercise Price			$ 4.14
Stock Issued During Period, Shares, Restricted Stock Award, Forfeited	0
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Nonvested, Weighted Average Grant Date Fair Value	$ 4.14
Share-based Compensation Arrangement by Share-based Payment Award, Options, Nonvested Options Forfeited, Weighted Average Grant Date Fair Value	$ 0

Stock-Based Compensation Rest78

Stock-Based Compensation Restricted Stock Units (Details)	3 Months Ended
	Sep. 30, 2016$ / sharesshares
Restricted Stock Units [Abstract]
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Grants in Period | shares	500,000
Share-based Compensation, Shares Authorized under Stock Option Plans, Exercise Price Range, Exercisable Options, Weighted Average Exercise Price | $ / shares	$ 5.73
Unvested at September 30, 2016 | shares	500,000
Share-based Compensation Arrangement by Share-based Payment Award, Equity Instruments Other than Options, Nonvested, Weighted Average Grant Date Fair Value | $ / shares	$ 5.73

Stockholder's Equity (Details)

Stockholder's Equity (Details) - USD ($) $ in Thousands	3 Months Ended	9 Months Ended
	Sep. 30, 2016	Sep. 30, 2016	Sep. 30, 2015	Apr. 20, 2016
Class of Stock [Line Items]
Share-based Compensation Arrangement by Share-based Payment Award, Purchase Price of Common Stock, Percent		5.00%
Stock Repurchased and Retired During Period, Shares	0	(26,900)
Payments for Repurchase of Common Stock	$ 0	$ (125)	$ 0
Executive Vice President [Member]
Class of Stock [Line Items]
Common Stock, Shares, Issued				160,000

Accumulated Other Comprehensi80

Accumulated Other Comprehensive Income AOCI (Table) (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015	Jun. 30, 2016	Dec. 31, 2015	Jun. 30, 2015	Dec. 31, 2014
Accumulated Other Comprehensive Income (Loss) [Line Items]
Accumulated Other Comprehensive Income (Loss), Net of Tax	$ 9,195		$ 9,195			$ 9,300
Other Comprehensive Income (Loss), Net of Tax	(307)	$ (2,181)	(107)	$ (49)
Accumulated Net Investment Gain (Loss) Including Portion Attributable to Noncontrolling Interest [Member]
Accumulated Other Comprehensive Income (Loss) [Line Items]
Accumulated Other Comprehensive Income (Loss), Net of Tax	12,975	12,505	12,975	12,505	$ 13,280	13,080	$ 14,686	$ 14,622
Other Comprehensive Income (Loss), before Reclassifications, Net of Tax	(326)	(2,271)	379	(3,447)
Reclassification from Accumulated Other Comprehensive Income, Current Period, Net of Tax	21	(90)	(484)	(1,330)
Other Comprehensive Income (Loss), Reclassification Adjustment from AOCI for Sale of Securities, before Tax	(305)	(2,181)	(105)	(2,117)
Accumulated Foreign Currency Adjustment Including Portion Attributable to Noncontrolling Interest [Member]
Accumulated Other Comprehensive Income (Loss) [Line Items]
Accumulated Other Comprehensive Income (Loss), Net of Tax	(3,780)	(3,415)	(3,780)	(3,415)	(3,780)	(3,780)	(3,415)	(5,952)
Other Comprehensive Income (Loss), before Reclassifications, Net of Tax	0	0	0	1,294
Reclassification from Accumulated Other Comprehensive Income, Current Period, Net of Tax	0	0	0	(1,243)
Other Comprehensive Income (Loss), Net of Tax	0	0	0	2,537
Comprehensive Income [Member]
Accumulated Other Comprehensive Income (Loss) [Line Items]
Accumulated Other Comprehensive Income (Loss), Net of Tax	9,195	9,090	9,195	9,090	$ 9,500	$ 9,300	$ 11,271	$ 8,670
Other Comprehensive Income (Loss), before Reclassifications, Net of Tax	(326)	(2,271)	379	(2,153)
Reclassification from Accumulated Other Comprehensive Income, Current Period, Net of Tax	21	(90)	(484)	(2,573)
Other Comprehensive Income (Loss), Net of Tax	$ (305)	$ (2,181)	$ (105)	$ 420

Accumulated Other Comprehensi81

Accumulated Other Comprehensive Income Reclassification of AOCI (table) (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]
Comprehensive Income (Loss), Net of Tax, Including Portion Attributable to Noncontrolling Interest	$ 1,280	$ (3,075)	$ (890)	$ 3,324
Reclassification out of Accumulated Other Comprehensive Income [Member]
Reclassification Adjustment out of Accumulated Other Comprehensive Income [Line Items]
Investment Income, Net	21	90	(484)	1,320
Other than Temporary Impairment Losses, Investments, Portion in Other Comprehensive Loss, before Tax, Portion Attributable to Parent	0	0	0	10
Reclassification from Accumulated Other Comprehensive Income, Current Period, before Tax	21	90	(484)	(1,330)
Reclassification from AOCI, Current Period, Tax	0	0	0	0
Reclassification from Accumulated Other Comprehensive Income, Current Period, Net of Tax	21	90	(484)	1,330
Other Comprehensive Income (Loss), Foreign Currency Transaction and Translation Reclassification Adjustment from AOCI, Realized upon Sale or Liquidation, Net of Tax	0	0	0	(1,243)
Comprehensive Income (Loss), Net of Tax, Including Portion Attributable to Noncontrolling Interest	$ (21)	$ (90)	$ 484	$ (2,573)

Segmented Information (Details)

Segmented Information (Details)	Sep. 30, 2016USD ($)
Segment Reporting Information [Line Items]
Number of States in which New Business is Accepted	8
Other Segments [Member]
Segment Reporting Information [Line Items]
Number of States in which Entity Operates	12
Reportable Subsegments [Member]
Segment Reporting Information [Line Items]
Number of States in which Entity Operates	0

Segmented Information Revenues

Segmented Information Revenues (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Segment Reporting Information [Line Items]
Net premiums earned	$ 32,949	$ 29,197	$ 94,189	$ 88,427
Other income	3,038	2,303	8,203	13,174
Service fee and commission income	6,330	6,184	17,046	17,430
Rental income	2,426	0	2,426	0
Total segment revenues	45,825	38,558	123,842	121,789
Net investment income	1,036	791	2,036	2,632
Net realized gains (losses)	46	83	(58)	136
Other-than-temporary impairment loss	0	0	0	10
Other-than-temporary impairment loss	0	0	0	10
Other income not allocated to segments	209	46	320	6,112
Reportable Subsegments [Member]
Segment Reporting Information [Line Items]
Other income	125	95	241	299
Service fee and commission income	6,330	6,184	17,046	17,430
Total segment revenues	6,455	6,279	17,287	17,729
Other Segments [Member]
Segment Reporting Information [Line Items]
Net premiums earned	32,949	29,197	94,189	88,427
Other income	2,698	2,162	7,636	6,763
Total segment revenues	35,647	31,359	101,825	95,190
Reportable Legal Entities [Member]
Segment Reporting Information [Line Items]
Other income	6	0	6	0
Rental income	2,426	0	2,426	0
Total segment revenues	2,432	0	2,432	0
Operating Segments [Member]
Segment Reporting Information [Line Items]
Total segment revenues	$ 44,534	$ 37,638	$ 121,544	$ 112,919

Segmented Information Segment (

Segmented Information Segment (loss) income (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Segment Reporting Information [Line Items]
Total segment operating income (loss)	$ 1,153	$ (401)	$ 159	$ (847)
Net investment income	1,036	791	2,036	2,632
Net realized gains (losses)	46	83	(58)	136
Other-than-temporary impairment loss	0	0	0	10
Amortization of intangible assets	779	307	1,381	937
Contingent consideration benefit (expense)	0	110	657	364
Interest expense not allocated to segments	1,129	1,248	3,330	4,053
Other income and expenses not allocated to segments, net	(1,791)	(1,887)	(5,632)	(1,252)
Foreign exchange losses, net	(4)	(58)	(14)	(1,210)
(Loss) gain on change in fair value of debt	(2,472)	2,458	1,124	1,491
Gain (loss) on deconsolidation of subsidiary	(5,643)	0	(5,643)	4,420
Equity in net loss of investees	(61)	(192)	(1,004)	(399)
Income (loss) from continuing operations before income tax expense	1,642	(871)	(1,800)	(9,233)
Income tax expense	55	23	107	79
Income (loss) from continuing operations	1,587	(894)	(1,907)	(9,312)
Reportable Subsegments [Member]
Segment Reporting Information [Line Items]
Total segment operating income (loss)	558	(185)	(378)	(473)
Other Segments [Member]
Segment Reporting Information [Line Items]
Total segment operating income (loss)	(140)	(216)	(198)	(374)
Operating Segments [Member]
Segment Reporting Information [Line Items]
Total segment operating income (loss)	$ 735	$ 0	$ 735	$ 0

Segmented Information Net Earne

Segmented Information Net Earned by Line of Business (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Segment Reporting Information [Line Items]
Net premiums earned	$ 32,949	$ 29,197	$ 94,189	$ 88,427
Private passenger auto liability [Member]
Segment Reporting Information [Line Items]
Net premiums earned	22,325	19,745	64,056	59,376
Auto physical damage [Member]
Segment Reporting Information [Line Items]
Net premiums earned	$ 10,624	$ 9,452	$ 30,133	$ 29,051

Related Party Transactions (Det

Related Party Transactions (Details) - USD ($)	3 Months Ended
	Mar. 31, 2015	Apr. 20, 2016	Dec. 31, 2015	Jun. 30, 2015	Sep. 30, 2014	Jun. 30, 2014
Related Party Transaction [Line Items]
Proceeds from Contract Termination	$ 2,000,000
Other Significant Noncash Transaction, Value of Consideration Given	$ 3,000,000
Preferred Stock, Dividend Rate, Percentage	8.00%
Class of Warrant or Right, Outstanding	1,500,000,000
Fair Value Assumptions, Exercise Price	$ 15
Gain (Loss) on Contract Termination	$ 6,000,000
Advances to Affiliate				$ 200,000	$ 500,000
Line of Credit, Current				$ 200,000
Equity Method Investment, Ownership Percentage			21.00%
Clause 1 and 2 [Member]
Related Party Transaction [Line Items]
Common Stock, Capital Shares Reserved for Future Issuance						250,000
Clause 1 [Member]
Related Party Transaction [Line Items]
Common Stock, Capital Shares Reserved for Future Issuance						125,000
Clause 2 [Member]
Related Party Transaction [Line Items]
Common Stock, Capital Shares Reserved for Future Issuance						125,000
Share Price						$ 15
Executive Vice President [Member]
Related Party Transaction [Line Items]
Common Stock, Shares, Issued		160,000
Performance Share Grant Agreement [Member]
Related Party Transaction [Line Items]
Common Stock, Capital Shares Reserved for Future Issuance	100,000,000					375,000
Minimum [Member]
Related Party Transaction [Line Items]
Common Stock, Capital Shares Reserved for Future Issuance						125,000
Share Price	$ 10					$ 12
Maximum [Member]
Related Party Transaction [Line Items]
Common Stock, Capital Shares Reserved for Future Issuance						125,000
Share Price						$ 18

Fair Value of Financial Instr87

Fair Value of Financial Instruments (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015
Fair Value, Assets and Liabilities Measured on Recurring and Nonrecurring Basis [Line Items]
Business Combination, Contingent Consideration Arrangements, Range of Outcomes, Value, High	$ 2,400		$ 2,400
Proceeds from (Payments for) Other Financing Activities	0	$ 0	1,000	$ 0
Contingent consideration (benefit) expense	$ 0	$ 110	$ (657)	$ 364

Fair Value of Financial Instr88

Fair Value of Financial Instruments Fair Value Inputs (Table) (Details) - USD ($) $ in Thousands	Sep. 30, 2016	Dec. 31, 2015
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	$ 61,326	$ 55,559
Common stock	20,739
Total equity investments	21,518	27,559
Other investments, at cost which approximates fair value	7,251	4,077
Short-term investments, at cost which approximates fair value	670	400
Total assets	119,856	107,736
Subordinated debt, at fair value	38,774	39,898
Contingent consideration	325	1,982
Total liabilities	229,705	39,898
Fair Value, Inputs, Level 1 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
Warrants	254	229
Total equity investments	20,993	26,815
Other investments, at cost which approximates fair value	0	0
Short-term investments, at cost which approximates fair value		0
Total assets	20,993	26,815
Subordinated debt, at fair value	0	0
Total liabilities	0	0
Fair Value, Inputs, Level 3 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
Other investments, at cost which approximates fair value	0	0
Short-term investments, at cost which approximates fair value		0
Total assets	0	0
Subordinated debt, at fair value		0
Contingent consideration	325	1,982
Total liabilities	325	1,982
Fair Value, Inputs, Level 2 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	61,326	55,559
Warrants	525	744
Total equity investments	525	744
Total assets	69,772	60,780
Total liabilities	38,774	39,898
Asset-backed Securities, Securitized Loans and Receivables [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	4,582	6,023
Asset-backed Securities, Securitized Loans and Receivables [Member] | Fair Value, Inputs, Level 1 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
Asset-backed Securities, Securitized Loans and Receivables [Member] | Fair Value, Inputs, Level 3 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
Asset-backed Securities, Securitized Loans and Receivables [Member] | Fair Value, Inputs, Level 2 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	4,582	6,023
US States and Political Subdivisions Debt Securities [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	2,908	2,256
US States and Political Subdivisions Debt Securities [Member] | Fair Value, Inputs, Level 1 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
US States and Political Subdivisions Debt Securities [Member] | Fair Value, Inputs, Level 3 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
US States and Political Subdivisions Debt Securities [Member] | Fair Value, Inputs, Level 2 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	2,908	2,256
US Government Agencies Debt Securities [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	23,953	20,453
US Government Agencies Debt Securities [Member] | Fair Value, Inputs, Level 2 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	23,953	20,453
Mortgage-backed Securities, Issued by US Government Sponsored Enterprises [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	9,762	7,963
Mortgage-backed Securities, Issued by US Government Sponsored Enterprises [Member] | Fair Value, Inputs, Level 1 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
Mortgage-backed Securities, Issued by US Government Sponsored Enterprises [Member] | Fair Value, Inputs, Level 3 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
Mortgage-backed Securities, Issued by US Government Sponsored Enterprises [Member] | Fair Value, Inputs, Level 2 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	9,762	7,963
Corporate Debt Securities [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	20,121	18,864
Corporate Debt Securities [Member] | Fair Value, Inputs, Level 1 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
Corporate Debt Securities [Member] | Fair Value, Inputs, Level 3 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	0	0
Corporate Debt Securities [Member] | Fair Value, Inputs, Level 2 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total fixed maturities	20,121	18,864
Equity Securities [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total equity investments	21,518	27,559
Equity Securities [Member] | Fair Value, Inputs, Level 1 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Common stock	20,739
Long-term Debt [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total liabilities	39,099	41,880
Common Stock [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total equity investments		26,586
Equity Securities [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Warrants	779	973
Equity Securities [Member] | Fair Value, Inputs, Level 1 [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total equity investments		26,586
Other Security Investments [Member]
Fair Value Inputs, Assets, Quantitative Information [Line Items]
Total assets	$ 90,765	$ 87,595

Fair Value of Financial Instr89

Fair Value of Financial Instruments Contingent Consideration (Tables) (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2016	Sep. 30, 2015	Sep. 30, 2016	Sep. 30, 2015	Jun. 30, 2016	Dec. 31, 2015	Jun. 30, 2015	Dec. 31, 2014
Site Contingency [Line Items]
Settlement of contingent consideration liabilities	$ 0	$ 0	$ (1,000)	$ 0
Change in fair value of contingent consideration included in net income (loss)	0	110	(657)	364
Fair Value, Inputs, Level 3 [Member]
Site Contingency [Line Items]
Beginning balance	325	3,485	325	3,485
Ending balance	$ 325	$ 3,485	$ 325	$ 3,485	$ 325	$ 1,982	$ 3,375	$ 3,121

Commitment and Contingencies (D

Commitment and Contingencies (Details) $ in Millions	9 Months Ended
	Sep. 30, 2016USD ($)
Commitments and Contingencies [Abstract]
Long-term Purchase Commitment, Amount	$ 2.5
Fair Value, Investments, Entities that Calculate Net Asset Value Per Share, Unfunded Commitments	$ 1.8