KINGSWAY Corp
Kingsway Financial Services Inc. (NYSE: KFS) operates as a holding company employing the Search Fund acquisition model to identify and build high-quality business services and extended warranty companies across the United States. The company maintains its website at www.kingsway-financial.com. From the company’s description.
Margins and return on equity change in ; everything else in percent. Fewer shares and less debt are shown plainly, not as bad news — it depends what you make of buybacks. Dotted labels explain each measure. is shown separately from the annual figures.
What KINGSWAY Corp does
In the company’s own words
Kingsway Financial Services Inc. (NYSE: KFS) operates as a holding company employing the Search Fund acquisition model to identify and build high-quality business services and extended warranty companies across the United States. The company maintains its website at www.kingsway-financial.com.
The company operates through two primary reportable segments: Kingsway Search Xcelerator and Extended Warranty. Kingsway Search Xcelerator comprises ten operating subsidiaries providing business services and specialized solutions including fractional CFO and finance consulting through CSuite Financial Partners and Ravix Group, managed IT services through Image Solutions, healthcare staffing and cardiac telemetry monitoring through Secure Nursing Service and Digital Diagnostics, vertical market software through Systems Products International, industrial electric motor solutions through Roundhouse Electric & Equipment, and skilled trades plumbing services through Bud's Plumbing, Advanced Plumbing & Drain, and Southside Plumbing. The Extended Warranty segment operates four subsidiaries administering vehicle service agreements and equipment warranties through IWS Acquisition Corporation, Geminus Holding Company, PWI Holdings, and Trinity Warranty Solutions.
As of December 31, 2025, Kingsway employed 607 personnel, consisting of approximately 569 full-time and 38 part-time employees, with 29 employees represented by labor unions or collective bargaining agreements. The company's investment portfolio included $36.8 million in fixed maturities, $3.5 million in limited liability investments at fair value, $0.6 million in limited liability investments, and $0.6 million in private company investments.
Kingsway's distinctive competitive advantage derives from its CEO Accelerator program, which employs dedicated Searchers whose primary function involves identifying and acquiring privately-held businesses with EBITDA between one and three million dollars where owner-operators seek transition opportunities. Upon successful acquisition, Searchers transition into operational CEO roles with equity incentives aligning their interests with overall company performance. The company currently maintains three full-time Searchers and intends to expand this capability as opportunities permit. This model differentiates Kingsway from traditional private equity firms in the lower middle market acquisition space.
Company details
- Sector
- Financials
- Industry
- Property & Casualty Insurance
- Headquarters
- CHICAGO, IL
- Fiscal year end
- December
- CIK
- 1072627
- SIC
- 6331
Financial performance, year by year
Fiscal 2013–2025 · USDThe full income statement, balance sheet and cash flow for each of these years — every figure traceable to its filing — is on the Financials tab with a free account.
Who owns KINGSWAY Corp — and what changed
Funds as of 2026Q2 · superinvestors as of 2026-06-30
Largest fund holders · KINGSWAY Corp’s weight in each
Fund ownership is a floor, not a census — pensions, insurers and people holding shares directly are not visible here.
Fund ownership counts N-PORT filers only, so it is a floor rather than a census — pensions, insurers and direct holders are not visible here, and the remainder is not “held by individuals”.
Could not be determined for this company: bond issues.
Every fund and institutional holder, quarter by quarter, is on the Ownership tab with a free account.
Recent filings
All filings →Each filing opens into its own statements and disclosures here.
Put this business in context.
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