Kingsway Financial Services
NYSE: KWYChicago, US · Delaware corporation
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Kingsway Financial Services is a holding company that owns and operates diversified business service and industrial equipment companies acquired through its search fund model, including professional staffing and consulting firms, healthcare staffing and monitoring providers, IT managed services, software for property management, plumbing and electrical services, and specialized telehealth monitoring solutions, primarily serving United States markets.
Founders & leadership


Board
Reported raises · per SEC filings
Form D private placements$16.5M disclosed across 2 of 3 rounds · 2013–2025
▶$6MraisedFeb 2025 · 13 investors · Business ServicesRule 506(b)
- John T FitzgeraldExecutive Officer
- Kent A HansenExecutive Officer
- Offering amount
- $6M
- Amount sold
- $6M
- First sale
- Feb 2025
- Incorporated
- Corporation, Delaware
- Federal exemptions
- 06b
▶$10.5MraisedNov 2016 · 3 investors · InsuranceRule 506(b)
- Gary SchaevitzDirector
- Terence Michael KavanaghDirector
- Gregory Paul HannonDirector
- Larry Swets, Jr.Executive Officer, Director
- Joseph StilwellDirector
- Hassan BaqarExecutive Officer
- William August Hickey, Jr.Executive Officer
- John Taylor Maloney FitzgeraldExecutive Officer, Director
- Offering amount
- $10.5M
- Amount sold
- $10.5M
- Minimum investment
- $1.7M
- First sale
- Nov 2016
- Incorporated
- Corporation, Ontario, Canada
- Federal exemptions
- 06b
▶$6.6MofferedJan 2014 · InsuranceRule 506(b)
- Leonia RodriguesExecutive Officer
- Larry G. Swets, Jr.Executive Officer, Director
- Terence M. KavanaghDirector
- Joseph StillwellDirector
- Gregory P. HannonDirector
- William A. Hickey, Jr.Executive Officer
- Offering amount
- $6.6M
- First sale
- Dec 2013
- Incorporated
- Corporation, Ontario, Canada
- Federal exemptions
- 06b
Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.
Frequently asked questions
- What does Kingsway Financial Services do?
- Kingsway Financial Services is a holding company that owns and operates diversified business service and industrial equipment companies acquired through its search fund model, including professional staffing and consulting firms, healthcare staffing and monitoring providers, IT managed services, software for property management, plumbing and electrical services, and specialized telehealth monitoring solutions, primarily serving United States markets.
- How much funding has Kingsway Financial Services raised?
- Kingsway Financial Services has disclosed $16.5M raised across 2 of its 3 known rounds.
- Where is Kingsway Financial Services headquartered?
- Kingsway Financial Services is headquartered in Chicago, US.
