/Companies

Kingsway Financial Services

NYSE: KWY

Chicago, 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

LSLarry Swets, Jr.
Larry Swets, Jr.Executive
HB
Hassan BaqarExecutive
WA
William August Hickey, Jr.Executive
JTJohn T. Fitzgerald
John T. FitzgeraldChief Executive Officer
KAKent A. Hansen
Kent A. HansenExecutive Vice President and Chief Financial OfficerKent A. Hansen is Executive Vice President and Chief Financial Officer at Kingsway Financial Services. He previously served as founding CFO of a large online gaming business and has led the acquisition and financing of multiple companies totaling over $100 million in transaction value.
LR
Leonia RodriguesNamed on SEC filing

Board

TM
Terence Michael KavanaghBoard director
GP
Gregory Paul HannonBoard director
JS
Joseph StilwellBoard director
JS
Joseph StillwellBoard director
GS
Gary SchaevitzBoard director

Reported raises · per SEC filings

Form D private placements

$16.5M disclosed across 2 of 3 rounds · 2013–2025

▶$6MraisedFeb 2025 · 13 investors · Business Services
Rule 506(b)
Officers, directors & promoters on the filing
  • John T FitzgeraldExecutive Officer
  • Kent A HansenExecutive Officer
Offering amount
$6M
Amount sold
$6M
First sale
Feb 2025
Incorporated
Corporation, Delaware
Federal exemptions
06b
Full filing on SEC EDGAR ↗
▶$10.5MraisedNov 2016 · 3 investors · Insurance
Rule 506(b)
Officers, directors & promoters on the filing
  • 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
Full filing on SEC EDGAR ↗
▶$6.6MofferedJan 2014 · Insurance
Rule 506(b)
Officers, directors & promoters on the filing
  • 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
Full filing on SEC EDGAR ↗

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.