Kingsway Financial Services, Inc. operates as a holding company. The firm engages in the provision of financial services. It operates through the following segments: Extended Warranty and Leased Real Estate. The Extended Warranty segment provides after-market vehicle protection services distributed by credit unions. The Leased Real Estate segment leases a real property to a third party pursuant to a long-term triple net lease. The company was founded on September 19, 1989 and is headquartered in Chicago, IL.