Kingsway Financial Services Inc., through its subsidiaries, engages in the provision of property and casualty insurance products for individuals and businesses in the United States and Puerto Rico. The company operates in two segments, Insurance Underwriting and Insurance Services. The Insurance Underwriting segment offers various automobile insurance products, including liability insurance that covers claims against its insured's responsible for automobile accidents; accident benefit policies or personal injury protection policies that provide coverage for loss of income, medical, and rehabilitation expenses for insured persons who are injured in an automobile accident; and physical damage policies, which cover damages to an insured automobile arising from a collision with another object or from other risks, such as fire or theft. This segment also provides homeowners policies for wind and hail-related property losses of residential dwellings and various contents. The Insurance Services segment operates as a licensed property and casualty agent, full service managing general agent, and third-party administrator focused primarily on the assigned risk market; and markets and administers vehicle service agreements and related products for new and used automobiles. The company markets its products and services through a network of independent agencies. Kingsway Financial Services Inc. was founded in 1989 and is based in Toronto, Canada.