Michael Kosloske

Michael attended Florida State University, earning a degree in Risk Management and Insurance in 1986. In 1987, he joined a third-generation family business called Health Plan Administrators, accepting the role of President. Eleven years later, he purchased 100% of the company. From that point onward, under his leadership, the company began to focus on fully-insured niche individual health insurance sold online, eventually developing and owning more than 20 health insurance blocks insured by many carriers and ranked in the top ten worldwide.

In 2003, Michael Kosloske founded Health Plan Intermediaries, an insurance company that has marketed and administered more than one million short-term medical policies worldwide. Two years later, he sold that company to Independence Holding Co (IHC). At that point, Michael Kosloske became the IHC Divisional President, a job he held from 2005-2007.

In June 2008, he founded Health Plan Intermediaries, LLC, which conducted business under the name Health Insurance Innovations, LLC (HII). That firm merged with Naylor Group Partners in August 2008. Only three years later, Michael purchased the Naylor Group Partner Ownership portion of HII and emerged as the sole share owner. Through entrepreneurial spirit, hard work, and determination, he was able to navigate launching this enterprise under tremendous adversity and stress during the depths of the financial crisis of the late aughts. He would continue working for Health Plan Intermediaries, LLC until his retirement and was formerly a member of the company’s board of directors.

Michael Kosloske is also currently on the Board of Directors for St. Joseph’s Hospitals Foundation and Seminole Boosters. In his spare time, he enjoys playing tennis and golf.