Kyle graduated from East Central University (BS) in 1982. Upon graduation he went to work with his father, Bill, and brother, Kent, at Bradford Insurance Agency in Oklahoma City . He specialized in commercial insurance sales. The agency became Bradford-Irwin in 1986 when Bob Irwin joined the agency. Eventually Bill and Bob both retired and Kyle and Kent continued to run Bradford-Irwin Insurance Agency. Kyle and Kent merged Bradford-Irwin into Rich & Cartmill in January 2012. Kyle still specializes in commercial insurance sales. He and wife, Tammi, have been married since 1983. They have two sons, Zachary and Riley.
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