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Web Bixby has a diverse work experience spanning multiple companies and roles. Starting in 1982, Bixby worked at Kansas City Life Insurance Company, where they held various positions including President and CEO, Vice-Chairman of the Board, Executive Vice-President, Vice President of Marketing Operations, Vice President of Marketing, Assistant Vice President, and Computer Programmer. In 1996, Bixby became the President of Old American Insurance Company. In 2022, Bixby took on the role of President and CEO at Grange Life Insurance Company. Additionally, Bixby served as the Chairman of the Columbia College Board of Trustees from 2016 to 2020.

Web Bixby attended Columbia College from 1979 to 1982. During this time, they earned a Bachelor of Science degree in Management.