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As CEO and co-founder of Pie Insurance, John Swigart is responsible for overseeing all aspects of the company. Since Pie was founded in 2017, John has led Pie to become one of the fastest growing insurtechs in the United States.  Prior to founding Pie, John was the chief marketing officer at RapidAdvance, a small business fintech that’s part of a family of companies including Quicken Loans, Fathead, and the Cleveland Cavaliers. In addition, he spent 13 years as an executive team member at Esurance, where he initially led all of the financial functions from 2000-2003 as the company’s chief financial officer, and then grew the company from $30M to $1.3B in written premium as chief marketing officer. Under his leadership, the company was sold to Allstate in 2011 for $1 billion. John holds a B.A. in economics from Haverford College. 

Kelly joined Pie in April 2022 as vice president of business development, where she oversees the organization’s team responsible for growing and maturing its insurance agency channel. Previously, Kelly worked with national business development and sales teams at Beam Dental, Paycor, and Vivial. Kelly has a B.A. in Organizational Leadership from Northern Kentucky University.