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John Swigart
Co-Founder and CEO at Pie Insurance
John Swigart is the Co-Founder and CEO of Pie Insurance, a tech-enabled provider of workers' compensation insurance for small businesses.13 He has been responsible for overseeing all aspects of the company since its establishment in May 2017.23
With over 20 years of experience in tech-enabled insurance and financial services, Swigart has led Pie Insurance to become one of the fastest-growing insurtechs in the United States.1 Under his leadership, the company has:
- Expanded its workers' comp insurance offering to 38 states and Washington D.C.
- Raised more than $300 million in funding
- Grown its headcount to over 400 team members across the country1
Prior to founding Pie Insurance, Swigart's career included:
- Chief Marketing Officer at RapidAdvance, a small business fintech1
- 13 years as an executive team member at Esurance, where he:
Swigart holds a B.A. in Economics from Haverford College.1 He was named a 2020 Mid-Atlantic Entrepreneur of the Year.3 Additionally, he is an active board member for Hope Unlimited for Children, an organization based in Brazil that aims to transform the lives of high-risk orphans and vulnerable children.1
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