We make getting workers' comp as easy as pie

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. 

Alex joined Pie in 2024 as its deputy chief financial officer. He brings more than 15 years of strategic financial experience to Pie. Most recently, Alex was SVP and CFO, Global Technology at Chubb, the world's largest publicly traded property and casualty insurance company. Alex held prior strategic leadership roles including Global Technology and Operations Finance Transformation Leader at Chubb and Director, Finance Solutions and Transformation at SEI Investments where he worked the first 12 years of his career in a variety of roles. Alex holds a Bachelor's degree in Economics from the Pennsylvania State University and resides in Philadelphia, PA where he is married with two children. Alex enjoys traveling, golfing, and is a committed volunteer firefighter.

Chris joined Pie in May 2021 and is responsible for scaling and operating the Software Engineering organization that is responsible for building Pie’s technology products and services. Chris has spent most of his career working on technology designed to disrupt legacy industries such as healthcare and logistics. Most recently Chris served as CTO at NEXT Trucking where he was disrupting the commercial freight industry. Chris holds a B.S. in Physics from Indiana University.

Lauri joined Pie in May 2017 is responsible for recruitment, development, benefits, compensation, and coaching for Pie employees (also known as Pie-oneers). Previously, she led people teams at companies including RapidAdvance, AFP Advisors Network, and Fannie Mae. Lauri has a B.A. in Communications: PR and Journalism from the University of Maryland.

Rick Poulin joined Pie in September 2022 as vice president of underwriting and now serves as Senior Vice President for Underwriting and Pricing, where he is responsible for overseeing the company’s business planning, forecasting, and loss and expense management. Rick brings the team more than 20 years of experience in the insurance industry, including more than a decade at Travelers. Most recently at Travelers, Rick was the company’s vice president of workers’ comp where he was responsible for product development, line management, strategy and profitability across the entire line of business. Rick holds a Bachelors degree in Mathematics and Political Science from the University of Vermont, and is an FCAS and a CPCU.

As Pie’s Chief Claims Officer, Carla Woodard is responsible for leading and implementing the company’s claims strategy while ensuring compliance with industry claim handling guidelines. This includes managing and implementing strategic internal claims and TPA programs. Carla has 30 years of claims management experience. Before joining Pie, she spent 15 years at Employers Insurance as the Director of Claims Automation and Workforce Experience Products. While there, she managed claims teams, designed claims processes, and led the implementation of claims management software. Carla holds a Bachelor’s degree in English from the University of LaVerne.