Leadership

John Swigart

John Swigart

Co-founder and Chief Executive Officer

John has been responsible for overseeing all aspects of Pie since its establishment in May 2017. He brings over 20 years of experience in tech-enabled insurance and financial services businesses. Prior to Pie, John served on the Esurance executive team for 13 years, where he initially led all of the financial functions from 2000-03 and then became the company’s first Chief Marketing Officer. Under John’s leadership of the marketing team, Esurance premium volume grew from $50 million in 2003 to $1.3 billion in 2013. Esurance was sold to Allstate in 2011 for $1 billion. John holds a B.A. in Economics from Haverford College.
Dax Craig

Dax Craig

Co-Founder and President

Dax is responsible for overseeing Pie's sales, business development, engineering, underwriting, product, and analytics functions. Prior to Pie, Dax was Co-founder and CEO of Valen Analytics, where he oversaw the company’s growth and 2017 sale to Insurity. During his time as a graduate student, he also founded Xertex Technologies, ultimately selling to Centurion Wireless. Dax holds an M.B.A. from the University of Colorado Boulder and a B.S. from the University of Tulsa Collins’ College of Business, where he serves as a member on the Advisory Board. Dax is a proud and long-term member of the Young Presidents’ Organization.
Matt Frazier

Matt Frazier

Chief Analytics Officer

Matt joined Pie in April 2018 and is responsible for leveraging data to build reliable predictive underwriting and pricing models. Matt joined Pie with over fifteen years of multi-disciplinary experience in the insurance industry. He’s helped successful companies, including First Comp Insurance and AmTrust Financial Services, expand into new and existing markets. Most recently, Matt helped establish strategic growth as the Scoring Officer and VP of Applied Analytics at Valen Analytics. Matt has a B.A. in Philosophy and a B.S. in Business Administration, Management, and Operations from the University of Washington.
Mike Gionfriddo

Mike Gionfriddo

Chief Technology Officer

Mike joined Pie in April 2019 and is responsible for setting the culture and cadence for Pie’s product and technology teams. Most recently, Mike served as the Chief Strategy Officer at BurstIQ. Mike’s experience also includes his leadership as the Chief Technology Officer of Blackhawk Network where he successfully helped Blackhawk IPO and grow to the 5th largest processor on the Visa Network. Mike was also a Distinguished Engineer at Sun Microsystems where he was responsible for the architecture of Sun’s integration platform and JavaFX. He graduated with a B.S. in Math and Computer Science from Carnegie Mellon.
Pie Insurance

Tom Grossi

Chief Financial Officer

Tom Grossi joined Pie in July of 2019 and will be responsible for developing and implementing the company’s financial strategy. Prior to Pie, Tom has been CFO at Optoro, a senior finance executive at Opower, and a partner at venture capital firm NEA. Tom has provided consistent support to companies that included improving their forecasting, planning, and budget processes. He has extensive experience leading high-growth, venture-backed organizations. Tom earned a B.A. and M.A. in Computer Science from Harvard University and an M.B.A. from Harvard Business School.
Pie Insurance

Teresa Leon

General Counsel

Teresa joined Pie in July 2019 and is accountable for all compliance and legal functions. Teresa has twenty years of experience in legal services and most recently served as General Counsel for ICW Group Holdings, one of the top 20 workers’ comp carriers in the country. Teresa has an impressive track record of advising and providing counsel to executive management on critical legal issues. She has a B.A. in Archaeology from Florida State University and a J.D. from the New England Law Boston.
Teh Chen

Teh Chen

Head of Business Development

Teh joined Pie in April 2019 and is responsible for establishing, expanding, and managing Pie’s distribution strategy. With over seventeen years of experience in the financial and insurance industries, Teh has an accomplished history of capturing market share, leading teams, and driving revenue growth. Previous to joining Pie, Teh was the director of sales for Employers, and most recently, the business development leader for HCM firm Apex Software Technologies. Teh has a B.A. in Business Economics from UCLA and an M.B.A. from California State University, Dominguez Hills.
Melissa Eaton

Melissa Eaton

Head of Customer Care

Melissa joined Pie in December 2018 and is responsible for defining and driving Pie's customer care strategy initiatives. She joined Pie with over twelve years of experience in the insurance industry providing leadership in customer experience and customer care. Most recently, Melissa was the Vice President of Customer Experience at Esurance where she led the Digital Product Management, Voice of the Customer, and User Experience teams. Under her stewardship, Esurance won two JD Power customer satisfaction awards, and Mercury recorded the largest annual increase in customer satisfaction points for Claims. Melissa has a B.A. in International Affairs from the University of Colorado Boulder.
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Jason Friedlander

Vice President of Technology

Jason joined Pie in May 2019 and is responsible for driving the technology vision of Pie Insurance, hiring and managing the team to deliver on this vision, and establishing and cultivating a distinguished technology culture. Most recently, Jason served as Chief Technology Officer of Coinstar (after his startup was fully acquired, branded Coinstar Exchange, and subsequently sold to Blackhawk Network). Jason has led product and technology for large institutions and multiple startups. Jason has a B.A. in Computer Science and a B.A. in Religion from Northwestern University.
Elizabeth Mcllhany

Elizabeth McIlhany

Head of Product

Elizabeth joined Pie in August 2018 and is responsible for leading Pie's product initiatives, owning the product road map, and managing the product team to meet major goals to take Pie to the next level. Before Pie, Elizabeth was the Director of Platform Products at MapQuest. She has senior product, program, and project management experience at companies like Red Door Interactive, Razorfish, and LeapFrog Enterprises. Elizabeth has managed the full lifecycle of large-scale, high-performance front- and back-end products. She holds an A.B. in Geography from the University of Chicago.
Heather McIlhany

Heather McIlhany

Head of Marketing

Heather joined Pie in April 2018 and is responsible for a broad array of marketing functions that help reach and expand the company’s audience, including marketing strategy, customer acquisition, and communications. She has an impactful record of marketing management experience with technology companies including Netflix, Square, and AOL. Prior to joining Pie, Heather was the Senior Director of Marketing at WeddingWire where she spearheaded the company’s marketing to its small business audience. Heather has a B.A. in Political Science and International Studies from Yale University.