Jonathon Grayson serves as the Head of Corporate Development & New Ventures at Guidewire Software since December 2023, leading a team focused on enhancing engagement and innovation for property and casualty insurers. Grayson also contributes as a Startup Advisor and Mentor at MassChallenge and as a Guest Speaker/Advisor for Mass Fintech Hub. An active Angel Investor with MIT Alumni Angels of Boston and Co-Founder & CEO of Surround Insurance, Grayson has built an effective team catering to first-time insurance buyers. Experience includes roles at Harvard Innovation Labs and Fintech Sandbox, along with a significant tenure at Liberty Mutual Insurance, where responsibilities spanned customer experience and strategic finance. Grayson holds an MBA in Finance and Operations from Cornell Johnson Graduate School of Management and a B.S. in Economics from the Massachusetts Institute of Technology.
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