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Stuart Winchester serves as the Vice President at The Zebra since July 2024, following a notable tenure as CEO and Founder of Marble, which was acquired by The Zebra. Winchester has experience as an angel investor since January 2020, focusing on early-stage companies where value can be added. Prior to these roles, Winchester was General Manager of the insurance vertical at Better.com, where Better Cover was launched. Additional experience includes positions as Director of Revenue at General Assembly and roles as Senior Manager and Global Operations Lead. Winchester began their career as an Analyst at Accordion Partners. Education includes a BA and MA in English Literature and Psychology from Trinity College Dublin, and product management and financial accounting certifications from General Assembly and NYU School of Professional Studies, respectively.