Thimble

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Thimble is quick-thinking insurance for fast-moving businesses. They work hard to make it easy for 140+ professions like handymen, landscapers, DJs, artisans, and mall Santas (yes really) to get the insurance they need to take on every opportunity.

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Jay Bregman
Founder & CEO

Jay Bregman

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Amanda Rossi
Director, Customer Success
Andrew Goodman
Director, Analytics Engineering
Ann Green
Actuarial Director
Eugene Hertz
Co-founder, Chief Technology Officer
Jennifer Gossett
Compliance Director
Johnny Kwan
Sr. Growth Manager
Kate Al-Dayni
Senior Broker Development Manager
Taylor Smith
Senior Vice President of Product
Terri Hitchcock
Chief Insurance Executive
Liz D.
Interim Head of Talent
Ian Westerman
Senior Vice President Finance