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Partner

Jesse Middleton

Smart Money RatingBased on the data VC Catalog holds.

Smart Money Rating: 99 out of 100

General Partner, Flybridge (+2 more)

Also known as Jesse

  • Consumer apps & social
  • HR & future of work
  • Productivity & collaboration
  • Future of work
  • Native AI applications
  • Serial entrepreneurs
Firm
Flybridge, Next Wave NYC, The Community Fund
Title
General Partner
Role
General partner
Known as
Investor
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Record updated 22 September 2026

About

Jesse spotted the remote work revolution over a decade before COVID. As an early WeWork executive who helped scale the company to 4,000 employees across multiple continents, and later as an angel investor with a 16x portfolio MOIC, Jesse has consistently backed transformative companies reshaping how we work, collaborate, and build community. In the last few years, Jesse's focus has turned to investing in Full-Stack AI Native Applications. Jesse became a General Partner at Flybridge in 2016 and has been an integral part of the last three funds leading investments in companies like Arcee, CarEdge, Chief, HiFi (acquired by Square), Imperfect Foods (acquired by Misfits Markets), Splice, and Teal.

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Background

Expertise
Future of Work; Native AI Applications; Serial Entrepreneurs

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