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Jesse Middleton

General Partner at Flybridge & Co-Founder at The Community Fund

Jesse Middleton is a General Partner at Flybridge Capital Partners, a seed-stage venture capital firm based in Boston and New York City.24 He joined 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.2

Prior to his role at Flybridge, Jesse was an early executive at WeWork, where he co-founded WeWork Labs in 2011 and ran WeWork X, M&A, startup investments, business, and digital product development.4 He played a crucial role in scaling WeWork to 4,000 employees across multiple continents.2

Jesse's investment focus centers on the future of work, particularly in areas such as creativity, culture, collaboration, and communication.3 He has invested in over 50 companies as both an angel investor and venture capitalist.2 Recently, his focus has turned to investing in Full-Stack AI Native Applications for consumers, prosumers, and SMBs.2

In addition to his work at Flybridge, Jesse created Next Wave NYC, a pre-seed fund that allows builders of iconic New York companies to back the next generation of founders in their community.2 He is also a Senior Lecturer at Harvard Business School.1

Jesse's career began in network security engineering, and he later led the technology group at LivePerson (NASDAQ: LPSN) before entering the startup world.24 His passion for technology started in elementary school when he was given an Apple IIgs computer to tinker with.2

Highlights

Jul 15 · Business Insider
WeWork's former top lawyer wants to do with fund docs what TurboTax did for tax prep. Big Law should be nervous.
Jun 9 · Business Insider
VC's new favorite guessing game: Who is Arfur Rock, the 'Gossip Girl of Silicon Valley?'
Feb 7 · doerssummit.com
Jesse Middleton - Doers Summit
Jan 22 · signal.nfx.com
Jesse Middleton's Investing Profile - Flybridge Capital Partners ...
Flybridge's General Partner Jesse Middleton on the Keys to Early ...
Nov 1 · 50pros.com
Investor Database (Free) | List of 1,000+ Investors (2025) - 50Pros
Dec 18 · flybridge.com
Jesse Middleton - Flybridge
Jesse Middleton - Flybridge

Related Questions

What are some of Jesse Middleton's most notable investments?
How did Jesse Middleton's role at WeWork influence his investment strategy?
What is Next Wave NYC, and how does it differ from Flybridge Capital Partners?
What sectors does Jesse Middleton focus on when investing?
How has Jesse Middleton's investment portfolio evolved over the years?
Jesse Middleton
Jesse Middleton, photo 1
Jesse Middleton, photo 2
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Location

New York, New York, United States