Jesse Middleton photo
Investor profile

Jesse Middleton

General Partner, Flybridge

About

Jesse Middleton was employee #5 at WeWork where he co-founded WeWork Labs, giving him rare operator experience in scaling a globally recognized community-centric company before becoming a VC at Flybridge. He focuses on helping founders identify specific 50x growth scenarios rather than incremental improvements, and actively educates founders through detailed content on fundraising, positioning, and how to stand out in pitches. Jesse Middleton was employee #5 at WeWork where he co-founded WeWork Labs, giving him rare operator experience in scaling a globally recognized community-centric company before becoming a VC at Flybridge. He focuses on helping founders identify specific 50x growth scenarios rather than incremental improvements, and actively educates founders through detailed content on fundraising, positioning, and how to stand out in pitches.

Works at

Investment focus

Stages
Pre-Seed
Seed
Series A
Sectors
AI
Enterprise
FinTech
Consumer
SaaS

Investment details

Avg check size$1.5M
Can lead rounds
Yes
Geographies
USA