Jesse Middleton
General Partner at Flybridge Capital Partners
New York, New York
Writes $1.5M checks · typically $1M
About
Jesse Middleton—employee #5 at WeWork and co-founder of WeWork Labs—brings rare operator experience and guides founders toward 50x growth scenarios while actively educating them on fundraising, positioning, and standout pitching.
Jesse Middleton @srcasm
Looking for home security system recommendations -- I'm fairly tech savy and handy so it's all good if it requires a bit of installation. Most things I find are SimpliSafe. Is this the best?
Jul 31, 2026 · ♥ 2
Jesse Middleton @srcasm
When I joined @Flybridge in 2016, I was navigating two major transitions. I had just stepped away from my operating role at @WeWork, and my son was only a few months old. I was new to fatherhood and new to the investor side of the table. I found confidence through the https://t.co/ry8eofwh6R
Jul 31, 2026 · ♥ 30 · ⇄ 2
Jesse Middleton @srcasm
Venture capital operates on a deceptively long timeline. Most jobs give you feedback in weeks or months. You know if a product launch worked, a sale closed, or a strategy succeeded. Early-stage investing has a dangerously delayed feedback loop. An investor can spend 20 years in
Jul 29, 2026 · ♥ 9 · ⇄ 1
Invests in
AI & Machine LearningConsumerEnterprise SoftwareFintechSaaS
Colleagues at Flybridge Capital Partners
Network2
Investors connected to Jesse in public investor directories — a warm-intro map.