Our Team

General Partner

Jesse Middleton

Father, entrepreneur, technology evangelist, investor, mentor, and lifelong hacker.

Jesse’s investment interests include mobile, SaaS, big data, consumer and e-commerce. Prior to joining Flybridge in 2016, Jesse was an early executive at WeWork, one of the fastest growing and most valuable startups in history. He co-founded WeWork Labs in 2011, which became WeWork’s global startup incubator, and ran WeWork X, M&A, startup investments, business, and digital product development as well as inside sales during his five-year tenure at the company.

Prior to WeWork, Jesse was the co-founder and CEO of Backstory, a venture-backed startup. Jesse began his career traveling across the United States, the United Kingdom, Mexico, Israel and China as a network security engineer based in Philadelphia. He moved to New York City where he became the head of information technology at LivePerson in 2010.

Prior to Flybridge, Jesse was an active angel investor and serves as an advisor to many early-stage technology startups including 3Claps, Authenticated Digital, Benny, Camelot Metrics, Eight, fitmob (acquired by ClassPass), inDinero, Jackpocket, Leo Health, Morsel, Rukkus, Squire, Symple, Thunderclap, Uptown House, and YourTrove (acquired by LiveNation).

Jesse attended Drexel University.


  • 5

    days suspended from high school for computer hacking

  • 16

    age started first company

  • 15

    angel investments

Adorable baby


Enjoys long walks in the park (in a carrier), extended naps during the day (in a stroller) and climbing hundred of stairs to see great views (as long as Daddy is doing the work).

  • 4

    Countries visited before 3 months of age

  • 25

    Most diapers dirtied in one day

  • 93

    Amazon orders by 15 weeks of age