Suggestions
Jesse Middleton
General Partner at Flybridge. Partner at Next Wave NYC. Co-Founder of WeWork Labs.
Jesse Middleton is a prominent seed investor at Arcee.ai and a general partner at Flybridge Capital Partners. He has a significant track record in the venture capital space, having invested in over 50 companies, primarily focusing on early-stage startups that are innovating in the fields of collaboration, communication, and technology.
Career Highlights
-
WeWork: Jesse was a key member of the founding team at WeWork, where he played a critical role in scaling the organization to nearly 4,000 employees across multiple locations worldwide. His experience there has deeply influenced his approach to supporting startups and fostering community among entrepreneurs.
-
Investment Philosophy: His investment strategy emphasizes backing companies that are shaping the future of work and technology. He has a particular interest in Small Specialized Language Models (SSLMs) and their potential to transform enterprise AI solutions. His recent investment in Arcee.ai reflects this focus, as the company aims to provide secure and efficient AI model solutions tailored to specific industry needs.123
-
Advisory Roles: Beyond investing, Jesse has served as an advisor for several startups, helping them navigate early growth challenges. Notable companies he has advised include fitmob (acquired by ClassPass) and Jackpocket.1
Recent Involvement with Arcee.ai
In January 2024, Jesse announced his investment in Arcee.ai, which is developing a platform for training, deploying, and monitoring SSLMs. This investment aligns with his belief in the need for precision and customization in AI applications, particularly for enterprise clients. Arcee.ai's approach focuses on security and operational efficiency, allowing companies to manage their AI models within their own infrastructure, thus addressing concerns about data privacy and vendor lock-in.234
Personal Background
Jesse's background includes a role as a technology group leader at LivePerson and experience as a network security engineer. He has a long-standing passion for technology, which began in his youth. Outside of his professional life, he is a family man, residing in New York City with his wife and two children.1
Through his investments and advisory work, Jesse Middleton continues to significantly impact the startup ecosystem, particularly in the realm of AI and technology innovation.
Highlights
How many people are vibe coding an app for their valentine this year. I heard two people today, within five minutes, discussing it and another few folks on the timeline here. Is this a good idea in everyone’s mind? It’s a fascinating, and potentially personal take on gift giving if you do it right. Are you doing it and if so, what’s the app idea? Asking for a friend at 9:25p on Valentine’s Eve! 😊 💞 🤖

This is the kind of AI I want to see more of - solving real heartbreak instead of generating slop. Privacy-preserving, community-powered, actually useful. More of this, less chatbots pretending to be your friend. @ajassy
