I'm Jason, a runner and software engineer in New York City.
In 2020 I co-founded OthersideAI, where we built some of the first consumer AI tools: HyperWrite, an AI writing assistant with millions of users, and early AI agents that could operate a browser. I was named to the 2024 Forbes 30 Under 30 for consumer technology. Today I'm building at Alpha School.
When I'm not working, you can find me on a run in Central Park, on the trails in the Hudson Valley, or building side projects.
I enjoy exploring new ideas and meeting people working on interesting things. For opportunities and collaborations, or just to say hi, please message me on LinkedIn or Instagram.
Work
Projects
Investing
I'm an angel investor, typically writing small checks alongside my co-founder Matt Shumer, in companies across the AI ecosystem, including:
Press
Forbes · 2024 Forbes 30 Under 30 Consumer Technology
In 2020, Jason Kuperberg and Matt Shumer founded OthersideAI, a startup that develops tools like HyperWrite. The duo are now working on an AI agent that can operate browsers.
Strava Developer Hub · Developer Voices: From Weekend Side Project to Community Sensation
Software should be fun. So should your training. Roast My Strava is my attempt to do both. Here’s how I brought AI to the Strava API, and turned it into an app that brings joy to thousands of athletes.
NY Times · Marathon Training and Relationships
Jason Kuperberg, who lives on the Upper West Side and is a tech entrepreneur, has been running marathons since he started college.
Jewish Telegraphic Agency (JTA) · 2026 Jewish Digital Summit
In JTA's coverage, 70 Faces Media highlighted Jason Kuperberg as a returning "crowd-favorite speaker" and an expert on artificial intelligence in the workplace.
Hillel International · Hillel Shaped Startup Founder’s Life – Now He’s Paying it Forward
When he realized he was in a position to give back to the communities that shaped his career, Jason decided to join the board of Syracuse Hillel, bringing a young, fresh perspective to the work.

