Hello! I'm Jason, a startup builder focused on consumer technology and artificial intelligence. I'm passionate about products that enhance human creativity, productivity, education, and wellness.
I am the co-founder of OthersideAI, and was named to the 2024 Forbes 30 Under 30 list for consumer technology. We are the creators of HyperWrite, a leading AI writing and research assistant with millions of users.
When I'm not working, you can find me on a run in Central Park or building my latest side project.
I enjoy exploring new ideas and meeting people working on interesting things. For opportunities and collaborations, please message me on LinkedIn or Instagram.
OthersideAI
I am the co-founder of OthersideAI, an applied AI lab building AI products, models, and frameworks.
HyperWrite
HyperWrite is our flagship product, an AI writing and research platform with millions of users.
Roast My Strava
Side project leveraging the Strava API and AI, providing insights to over 75,000 athletes.
I am an angel investor in a number of startups, typically alongside my co-founder Matt Shumer, focusing on companies across the AI ecosystem including infrastructure, developer tools, and consumer AI products.
"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."
"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."
"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."

Jason Kuperberg Ultramarathon Runner | 2025