Jason Kuperberg
AI Entrepreneur, Creative Technologist & Endurance Athlete
Jason Kuperberg is a New York City-based AI entrepreneur, creative technologist, and endurance athlete. He is the co-founder of OthersideAI, the company behind HyperWrite, an AI writing and research assistant used by millions of people. He was named to the Forbes 30 Under 30 list for Consumer Technology.
Across his work, Jason is drawn to the human side of technology: how AI can make work easier, creativity more accessible, and experiences more personal, useful, and fun. He is an investor, advisor, and consultant for companies across the AI ecosystem.
Jason is also a creator in the running and endurance sports space, building tools and apps used by athletes around the world. He is the creator of Roast My Strava, an AI-powered app that turns fitness data into personalized commentary and was named one of Strava's Apps of the Year in 2025. A competitive endurance athlete currently training for ultramarathons, Jason lives at the intersection of technology and creativity.

