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Jason Fried is the co-founder and CEO of 37signals, the bootstrapped software company behind Basecamp, HEY, and ONCE. A contrarian voice in tech, he has spent 25+ years arguing that smaller is smarter, calm beats hustle, and profitable beats funded. He co-wrote Rework - a Wall Street Journal and New York Times bestseller - and his TED Talk on why work doesn't happen at work has millions of views. Along with co-founder David Heinemeier Hansson, he has built one of the most influential (and deliberately small) software companies in history.

Sam Corcos is a four-time founder and the co-founder and former CEO of Levels Health, a $300M metabolic health company that pairs continuous glucose monitors with a software layer to help people understand how food affects their blood sugar. He co-founded CarDash (Y Combinator S17, acquired 2020), Sightline Maps, and LearnPhoenix before building Levels into a category-defining health company with $67M raised from a16z and a community of 1,400+ member-investors. In 2025, he joined the Department of Government Efficiency (DOGE) and was appointed U.S. Treasury Chief Information Officer. He is also known for extreme minimalism (one pair of pants, one backpack), tracking time in 15-minute increments, and hosting 100+ intellectual salon dinners in New York and San Francisco.