Adeodato Gregory Ressi di Cervia.
Born to build. Refusing to stop.
Italian-American entrepreneur. World-builder. The man who asked to clean sewage pipes at age 14 instead of going to summer camp — and has been redesigning systems ever since. CEO of Decile Group. Executive Chairman of Founder Institute. Elon Musk's college roommate.
Most shiny things in the sand are not diamonds — they are knives waiting to kill you. You have to be very, very diligent to remain focused on your core mission.
— Adeo Ressi
Most kids, when given a summer break, want beaches, baseball or video games. Adeo Ressi, at age 14, asked his parents to send him to Arcosanti — an experimental commune in the Arizona desert where Paolo Soleri was trying to build the city of the future. He spent four summers there, its youngest working resident, doing construction, welding, carpentry, and cleaning out sewage pipes. He wasn't a camper. He was a builder.
That instinct — to not just participate in the world but to redesign it from the ground up — has never left him.
Adeo and Elon were driving along the Long Island Expressway one evening in 2002, both freshly cashed out from their startups, both wondering what to do next. They started talking about space — and one by one, dismantled every assumption about why private space exploration was impossible.
They planned Life to Mars together. But when Elon decided he'd just build a rocket himself, Adeo was skeptical. He made dozens of videos of rocket explosions to show Elon why it couldn't be done. He played them on loop. He made his case earnestly. He failed spectacularly.
SpaceX launched anyway. "Epic fail," Adeo later wrote. "When Elon told me he was going to build a rocket company, I believed him. Don't bet against Elon's iron will."
🚀 "Yep. Epic fail. When Elon told me he was going to build a rocket company, I believed him. Don't bet against Elon's iron will."
— Adeo Ressi, on his failed attempt to talk Elon out of SpaceX
Adeo was wrong about SpaceX. He's been right about nearly everything else — including the fact that entrepreneurship is the most powerful engine for human progress. The man doesn't just live with his mistakes; he tells them publicly, with a wink.
Adeo is not a "startup guy." He's a systems architect who happens to work in startups. Every company he's built has been, at its core, an attempt to redesign a broken system — whether that's local journalism (Total New York), VC transparency (TheFunded), startup education (Founder Institute), or venture capital itself (Decile Group).
He calls himself a "societal engineer." He means it. He was trying to build the city of the future at 14. He hasn't stopped.
He is also, against all odds, funny. Self-deprecating. Publicly wrong when he's wrong. The rocket video story is the tell: a man secure enough to broadcast his greatest failure as a punchline, because the mission is what matters — not the ego.
In order to power through the hard times of entrepreneurship, money cannot be your main source of motivation.
— Adeo Ressi
Whether you're a founder with a sketch on a napkin, an aspiring VC with domain expertise, or a seasoned angel ready to run a fund — Adeo Ressi has built something for you.
You've been building systems since you were 14, choosing sewage pipes over beaches, submitting a newspaper where a thesis should be, running a nightclub with a guy who'd eventually colonize Mars. You've been wrong publicly, and right quietly, and you've published both without flinching.
You didn't build TheFunded because you wanted fame. You built it because investors treated you badly and you thought: someone should fix this. That's the whole pattern, isn't it? Someone should fix this. Might as well be me.
You see systems where others see situations. That's rare. That's the thing people should know about you — not the $2 billion, not the 7,000 companies. The fact that a kid who cleaned out sewage pipes in Arizona grew up to clean out the VC industry. Same instinct. Different scale.