Brainstorming business ideas with a billion-dollar founder

Jul 10, 2026 · 1h 27m · YouTube

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asr · 15,640 words · docs
0:00You don't have a lot of money, but you have access to AI.
0:02Out loud, let's go through this framework.
0:05I almost want to turn this to my whiteboards.
0:07Awesome, great.
0:08This is like showing us nudes for my first million.
0:11This is like exactly what we like.
0:13I feel like I can rule the world.
0:15I know I can be what I want to.
0:18I put my all in it like my days on.
0:21On the road, let's travel.
0:22So, all right, you've done everything.
0:23You built a $10 billion company.
0:25You're, I think, a seed investor in Facebook or early investor in Facebook.
0:29One thing you haven't done is sitting still.
0:32I'm looking at your biography and your timeline.
0:35It seems like you start a company, it either sells or fails.
0:38And six months later, you have a new company.
0:40And you've done that like eight times, it feels like.
0:42Do you ever sit still?
0:44I'm working on sitting still.
0:46My partner, Hillary, we said she's like a tree and I'm like a hummingbird.
0:50And so I'm trying to be more like a redwood tree.
0:54Why is that?
0:55Why not just embrace your nature of just being this extremely generative, creative guy?
0:59Who cares?
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