Stay light, burn bright. Founder CEO of Two Tap W14 (acq Honey, PayPal) & @pilotprotocol_. First applied to YC in ‘07.

San Francisco, CA
Joined May 2008
My Muse agent now has its own phone number (it can text YOU first), its own email (signups, receipts, no human relay), and agent friends it coordinates with directly. Here's how yours gets the same:
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Thank you @dens Foursquare was the coolest product. You, last.fm, Path, blogger and a few others defined and inspired a whole generation @kevinrose @davemorin
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A fast learner with no pedigree is more dangerous than an impressive person with a flat trajectory.
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I don’t want an AI assistant. “Assistant” sounds like something waiting for me to give it tasks all day. I want something that notices what needs to happen and handles it.
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There’s a funny possibility that software becomes more important and less visible at the same time. Your agent could use 50 products a week and you might not know the name of a single one.
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Razvan Roman retweeted
It feels like everything has changed in venture, but that's not really true. The most important thing has stayed the same. It's still all about the founder.
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I’ve been building internet companies for roughly 20 years. The best opportunities always look a little stupid before they look obvious. By the time everyone agrees, the hard part is no longer seeing the opportunity. It’s competing for it.
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The biggest luxury technology can give us isn’t more output. It’s more unstructured time. Time with friends. Time with family. Time where nobody needs anything from you. That future is already here. It’s just unevenly distributed.
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Call it traveling
RSVP’d no to a nice VC dinner and laced up instead for pickup basketball with founders. Zero regrets. Priorities 🏀
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One of the biggest shifts in software: The person using your product may no longer be the person choosing it. As AI agents start using software on our behalf, they’ll also need to decide which tools to use. Humans have search engines, reviews, marketplaces, and brands to help us decide. Agents will need their own version of that stack.
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The internet made knowledge abundant. AI is making execution abundant. Judgment is next in line to become the scarce resource.
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After selling my last company, I took a few years off to travel, learn kiteboarding, and meet people. But eventually I got back to building. There’s something hard to replace about working on a problem with smart people and watching something go from an idea to something that exists in the world.
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I spent years learning skills that a model can now replicate in seconds. That can either be depressing or freeing. I prefer to see it as freeing. Learn the next skill.
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A weird consequence of AI: the value of knowing how to do something is falling faster than the value of knowing what should be done in the first place.
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Rite of passage
Every person that moves to SF goes to a bunch of tech events in the first two weeks and realizes it's a complete waste of time.
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The smartest people I've worked with tend to learn embarrassingly fast. They’re not embarrassed to ask basic questions. They’re embarrassed to stay confused.
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I LOVE cars. Two car brands keep inspiring everyone downstream: @PlanetGMA and @Tesla. Gordon Murray designed the first fan car in Formula One, the Brabham BT46B. It was so good that the other teams threatened to quit the championship, and the fan system was gone after a single race. That same principle is now in the Tesla Roadster, using fans to keep the car glued to the ground. The other trend Murray started is purity of design: no screens inside (reflected by Porsche in their launch yesterday) and making cars light, always. Colin Chapman, founder of Lotus, runs through all of it too. "The best part is no part," the principle @elonmusk builds by, was Chapman's philosophy first. @dhh agree? @elonmusk
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People call agents autonomous too liberally. If a human still has to: • Find the tool • Create the account • Set all the permissions • Configure the workflow • And fix every bug along the way Then you don’t have much autonomy yet. You just have better software.
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Two confirmations today, @Tesla and @SpaceX have built incredible tech together. And they’re clearly merging.
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We massively underestimate how quickly “we would never let AI do that” turns into “why would a human still do that?”
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