Category: Technology
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“We went from 120 people down to 12. Laying them off was incredibly hard.” We’ll call this founder “Jim.” When I spoke with Jim recently, he looked tired but determined. Jim was doing everything to keep his company alive. That meant getting rid of most of his team. Cutting Off…
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“Missionaries, not mercenaries.” How many times have you heard that? But before he started a career in technology, my friend Jesse was a real missionary. And in Mexico, he had a terrifying experience. I’ll let Jesse tell you the rest… I was staring straight down the barrel of an AK-47.…
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The right images can get millions of eyes on your startup. This morning, I used the new Grok Imagine 2.0 to make creative for a fake startup: Chamath’s sweater emporium. Round #1: Making an Ad for the Grand Opening I’m picturing blonde wood, Nordic design, and endless piles of buttery…
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+ Ads, Advertising, AI, AI Images, Artificial Intelligence, Creative, Entrepreneur, Founders, Grok, Marketing, Startups+
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I’m heading back to Japan in early 2027. But Madonn, are those flights expensive! Fortunately, I got early access to an AI assistant that can help… Instinct Becomes My Personal Travel Agent Instinct is a new AI personal assistant. You talk to it via iMessage or WhatsApp. It’s in private…
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Elon dropped his most powerful AI model ever last week: Grok 4.6. I just used it to make a slick app for angel investors in minutes. Building My First App with Grok 4.6 I want an app to track all the deals I pass on. Right now, I track them…
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+ AI, Artificial Intelligence, Elon Musk, Entrepreneur, Founders, Grok, SpaceX, SPCX, Startups, Vibe Coding, xAI+
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I run the world’s tiniest venture fund. And it’s beating almost everyone. 2.38x TVPI, 35.5% IRR. I think of my angel investments as the world’s smallest fund. This morning, I dug into some numbers to see how I’m doing… What Metrics Should We Look At? My “Fund 1” contains 36…
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“We need $1 million.” You may need it. But does anyone want to give it to you? So many founders treat venture capital like a gas station. When you’re out, come in for a refill! That worked in 2021. It doesn’t work now. What you need is not the investor’s…
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Ever dreamed about building a viral app? My buddy Jesse Bray did it. Jesse had an idea for an app called TimTalk — a hillbilly Twitter. People loved the demo…but building a scalable app proved more difficult than Jesse expected… We Won $5,000 for an App That Didn’t Exist How…
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“They said a $5 million valuation was way too high.” I was chatting with a great founder from Tokyo last night. And I could hardly believe what I was hearing… Dealing With Investors With Crazy Expectations We’ll call her Sarah. Sarah is raising for a SaaS company with some strong…
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+ Investing, Venture Capital, Finance, Entrepreneur, Silicon Valley, Founders, Angel Investors, VC’s+
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“How did you know Instacart would be a big success?” I asked a VC who was one of the first investors. His answer surprised me… “I didn’t.” I sat there slack-jawed. “They had a good product, they were expanding quickly from neighborhood to neighborhood in San Francisco.” he continued. “It…
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Tremendous 