Author: tremendousblog
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Some founders raise millions with a single text. You’re struggling to get one check. The reason? It comes down to traction or track record… Track Record We’ve all heard crazy stories of founders raising millions in a weekend without even a deck. Behind those headlines, you’ll usually find a founder…
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I want to meet as many awesome founders as I can. So I’m automating the busywork. Here are the automations I’ve got running my investment business… Summarizing Decks I built a great little tool in Grok Projects to summarize decks in the exact format I like: Instead of paging through…
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+ AI, Angel Investing, Artificial Intelligence, ChatGPT, Entrepreneur, Finance, Grok, Investing, Silicon Valley, Startups, Technology, VC, Venture Capital, Writing+
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YC S26 kicked off last week. 56 startups have already launched. Here are my top 3 so far, from robot maids to cheaper healthcare… Prescience Just this morning, my Christian health share emailed me. My discount for staying fit? Gone. Traditional insurance is even worse. Premiums through the roof, no…
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+ AI, Artificial Intelligence, Entrepreneur, Finance, Investing, SF, Silicon Valley, Startups, Tech, Technology, Venture Capital, Y Combinator, YC+
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An amazing founder DM’ed me last week. I knew this deal wouldn’t last. Here’s the exact timeline — from cold X message to wire transfer in just five days… Tracking a Recent Investment, Minute by Minute Tuesday, June 23: 1:42pm: Cold X message received 4:49pm: I reply and ask for…
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+ Business, Investing, Venture Capital, Angel Investing, Finance, Tech, Startups, VC, Angel, Silicon Valley, Startup, Entrepreneurship, Founders, Fundraising+
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We all love to whine about YC valuations. But lately, YC has quietly become one of the best deals for investors… Getting More for Your Money When I was meeting YC companies 2-3 years ago, this is what the best ones looked like: Here’s what I’m seeing now in the…
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+ Business+ Business, Investing, Venture Capital, Angel Investing, Finance, Tech, Startups, Personal finance, Silicon Valley, SF, San Francisco, Y Combinator, Founders, Fundraising, YC+
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China just dropped the first open source SOTA model: GLM 5.2. It crushes the benchmarks, but struggled in my real world testing. Today, I ran GLM through a three-round test: building a pitch deck, teaching me about data centers, and designing a website. GLM showed some powerful capabilities. But it…
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I just missed out on $157,000. Last year, I passed on a startup that is now raising at 25x the valuation. Here’s how I blew this deal, and what I’ll be doing differently next time… Why I Passed We’ll call this startup Supercorp. In April 2025, I had an opportunity…
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+ Angel, Angel Investing, Business, Entrepreneur, Entrepreneurship, Finance, Founders, Investing, Personal finance, Startups, Stocks, VC, Venture Capital+
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Yesterday, a founder nailed a cold message in just 38 words. I put him on my calendar first thing the next morning. Here’s why short messages win… Investor Time Is Very Limited You only have 60 seconds to make an impression. Investors, big or small, get tons of inbound. I…
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Friction is killing your fundraise. Here’s how to remove it and close out your round, fast… Take the example of an awesome founder I spoke with recently. “An investor told me to require an e-mail address to see the deck,” he said. “What do you think?” “Don’t require anything. Remove…
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+ Business, Entrepreneur, Entrepreneurship, Finance, Founders, Fundraising, Investing, Silicon Valley, Startups, Technology, VC, Venture Capital+
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Pattern I keep seeing in AI agent startups: > announce super powerful agent> ship agent> tons of sign-ups> insane revenue growth> massive funding round> product simply does not work> what now?> heavy churn likely Customers bought the dream of an agent that does everything. But the product fundamentally does not…
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+ Business, Technology, Investing, Startups, Entrepreneur, Silicon Valley, AI, Artificial Intelligence, Founders, ChatGPT, Agents, Artificial Intelligene, Artificial Inteligence, AI Agent, Agentic+
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Tremendous 