Category: Business
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Adapt or die. That’s why I’m changing my investment strategy. Check size doubling to $10k, no reserves. I’ve written 2 of them this week and hope to write many more. Here’s why I’m making this change… A Wake-Up Call Up until now, I’ve written $5,000 first checks and reserved $25,000…
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+ Angel Investing, Angel Investor, Finance, Investing, Money, Silicon Valley, Startups, Tech, VC, Venture Capital+
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“All the greats in business studied the greats in business.” Podcasts are a wonderful way to do it. Here are my favorites… This Week in Startups — My #1 most listened to podcast for several years running. If you’re a founder or investor, TWIST will tell you everything you need…
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+ Business, Entrepreneurship, Finance, Investing, Money, Silicon Valley, Startups, Tech, Venture Capital+
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Cyan Banister is one of the best investors ever, backing SpaceX, Uber, Flexport and more. To find the next great startup, Cyan asks an unusual question… The Human Behavior Question When she sees a new product, she doesn’t just calculate the Total Addressable Market (TAM). She asks herself “Does it…
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+ Angel Investing, Angel Investor, Business, Entrepreneur, Entrepreneurship, Finance, Founders, Investing, Money, Silicon Valley, Startup, Startups, Tech, VC, Venture Capital+
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You just finished pitching that big VC. Did you bomb? Did you nail it? Here’s how to tell… The Weird Way to Gauge Investor Interest There’s a way to tell, but it’s counterintuitive… The more questions they ask, the more interested they are. Mr. Moneybags interrogating you like a murder…
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+ Business, Entrepreneur, Finance, Founders, Investing, Money, Personal finance, Silicon Valley, Startups, Tech, Venture Capital+
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GPT-5 sucks. I tested it Friday, bad. I tested it again today, even worse. Stick a fork in it. Let me show you how flawed this model is. When I tested it on Friday, OpenAI was having routing issues that may have caused GPT-5 to underperform. So this morning, I…
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+ AI, Artificial Intelligence, ChatGPT, Investing, LLM, OpenAI, Silicon Valley, Startups, Tech, Technology, Venture Capital+
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Can GPT-5 beat the reigning champion, Elon’s Grok 4? I ran them through 3 tests to find out. When Grok 4 came out last month, I asked it 3 real world questions that I actually needed the answer to. Grok 4 crushed it, scoring an A-. Can GPT-5 do even…
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+ Finance, Investing, Money, Personal finance, Silicon Valley, Startups, Stocks, Tech, Venture Capital+
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“$800k ARR…is that contracted or live?” Most investors never ask this question. They’re making a big mistake. Whether you’re an investor or a founder, you have to understand the difference between contracted and live revenue. Tl,dr: Contracted ARR is signed revenue, live ARR is actual money you’re billing. Focus on…
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+ Accounting, Angel Investing, Angel Investor, Business, Entrepreneur, Entrepreneurship, Finance, Investing, Money, SaaS, Silicon Valley, Startups, Tech, Technology, Venture Capital+
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106,036 Americans are waiting for an organ transplant. 17 of them die each day. But what if we could give them pig organs? From the Seventeenth Century to Modern Science The first attempted xenotransplantation, or animal-to-human transplant, was done in 1667. Jean-Baptiste Denys gave sheep’s blood to a 15 year…
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I never show this spreadsheet to anyone. 54 top investors. This is my secret weapon. My money is no greener than anybody else’s. So if I want to invest in the best founders, I need to bring something else to the table. This spreadsheet makes it happen. Meet “The Sheet”…
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+ Angel Investing, Angel Investor, Business, Entrepreneur, Entrepreneurship, Finance, Investing, Money, Silicon Valley, Startups, Tech, VC, Venture Capital+
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Tremendous 