Tag: Angel Investing
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I lost my entire investment. Twice. These are my worst losses as an angel investor. Everyone online wants to talk about their wins. But you really want to learn something? Lose some money and feel the sting. Here’s the mistake I made and why I’ll never do it again… Two…
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+ Angel, Angel Investing, Business, Entrepreneur, Entrepreneurship, Finance, Founders, Investing, Money, Stocks, Tech, Venture Capital+
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I missed a $40 billion opportunity because I ignored a simple truth: everything comes down to the founder. This is my biggest lesson in 4 years angel investing. Missing a $40 Billion Opportunity Two years ago, I had the opportunity to invest in the seed round of Figure, the robotics…
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+ AI, Angel Investing, Business, Entrepreneur, Entrepreneurship, Finance, Investing, Money, Startups, Tech, Venture Capital+
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In April 2021, I started the world’s tiniest venture fund. In the next few months, I’m about to close “Fund 1” and open “Fund 2.” My goal for my startup investments is to learn and to make returns that beat the stock market. The best way to learn is with…
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+ Angel, Angel Investing, Angel Investor, Business, Entrepreneur, Entrepreneurship, Finance, funding, Investing, Money, Startups, Tech, Venture Capital+
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Here are some questions I asked founders at actual meetings this week. Draft some answers to these, and you’ll be better prepared for your investor meetings! 1) “What’s your vision for [Startup]?” This is the first question I ask every founder. I put it first because it’s the most important.…
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+ Angel Investing, Entrepreneur, Finance, Investing, Money, Silicon Valley, Small Business, Startups, VC, Venture Capital+
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“How can I make this pitch better?” A founder asked me that this week. It’s something I almost never hear — and something every founder needs to ask. When you raise a round of funding, you might meet 100 investors. You have two choices: A) Give the same pitch to…
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+ Angel Investing, Entrepreneur, Finance, Investing, Money, Small Business, Startups, Tech, VC, Venture Capital+
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$3.2 billion. That’s the valuation Retool hit in just 5 years. Today, I watched their YC Demo Day pitch. Even on Demo Day, Retool was a clear winner. What Retool Does Retool makes it easy to build internal software tools using no-code. That lets companies build the tools they need…
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I kept having the same problem in my founder meetings. We’re 23 minutes into a 30 minute call. I have nine questions and I’ve only had a chance to ask two. Ahh! I was taking a walk recently, thinking of how I could fix this problem. Then, it came to…
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Lattice is valued at $3 billion and is one of the most successful SaaS startups of the last decade. But in 2016, it was a tiny company with just 2 employees. Today, I watched their YC Demo Day pitch from 2016. I’d love to tell you I would’ve seen it…
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They were raising $2 million at a $9 million post-money SAFE. This startup had some awesome growth, but I passed. Here’s why… “CEOCoach” is a service that provides a coach for top executives. ”CEOCoach” is a composite, not a real startup, and the name is made up. But it shows…
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+ Angel Investing, Entrepreneur, Finance, Investing, Money, Silicon Valley, Small Business, Startups, Tech, VC, Venture Capital+
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“It was the biggest mistake I made as an investor.” I was chatting with a fellow angel a while back. He shared with me something he learned the hard way: keep the checks small. But year after year, angels keep getting this wrong. Here’s why… How Angels Fail Take a…
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+ Angel, Angel Investing, Entrepreneur, Finance, Investing, Money, Silicon Valle, Silicon Valley, Startups, Tech, VC+
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Tremendous 