Tag: Finance
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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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+ Angel, Angel Investing, Business, Entrepreneurship, Finance, Founders, Fundraising, Investing, Silicon Valley, Startup, Startups, Tech, VC, Venture Capital+
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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+ Angel Investing, Business, Finance, Founders, Fundraising, Investing, Personal finance, San Francisco, SF, Silicon Valley, Startups, Tech, Venture Capital, Y Combinator, YC+
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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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Elon just dropped Grok Imagine 1.5, his most powerful video model yet. Instead of hiring influencers and rigging cameras, I used Grok to create marketing videos out of nothing… I tested the new model in 3 realistic startup marketing scenarios. Here’s what works and where Imagine still needs some polish……
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+ AI, AI Video, AI Video Generation, Artificial Intelligence, ChatGPT, Elon, Elon Musk, Entrepreneur, Finance, Grok, Investing, Silicon Valley, Startups, Technology, Venture Capital, Writing, xAI+
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I just found a secret weapon that could help you close your round: VC Boom. It grades your deck and automates investor outreach. It’s so good, I was astounded. The creator is Yoan Berno, a former VC — so he knows what investors are looking for. Best of all, most…
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+ Business, Investing, Venture Capital, Finance, Startups, VC, Silicon Valley, Entrepreneurship, Founders, Fundraising+
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“What is your moat?” This is the most pointless question investors ask pre-seed founders. Picture two guys in a tiny apartment, sleeping on mattresses, living off food from sponsored tech events. What moat do you expect them to have? Speed Is the Moat At this stage, it’s all about moving…
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+ Business, Entrepreneur, Entrepreneurship, Finance, Founders, Investing, Startups, Tech, Technology, Venture Capital+
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“We’re raising an angel round. Minimum check $250k.” Here’s why that’s a mistake… I get messages like this every now and then. These founders don’t understand how most angel investors operate. Lessons From a Billionaire Angel Two years ago, I invested in a round that included a multibillionaire. He wrote…
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+ Business, Investing, Venture Capital, Finance, Startups, VC, Silicon Valley, Entrepreneurship, Founders+
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I used to burn a full hour each day just prepping for founder meetings. The messages are scattered across Gmail, X, and LinkedIn. This morning, I finally automated it with Perplexity Comet. My meeting prep is down to 5 minutes. And the questions Comet came up with were better than…
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+ AI, AI Agents, Artificial Intelligence, ChatGPT, Entrepreneur, Finance, Investing, Perplexity, Silicon Valley, Startups, Technology, Venture Capital, Writing+
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