Tag: VC
-
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…
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
-
+
+
+
+
+
+
“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…
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
-
Do you have a list of customers or prospects you want to monitor news for? Here’s how to build an easy automation with Grok Projects… For me, my founders are my customers. And since I’ve got 42 investments now, it’s hard to keep track of what’s going on with all…
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
-
+
+
+
+
+
+
Ever have a great conversation with a VC and then…crickets? If a VC is ghosting you, here’s what to do… Nothing Is Real Until the Term Sheet Hits A founder on Reddit is having this problem right now. He had a good conversation with a VC who promised to get…
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
-
“Who is Francis, and why is he in my DM’s?” I’m not waiting around for the next unicorn to fall in my lap. So you might be getting a message from me soon… Investing in one of the Top Engineers at SpaceX Last fall, I saw something wild: a former…
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
-
You haven’t signed a customer yet. Is your startup on the right track…or heading off a cliff? Here are 5 signs you’re building a startup the right way, even if you haven’t made a dime yet. 1. You’re Building Product. This is the most important factor. You don’t need a…
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
+
-
“Get back to us when you have more traction.” Bet you’ve heard that before! But what the heck is “traction,” anyway? Traction is evidence your company is succeeding. Traction comes in many forms. Some types of evidence are more persuasive than others. Here are 6 common types of traction, from…
+
+
+
+
+
+
+ Business, Entrepreneurship, Founders, Investing, Silicon Valley, Startups, Technology, VC, Venture Capital+
+
+
+
+
+
+
+
+
+
+
+
-
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…
+
+
+
+
+
+
+ AI, Angel Investing, Artificial Intelligence, ChatGPT, Entrepreneur, Finance, Grok, Investing, Silicon Valley, Startups, Technology, VC, Venture Capital, Writing+
+
+
+
+
+
+
+
+
+
+
+
-
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…
+
+
+
+
+
+
+ Angel, Angel Investing, Business, Entrepreneurship, Finance, Founders, Fundraising, Investing, Silicon Valley, Startup, Startups, Tech, VC, Venture Capital+
+
+
+
+
+
+
+
+
+
+
+
-
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…
+
+
+
+
+
+
+ Angel, Angel Investing, Business, Entrepreneur, Entrepreneurship, Finance, Founders, Investing, Personal finance, Startups, Stocks, VC, Venture Capital+
+
+
+
+
+
+
+
+
+
+
+