Venture Capital Doug ClintonEverything I’ve Learned About Venture in 500 WordsBezos wrote, “Given a ten percent chance of a 100 times payoff, you should take that bet every time.” That’s venture in a nutshell, although you’re looking at more like a 1-2% chance of 100x rather than 10%. If there’s…Read more Venture Capital Investing in xAIDeepwater is an investor in xAI's Series B round. Despite the lofty $24B valuation for what is effectively a startup, we are confident in the investment for four reasons: 1. Foundation Models will power the world, 2. Model competence is a competitive advantage, 3. Unique training data and 4. Elon Musk. In the end, we believe xAI has the potential to be one of the twenty most important tech companies. Read more Venture Capital, Venture Portfolio Doug ClintonAI, Truth, and Timeless WorkWould You Die for Your Life’s Work? There’s a 500-year-old chapel outside of Edinburgh in Scotland that’s rumored to be the burial site of the Knights Templar and the Holy Grail. Dan Brown featured Rosslyn Chapel in his 80-million-copy book, The…Read more Venture Capital Doug ClintonThe Valuation PlaybookWhat’s my company worth? What makes you special? The two questions are inextricably intertwined. The more special your value add, the more your company’s potential value. It’s true at the individual level too. The value of your time or effort…Read more Venture Capital Investing in DigsWe’re investing in Digs via Deepwater Venture Fund II based on the fact that most people’s largest asset has been left behind while the rest of the world has been digitized. Software is eating the world, but it hasn’t yet gobbled up…Read more Venture Capital, Venture Portfolio Dead Unicorns: The Good, the Bad, and the UglyFrom Doug’s blog, The Deload: There are 1,170 unicorns and more than half of them probably won’t make it. It’s no secret that 2021 was a boom time for all forms of capital, but late-stage venture was particularly strong. In…Read more Themes, Venture Capital Doug ClintonUnconventional ExpertiseExpertise is overrated. To be considered an expert, one must know the things expected of an expert, and what’s expected is conventional. The doctor, the lawyer, the pilot, the financial advisor. They’re expected to play by a common set of…Read more Venture Capital Load More Go Deeper The Newsletter Our work sent directly to your inbox. Subscribe to our newsletter for a regular summary of our work, along with links to stuff we’re reading. Subscribe