Hi, I’m Tyler, this is where I write

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  • How AI Saved My Company From a 2-Year Litigation Nightmare Jun 8, 2025 - After 2+ years and a tremendous waste of energy and money, my firm Calm Company Fund resolved a lawsuit against us on very favorable terms. What started as one of the most challenging periods of my life became an unexpected masterclass in using AI to level the playing field against well-funded opponents. If you’re an... Continue reading
  • Code & Concrete: A New Chapter in 2025 Dec 23, 2024 - In June I announced that Calm Fund was taking a break from making new investments. This quarter we made the decision to return called-capital to our Fund IV investors and release them of the remainder of their subscription, effectively closing Fund IV to just its current investments. As the year comes to a close, I’ve... Continue reading
  • Valuing Gumroad Equity, a deep dive Aug 11, 2024 - I announced recently that my early stage investing firm, Calm Company Fund, was taking a break and pausing our investing. The short version of that story is that while the thesis of investing in calm companies—businesses run by lean teams that grow at a sustainable profitable pace—is still very strong, the business model of raising... Continue reading
  • Everything I knew about stretching was wrong Feb 4, 2024 - In the past 12 months my body’s mobility and flexibility went from abysmal, a source of persistent pain impacting my quality of life, to pretty darn good. I’m not about to become a stretching influencer, but after a year of researching, trial and error, and hard work I feel back on track and like I... Continue reading
  • Cooking For Founders Jan 10, 2021 - With COVID-19 forcing many of us indoors and cooking more (yes, this post took a little longer to go live than I planned), there’s never been a better time to really learn how to cook. I grew up not learning much about how to cook and taught myself as an adult. Over the last 5-7... Continue reading

 

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