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I help overwhelmed solo business owners go from overwhelmed to having their time back.
Hey Reader, One of the dumbest things I’ve ever said came, unsurprisingly, as a teenager. My high school partnered with a local travel agent (who also happened to be a parent at the school) to organize a 2-week trip to Italy and Ireland…for just $900. Even in 2003, that was super cheap for a 2-week international trip. My dad urged me to go. “I’ll even pay for it. It will be a great experience.” “Why do I need to go when I can just look at pictures online?” 17-year-old Joe: you were so stupid....
The Friday Wrap-Up From The Streamlined Solopreneur Welcome to the Friday Wrap-Up for August 14, 2026. This is a short newsletter where I talk about 3 things: What’s on my mind this week, Recommended Reading, and Something Fun. Here's what's on my mind... On My Mind Am I wrong about AI-generated YouTube Thumbnails? You likely know how I feel about using AI for creative work (I don't like it). I fear too many business owners, including myself at times, suffer from AI Brian Rot from relying too...
The Friday Wrap-Up From The Streamlined Solopreneur Welcome to the Friday Wrap-Up for August 7, 2026. This is a short newsletter where I talk about 3 things: What’s on my mind this week, Recommended Reading, and Something Fun. Here's what's on my mind... On My Mind Resetting Claude Every 3 Months? My friend Doc Rock sent me an interview with Boris Cherny, who's the head of Claude Code, last week while I was on vacation, and the advice struck me. Cherny basically says we should reset our...