I used to treat unfinished books like failures. A spine half-cracked. A chapter abandoned on a long-haul flight. The quiet shame of seeing it weeks later, unopened. I’d shelve them out of sight, like evidence of a promise I hadn’t kept. It wasn’t just guilt. It was identity. Was I really an avid reader if […]
Words Into Works #152 | 10 Ways I Use AI to Learn More From Books
These days, reading often looks like performance. A stack of annotated hardcovers. A screenshot from Goodreads. A “just finished this” post on TikTok, tagged #amreading and lit by soft afternoon light. We share what we read to signal who we are. But finishing a book, even a good one, doesn’t mean it changed us. Some […]
Words Into Works #151 | 150 Issues Later: The Lessons That Lasted
When I hit issue #150 of Words Into Works last week, I didn’t feel triumphant. I felt surprised. Not because I thought I’d quit. But because I had never stopped long enough to imagine what it would feel like to arrive here. There was no grand vision. No carefully plotted roadmap. No long-term strategy to […]
Words Into Works #150 | Avoiding Stupidity Over Chasing Genius
A few weeks ago, I read Never Enough by Andrew Wilkinson and mentioned it in this newsletter. What stayed with me wasn’t his ambition. It was who he kept returning to. Again and again, he pointed back to Charlie Munger. Wilkinson had read every book he could find about him. He modeled his company, Tiny, […]
Words Into Works #149 | The Choices You’d Still Make The Hundredth Time
A few nights ago, I finished Replay by Ken Grimwood. Then I just… sat there. Not scrolling. Not thinking. Just staring at the wall, quietly overwhelmed. I wasn’t sad. I wasn’t inspired. I was suspended, replaying my own life in fragments. The premise is deceptively simple: Jeff Winston dies of a heart attack at 43… […]
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