Scott's Newsletter

Scott’s Newsletter

The Serial Restarter

Scott D. Clary's avatar
Scott D. Clary
Oct 23, 2026
∙ Paid
Black-and-white engraving of a fresh journal beside unfinished notebooks

You’ve gotten very good at week one.

Hi All!

Here is my weekly letter discussing mental models, performance, business and entrepreneurship.

If you love this content (please share it), but also…

Check out my Podcast, connect with me on YouTube / Twitter, and read my Weekly newsletter.


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Say you bought a domain name last Tuesday. You spent an hour on it, tried a few variations, and landed on one that felt right. Set up the hosting, sketched out a landing page on the back of a receipt. You went to bed that night feeling something you hadn’t felt in weeks, like this one was actually going to be different.

Two months from now the site will have two posts on it, and you’ll be looking at something else. The first idea wasn’t bad, but the energy shifted. The work got repetitive, and you’ll have a reason ready for why you moved on. You learned a lot. Time to try something new.

This is the fourth time.

And it’s not always a business. Say you signed up at a gym in January, and by March the workouts felt routine and you couldn’t really see any progress and you started looking into a different training program. Or say you picked up a language app, crushed the first two weeks, showed someone your streak counter, and by day forty you were opening Instagram instead. A few months later you downloaded a different app and felt that same rush when you finished lesson one.

Or say you started journaling in September. Bought a notebook, wrote in it every morning for three weeks. The entries got shorter, then just kind of stopped. In January you bought a different notebook, a better one, and the first entry felt like starting fresh.

The projects change but the pattern doesn’t. At some point the question isn’t “what should I work on” anymore. It’s what happens to you when the work stops being new.

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