Starting the Generalist Project: Six Months of Tactics, Debriefed

Six months ago I made a deal with myself: stop planning, start shipping. Every week had a deliverable. Every deliverable had a deadline that mattered more than whether the work was right. It worked, in the narrow way that kind of work always works.

I got faster. I got better at triage, at cutting scope, at shipping something rough on Tuesday instead of something polished on Friday. Those are real skills and I don’t regret building them.

What I didn’t build was any sense of whether I was solving the right problem in the first place. Tactics answer how to do a thing well. They have nothing to say about whether the thing is worth doing. Six months in, I noticed I could no longer tell the difference between a good week and a wasted one, because I’d stopped asking the question that would tell me.

So this is the debrief, and the pivot. The next six months are the Generalist Project: strategy first, on purpose, with a deliberate push into work outside my usual lane. I’m not abandoning the tactical muscle. I’m putting it in service of a question I skipped the first time around.

New posts land here most weeks, along with the occasional video. If you want the rougher, less-edited version, it’s also going up on Substack.

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