The Zen of Adult Friendship Maintenance

Most of us believe org chaos protects our jobs. The reasoning goes: processes are messy, decisions are undocumented, judgment lives in people's heads โ€” so AI can't touch what it can't even see clearly. I used to believe this too. Until I ran a small experiment that made me question it. Turns out, AI didn't need my process. It just needed to see my output.

Judgment Was Supposed to Be the Moat. The Bitter Lesson Says Otherwise.

Most of us believe org chaos protects our jobs. The reasoning goes: processes are messy, decisions are undocumented, judgment lives in people's heads โ€” so AI can't touch what it can't even see clearly. I used to believe this too. Until I ran a small experiment that made me question it. Turns out, AI didn't need my process. It just needed to see my output.

The AI Tells You Can’t Edit Out

I recently submitted an essay as part of my AI policy course. The assessors noted that AI use wasn't prohibited, but had to be documented. It got me thinking: what exactly would they look for?

Wrote Too Well. AI Suspected.

Jamir Nazir won a Caribbean regional prize at the Commonwealth Short Story Prize. 7,806 entries. One winner from his region. Days later, online commentators ran his story through AI detection tools and declared it machine-written. Granta's own publisher said the judges may have "awarded a prize to an instance of AI plagiarism." Three detection tools were used. Three different verdicts. This is the new plagiarism charge. Easy to throw. Hard to disprove. Burden of proof falls on the writer. I've been working on this problem: collecting AI tells, reverse-engineering prompts, ghostwriting for people who need to prove their own voice on the page. Here's what I've learned about what actually separates human writing from machine writing. Hint: it's not the em dashes.

The Self That Survives the Layoff

A year ago I wrote about an engineer who lost a $150k job and was driving for DoorDash, living in an RV. Last week, out of nowhere, I looked him up. He's now Head of Engineering at a startup. I felt relieved. Not just for him, but for everyone wondering when their number comes up. Wrote about what his story made me think about: identity, layoffs, and the version of yourself that exists outside the job.

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