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.

What I Learned from Scott Adams: Systems, Stacks, and Selfishness

I started my very first newsletter quoting Scott Adamโ€™s, Systems > Goals Thatโ€™s how deeply I internalized this particular insight. With the news of his passing yesterday, I pondered over his final message: "I had an amazing life... If you got any benefits from my work, I'm asking that you pay it forward... Be useful." Thatโ€™s one beautiful parting message. And one of the 3 top lessons that most resonated with me.

2025, or What Happened When the Reservoir Ran Dry

When I started this newsletter (back in 2024), I had the confidence of someone who'd never run out of ideas. By this year, the reservoir had run dry. But I kept writing anyway. Here's what I learned from writing 51 newsletters in 2025: โ†’ AI dominated my output (31%) when I planned to write about policy โ†’ Being right about content marketing's comeback didn't prevent months of struggle โ†’ The newsletter became less about expertise, more about documenting uncertainty โ†’ Writing became thinking in public The biggest lesson? Markets can remain irrational longer than you can remain solvent. And that applies to career too.

Blog at WordPress.com.

Up ↑