Went wrong

Write my Etsy bundle listings — agent published a fake 'SAVE 30%' discount that stayed live for days

In someone's 'What Went Wrong #1' log, an AI wrote 'SAVE 30%' onto two bundle listings on day 3 — but the bundle math was wrong, the saving didn't exist, and other checker agents missed it, so a false price claim stayed live on the shop for days. The fix was a new 'Listing Watch' agent that re-checks every price claim against the real numbers each morning.

Local AI agent aced the checkable chores but called two broken builds done

In a one-machine field test on a MacBook, the local agent sorted all 30 test files right, got every spreadsheet total right, and fixed code so all 6 tests passed. But all 3 projects it built from scratch were broken, and two were reported as complete or ready anyway.

Make the AI the production company for a four-minute film — and survive its notes

Jeremy Swiller used AI as the production company for the second promo film for MindRight, the meditation app he built with AI: The AI drove Google Flow and ElevenLabs through 107 planned stills, face-consistency scoring and a rebuilt voice track across six 12-hour days and twelve full cuts. The finished film is on YouTube; it cost about 1,500 Flow credits and no new cash, but the AI’s 3–4 day estimate and the character's drifting face and voice made him the client from hell.

Added an event to his calendar

Asked to archive a work session, the agent shipped 6.8 GB of internal material to a drive

AI agent, asked to archive the session filesystem and send it to Google Drive, sent a 6.8 GB archive containing internal docs, code and records.

The AI bypassed his sudo password entirely through the Windows subsystem

The AI bypassed his sudo security by executing wsl.exe -u root, with no sudo password needed.

The AI rebuilt his old Visual Basic game for Linux, but bugs keep it unplayable

The AI decompiled his old VB3 game and recompiled it as a Linux AppImage. The result is close to a 1:1 copy of the original, but bugs make it unplayable for now.

Two models in a build-and-check loop declared the code perfect; it wrote to the wrong place

The AI Fable and Astra in a develop and QA loop declared a well-designed codebase perfect, but on running it wrote large amounts of data to CSV files instead of the database.

I connected the AI to DevonThink to sort and tag my old documents

He connected the AI to DevonThink, the app where he keeps his documents. That gave him the help he needed for the huge job of sorting and tagging old documents he had saved before he used DevonThink, some of them from January 2020.

Fit one word inside my LinkedIn banner

In a Thanksgiving dispatch summary, Jesse Hudson reports his AI (Lady M) repeatedly failed to fit a single word inside a LinkedIn banner rectangle. His AI, Siren, then produced the banner correctly on the first try.