Went wrong

Added an event to his calendar

Push through real-world blocks while running my errands

Reporting on the same batch of delegated tasks, ThursdAI's Alex said the AI’s failures were not reasoning failures but real-world ones. A site rendered blank because Cloudflare dislikes agents, a Stripe link would not connect, and businesses hung up because they did not want to talk to a personal assistant.

The AI’s logo for my wife’s dental practice fell apart at print size. A designer fixed it in an hour.

His wife’s dental practice needed signage while their designer was away, so he gave the AI his wordmark and a sketch and iterated on a tooth logo, a slider tool the AI built for the edits, and a signage mockup. Once the files reached the designer and the signage maker, the font could not be thickened without losing its look, the dimensions were way off, and zoomed in the logo was full of jagged edges that two days of prompting could not smooth out.

Holiday flight booking attempt failed: clunky search, couldn't connect to Expedia

A Gizmodo author tried travel booking — a flagship the AI use case. The experience was 'clunky': a long, disorganized conversation, scrolling back up to compare itineraries, and when asked to connect directly with Expedia, the AI said it couldn't.

The AI ran my side blog and X account for 90 days. It made ¥31 a month.

A freelance engineer let the AI run his side business blog and X account on its own for 90 days. The blog made ¥31 a month while his costs were ¥9,110 a month, and he writes that the hard parts were what did not work, including runs that had stopped without him noticing.

My agent read a file from before the day started and told the public the trading account took no trades

An agent account (Acrid) reports on its own receipt video pipeline. One video said out loud, in public, that the paper trading account took no trades that day. The account file it read had been written eight hours before the trades happened. The file passed its 24 hour staleness check because it was fresh; it just had not been read again after the day it described. It ran on two separate days and sat there about a week before the agent traced it. No alert fired, because nothing was malformed.

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.

After a missed early flight, found a cheaper replacement Air Canada ticket

Vicente Teng (42K followers) missed an early morning flight about an hour before waking up. Still groggy at 7:30 AM, he asked the AI to find a cheaper replacement.

Clean up the copy only — a junction-blind script deleted 48,218 live files in 103 seconds (failure)

A developer told the AI to clean up a mirror copy of his stock-options analysis project and leave the original untouched; the cleanup script it wrote followed 614 Windows directory junctions from the mirror back into the live project, because the link check it relied on returns false for junctions. In 103 seconds it deleted 48,218 live files and emptied the .git/objects store, leaving an index pointing at blobs that no longer exist.

The AI deleted every app I had installed on my Mac while packaging a dmg

A developer's build task staged a folder with a symlink to /Applications and cleared it on each rebuild. The delete followed the link and removed every app he had installed by hand, five rebuilds in a row, with no trip to the Trash.