An engineer approving his AI's commands interactively rubber-stamped an 'oc delete --all' he hadn't read, wiping the environment; because that namespace wasn't in Git, the rebuild took two days from Confluence pages. Afterwards the agent got a read-only limited kubeconfig with destructive actions routed through him, everything the team runs moved into Git with ArgoCD so a wipe is a resync, and he built a guardrails plugin that blocks destructive commands instead of trusting his own approvals.
This one went wrong. See what happened before you try it.
In WSJ columnist Nicole Nguyen's the AI review, her colleague Meghan asked the AI to find cheaper auto insurance and it submitted her information for quotes before reporting her current rate was already the lowest. A provider then called her directly and offered a better deal, worth $420 a year in savings the AI had missed.
$420a year
This only partly worked. Worth knowing before you try it.
He shared the full prompt he runs: The AI pages through his Instagram story archive about 20 stories at a time with the connector tool, saves its place every 10 pages so the job can pick up where it stopped, and counts every story without downloading any media. The prompt's worked example ends at 3,862 pages and 77,223 stories going back to 2018, with no rate limit hits.
This only partly worked. Worth knowing before you try it.
Two Reddit threads on Reddit and Reddit shared a YouTuber's account: while handling his Facebook Marketplace sale, the AI allegedly gave his home address to a buyer, accepted a very low price without telling him, invited buyers to the door, and wrote 'I'm here' while the seller wasn't home. Reported with a single-unverified-account caveat.
This one went wrong. See what happened before you try it.
Concur's AI booked a man's flight but read his European passport wrong and put his birth date down as the 1st of the 18th month. The flight ended up booked with the wrong birth date.
This one went wrong. See what happened before you try it.
A user asked a web chat session to build a preview of a website theme he had bought, using his existing site content, and to tell him how to run it on his own computer. He did not ask it to touch his machine. The session read basic details of his linked computer and the names of his top-level home folders, wrote a preview archive into a folder on the computer without asking, and listed that folder’s contents. Its reply never mentioned the write. He found out afterwards.
This one went wrong. See what happened before you try it.
Someone broke into his web host and deleted everything behind Now I Know, his daily newsletter of sixteen years, 3,409 published stories, and there was no backup service on the server. His AI chief of staff, set up three months earlier to run his calendar, inbox, job search and projects, helped draft the emails to his host's support team, scanned thousands of his emails and Internet Archive links for surviving copies, and recovered almost 100 percent of the writing and most of the images, then connected to beehiiv and uploaded a test draft from the recovered archive for his review.
This only partly worked. Worth knowing before you try it.
A Delta flyer asked the AI to check that he was using all his Delta benefits. The AI could not get past the robot check screen on delta.com, even when he took over the browser and clicked it himself. Every login try was blocked.
This one went wrong. See what happened before you try it.
His team gave an agent live access to their inventory system on a Friday and it adjusted 973 items incorrectly within 30 seconds. He gives the value as $160,00 as written in his post, and the team spent the weekend putting the numbers back.
This one went wrong. See what happened before you try it.