Went wrong

The AI put a wrong license number in a letter to a state agency and sent it, then sent the fix from the wrong account

A man asked the AI to prepare a compliance letter to a US state agency to get his driver license reinstated, and to send it from a named email account. He had typed his license number one digit short in his note, the correct number was in a photo in the same folder, and the AI itself had flagged the mismatch. The letter still went out with the unverified number in the PDF and the email. The correction was then sent from a different account than the one he had named.

My agent emailed a prospect from an old page. The company had moved on months ago.

His agent researched a prospect and sent the email. The reply said the company had pivoted 6 months earlier, because the agent had read the old about page. The research saved him time, but the stale facts cost him the reply.

The AI sorted my bookmarks and threw most of them away

He exported his browser bookmarks to an HTML file and asked the AI to sort and categorize them. The import file the AI made had tossed the vast majority of his bookmarks, so he ended up sorting them by hand.

A one-afternoon prototype showed his product idea was a dead end and saved him months

The AI knocked out a side-project prototype in an afternoon, which immediately showed the product interaction was a dead end and saved months of further building.

A team of agents made 300 commits and burned his weekly limit in 2.5 days

A team of Opus 5.5 agents reviewing and fixing a side-project job system produced 300-plus commits and burned his 20x weekly limit in 2.5 days.

Flag the emails that actually need my judgment

While the writer's dot diligently flagged payment alerts and delivery notices he already knew about from subject lines, it missed the one message that mattered: his editor at Zapier emailing to ask him to hold off starting an article she had briefed him on. Had he started the work, the missed flag would have wasted real effort.

The AI started transcribing my handwritten PDFs into Excel, then gave up

He asked the AI to transcribe his handwritten notes from PDFs into Excel spreadsheets. It started doing it, then gave up.

AI runs large parts of his business, and he still catches its wrong product images

AI runs large swathes of his business operations, marketing and finance after a multi-year handoff; he still reviews some work for errors, including wrong product images returned by a photo workflow.

Shopped for New Balance 9060s in a specific colorway

My agent has run my affiliate site for 3 weeks. It has made $0.

He let an AI agent run his HighLevel affiliate site. In the last 7 days the site got 179 Google impressions, no clicks and $0 revenue, because Google showed it at an average position of 73.