The AI sent a notification that it had spotted an email from TripIt, the vacation-planning app Ulanoff uses, about a password change he had forgotten making. The agent wanted to make sure he'd seen the email verifying it was him.
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.
This one went wrong. See what happened before you try it.
He updated an old email triage workflow for a client this weekend. Jev now runs alongside GPT-4o mini, which still controls which emails get forwarded to her customers.
The AI prepared and filed Australian visitor visas for a couple travelling to Brisbane, and caught a placeholder birthdate in the details before submission, confirming the correction over WhatsApp.
The AI called car dealerships and plumbers to collect quotes for the user and scheduled a dentist appointment, the calls and booking done in about five minutes of the user's time.
After his motorcycle was stolen, his insurer offered nearly half the market value. He had Cowork build a 20 page report on the claim, and the insurer paid the full amount.
Ahead of an apartment move, a reviewer asked the AI for a day-by-day packing schedule. The AI built one with sessions capped at 30 minutes, sequencing items so things the person won't need before the move get packed first.
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.
This one went wrong. See what happened before you try it.