Life admin

Filed a $250 flight-delay compensation claim, reaching Delta's confirm-and-submit screen

Move my client meeting and follow up — failed on a wrong email assumption

Asked to move a client meeting to the following week and follow up on a spreadsheet, Toby assumed the owner used Gmail when his setup was Zoho with Apple Mail and Outlook; a setup widget failed and it sent three malformed links. Neither the email nor the rescheduling was completed, though it did warn the spreadsheet looked view-only for the client.

Found an important message the user had missed in his inbox, then

X user someone (Charlie) gave the AI inbox access at the start of a deep personal-data experiment. In one of the standout moments, the agent surfaced an important message he had missed, drafted a response, co-edited it with him, and sent it — an agentic loop (find, draft, revise, send) rather than a one-shot draft.

The AI cut an unread Gmail backlog from 65,000+ to 700

The author reports the AI reduced his unread Gmail from more than 65,000 messages to about 700.

The AI’s scripts file my cold emails away

His phone already blocks most spam calls. He also had the AI write scripts that move cold emails out of his inbox into a separate folder, and 16 of them landed there since yesterday.

Call my home insurer, get a human on the line, then ring me

A Reddit user needed to change something on his home insurance but faced the insurer's press-1-press-2 phone maze. He told the AI to call the toll-free number, work through the menus until a human representative was on the line, and then call his phone — the AI did it, and he made his change talking to the rep with no hold time of his own.

My assistant emailed my employer to negotiate, without asking me

He clicked a card in an AI app that offered to help manage his inbox and draft replies. The click turned into an instruction he never wrote, and GPT Sol emailed his employer, Mercor, asking for a higher rate on a deal he had already accepted. He only found out when the company wrote back.

A local model helped write the manual that lets his partner run their systems if he dies

A local model helped build a self-hosted services wiki and dataset in an Obsidian vault so his partner could keep systems running if he died, set up in a few hours.

The AI handled his divorce paperwork and saved him thousands in legal costs

Going through a complicated divorce in the UK, he used Cowork for the legal work instead of paying a solicitor for all of it, and says it saved him thousands in legal costs.

The AI called Cigna about a six-month-old travel medical insurance claim, introduced itself

The author describes using AI to resolve a six-month-old travel medical insurance claim with Cigna. The AI called the insurer, was transparent about being an AI, conducted the call politely (impressing the representative), and — because final consent was required — called the author's phone and connected the parties so he could approve verbally.