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Email, calendars, forms and paperwork · 219 ideas

He fought an eight month insurance dispute with AI as his co-counsel and won $10,250

His claim was too small for a lawyer and the insurer had frozen it at $4,430, so he worked it himself with AI holding every letter in order. The agent surfaced six dated contradictions in the adjuster's own letters, including a legal basis for denial that changed three times, and reviewed each of his drafts as opposing counsel before anything was sent. After his letter quoting their own paper back at them, the offers climbed: $6,500, then $8,000, then $8,750, and the insurer accepted his split of the last gap the same morning, at $10,250.

$10,250
Life adminPartly worked

File the parking ticket dispute I kept meaning to file

Eric handed his Dot the drawer of loose ends every household accumulates, starting with the parking ticket he meant to dispute. Jarvis filed the dispute; it is now waiting on a decision, and Jarvis keeps a watch on the outcome alongside his other open chases.

This only partly worked. Worth knowing before you try it.

Fine Print: review my contracts and draft the dispute

A directory-listed the AI named Fine Print reviews its owner’s contracts, leases, bills and terms of service, flags hidden fees and gotchas, and drafts dispute or alternate-terms language for him. It is a standing reviewer for every document he is asked to sign.

Catch it when an event moves but nobody tells me

Harry McCracken's Dot, Chip, cross-checked his calendar against his email and spotted that a speaking engagement he had entered on one date had been rescheduled by the organizers to a different day, which the confirmation email showed. He says he would otherwise have shown up to an empty room.

Life adminWent wrong

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.

This one went wrong. See what happened before you try it.

The AI helps me turn school data into public tables and graphics

He uploads his own data and points the AI to specific sources and documents, with examples he made before to show the format he wants. The AI then builds the tables and graphics for his Education Rights Project, public pages on education rights and funding in US states, with policy briefs, slide decks and interactive widgets.

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Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.