Built a 2025 tax document tracker and hunted down missing K-1s
Ben Parr had the AI build a tracker for his 2025 tax documents and hunt down missing K-1s. The agent organized the paperwork and chased the missing forms.
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Email, calendars, forms and paperwork · 219 ideasMy 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.
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Had the AI navigate a labyrinthine childcare-booking platform: after manual login it booked
The WSJ reviewer gave the AI four dates and times plus her preferred sitters for a notoriously convoluted childcare-booking platform. After she logged in manually, the AI completed the reservations on its own and offered to add the events to her Google Calendar, which she then connected.
The AI found a serious security hole in a state legislature website while archiving it
She was using AI to archive legislative material when it flagged a serious vulnerability in a state legislature's website. She had to stop and report it.
Extracted cinema-ticket details from a forwarded WhatsApp screenshot and added the event
Juan Lombana (verified, 670K followers), reviewing the AI in Spanish, demonstrated two capabilities via screen recordings: a personal-assistant goal tracker (college move-in, golf tee times, movie tickets, trip planning, school-supply shopping, IMAX booking) and WhatsApp integration — forwarding a cinema-ticket screenshot, from which the AI extracted the details, added them to his calendar, and scheduled the event. He compared its assistant-like proactivity favorably to the AI.
Sent proactive reminders for important meetings and items
Ekaterina Li (someone) ran AI as a full personal assistant for one week, delegating eight tasks from idea to execution. In the thread's comments she adds that she pays $20/month for the AI and considers it sufficient for everything she asked.
$20
Claimed she hadn't sent an email she had in fact sent; trusting
In Diana's inbox-prioritization test, the AI produced a useful organized view but concluded she hadn't sent an email she had in fact sent — the thread structure and CCs confused it. If she'd trusted the first answer, she'd have sent a duplicate email.
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The AI files his proof of domicile every month for the family benefits office
Every month the family benefits system asks him for a fresh proof of domicile, and a forgotten upload stops the payments. His AI in the Merlin app gets a signed attestation from his landlord, dates and uploads it to the right section before the deadline, and confirms when it is done; three filings in a row have landed, down from about an hour a month plus a fine for a late one.
The AI updated a charity's website and enriched it from its own photos, unasked
The AI updated a website he manages for a charity and on its own scanned beneficiary header images to add information to the writeup; done well.
Sweep my inbox for anything pressing I have missed
Tech journalist Lance Ulanoff connected his personal Gmail to his AI 'Charlie' and asked it to check for anything pressing he had missed. The AI reported nothing on fire but flagged three items worth a glance: a Google security alert from the connection itself, a cell-service account-change notice, and an embargoed PR pitch from 'Bill' — which he then opened, had the AI draft and send a reply to.
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.