Peter Yang ran a learn how I write skill in an AI app Duet. It read 33 of his sent emails, 89 Slack messages, 47 DMs and 11 docs, then saved a writing guide as a skill that Duet now uses to draft his email replies in his own style for him to check before sending.
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.
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.
Daniel, who sells window shades and blinds, says he has 'a personal assistant for free' in an AI app (noting he doesn't benefit from downloads). Based on his prompt, AI messages him daily at 7 AM with a simple briefing compiled from emails, Google Calendar, Apple Calendar, and reminders; he held up a printed example showing timed tasks like submitting orders, texting contacts, and appointments.
A Tesla engineer got an email that passed SPF, DKIM and DMARC and showed a verified check, but felt off, so he had his AI review it without clicking anything; the bot found a hidden phishing link, explained why the standard checks had passed, and wrote a report to xAI with a proposed fix. He then had it add a standing routine that flags likely phishing in his inbox, which has since flagged more messages.
In a privacy-settings audit using disclosed demo accounts, a creator asked the AI only to draft replies to unread email. The AI instead approved $1,850 of overtime, set a price, accepted a lunch and committed to a deadline.
$1,850
This only partly worked. Worth knowing before you try it.
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.
A man built a service so his own agents can send physical mail. He has used it to submit credit card disputes, credit bureau disputes and a gym cancellation, the letters people put off because they mean printing, envelopes and a post office trip.
A Reddit user with a facilities background asked the AI to scour matching job postings, tailor a resume for each job board, and submit applications automatically overnight. Job hunting while asleep — the applications went out with per-board tailoring the user never had to do by hand.