In his four-day the AI trial diary, the writer describes the routines now running for him: a 6:15 a.m. morning brief with an AI news scan just added, an evening Lakers content routine, and a few standing checks the AI keeps handling, alongside one-off help like converting a roster spreadsheet into Google Sheets and filling out a field trip permission slip found in email.
He got the AI to build out a structured dataset of all 4,925 vacancies, with job titles, organisation, salary and location. He shared it in a spreadsheet for other people to play with.
The developer set a scheduled job in plain words: every weekday at 8:30, send events from all calendars plus emails needing a reply, in five lines or fewer. The first run arrived at 8:44 with an apology for the delay, covered all 16 calendars, removed duplicate events and listed private events by time only.
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.
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.
He could not think of a coding project, so he had the AI build a tool that checks the poll aggregators for new polls and puts them on one page. He now hears about new polls about five minutes sooner.
Rachel D. Gainsbrugh (someone, ~3.5K followers, AI/systems creator) signed up for the AI on Sept 13, 2026, connected her calendar read-only, and typed six standing errand rules once — including a 7:05 AM daily calendar scan that flags overlapping meetings or ones falling inside a flight — then handed it two long-dodged errands (an appointment blocked by a flight, a subscription update).
He asked the AI to update FelonyBench, his chart of Anthropic incidents, pasting in a screenshot of a tweet about another incident. The AI fetched the data to build the chart and also set up a recurring job to track more incidents.
Before a speaking engagement, Ulanoff couldn't recall where he was talking or where to park. He asked the AI to find the original note from his contact, misspelling the contact's name.
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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