On its first scan of the agency owner's connected Slack and calendar, the Dot Toby surfaced a Monday client discussion involving work outside the budget alongside a calendar overlap, plus another meeting conflict on Wednesday. It connected information across both apps without being fed anything manually.
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.
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.
During a 30-day trial diary, the author shows the AI filling out a school field-trip permission slip it had found in his email — one of several family-admin tasks it handled from his accounts.
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.
He built geo-v.eu, a live calendar of EU political and economic events that runs to 2028. The AI Haiku judges each candidate event against his written editorial standard, the pipeline hunts for the outcome for five days after each event, and the site rebuilds daily from static files.
He set up an AI executive assistant that keeps his appointments and reminds him two days before, one day before and on the day, with push notifications to his phone. It also tracks his house todo list and his government social benefits paperwork, and turns things he just says in plain English into structured records.
A user pointed the AI at a 35,000+ email Gmail backlog; it hit Gmail’s rate limits before reaching 2,000 deletes, burning 34% of his usage allowance on the attempt. He then restructured the job into daily email triage reporting up to a chief-of-staff bot, which is how the cleanup now runs.
This only partly worked. Worth knowing before you try it.
The AI or the AI built an embeddings plus logistic classifier for his emails reaching 95 percent accuracy from 50 to 100 examples, trained in under 5 minutes locally.