Without being asked, Harry McCracken's Dot began flagging incoming messages it judged urgent or important in an inbox flooded with PR pitches. It also resurfaced an email from a freelance author that he had overlooked for weeks and nudged him to respond.
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.
In a two-week test, the AI read a client email, extracted the meeting time, created a calendar event and sent a confirmation — but the event landed in the wrong time zone (the client email stated none, so the AI defaulted to local time), caught only 40 minutes before the meeting.
This only partly worked. Worth knowing before you try it.
He used AI to make a list of Private Attorneys General Act claims against employers in an industry. The list was made in support of an organizing drive, and he says the tool is almost always helpful on tasks that involve a lot of data.
He is juggling several legal cases of his own, and his lawyers do not have time to answer him every day. The AI transcribes audio, organizes his evidence and writes the case summaries he hands to them. He calls it the best tool he has ever had, and says stopping would mean going back to doing all of that alone.
Calling sellers about his orders was one of Josh's biggest pain points — so the AI took it over: it called a seller to correct his shipping address, and called a seller to resend his missing orders.
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.
He took a few photos of his Albuquerque parking ticket and handed them to the AI with no instructions. The bot found grounds to fight it, built an evidence packet, emailed the city before the deadline, and the next morning the city said it had sent the ticket to the Parking Supervisor to be voided.
This only partly worked. Worth knowing before you try it.
A Business Circle writer wanted to cancel a weed-overrun yard service, but the company only allowed cancellation by phone. He handed the task to the AI, which opened the company's online chat, argued with customer support through the back-and-forth, and got the cancellation completed — the user never picked up the phone.
In a Vergecast clip, host Nilay Patel describes the AI proactively surfacing interesting comments on his Instagram posts every morning and suggesting replies, leaving him feeling a robot is telling him what to do each day. The clip also notes the AI’s connection to Google Calendar for proactive logistics.