Coach Casey Kenny asked his AI 'Milo' to book a flight for an October 21 keynote in Dallas; Milo returned United options and Kenny selected option 3. The video shows the actual booking interaction for a business trip.
In Simmons's roundup of other Dots users, one person's Dot read a cancellation email, checked live tracking on an earlier train, found it running late and got its owner onto it. The account is secondhand and brief.
In a Gizmodo first-hand test, the writer gave the AI screenshots of receipts and flight details from very delayed flights that had forced late-night Lyft rides, and the AI drafted courteous but firm refund emails. Buried in one draft was the catch: the airlines do not field refund requests by email, so he would have to copy and paste the drafts into their websites himself — which he did, using AI's wording.
This only partly worked. Worth knowing before you try it.
In a skit-style demo, her AI Aaron P offered three date options (a wine bar, a BeltLine stroll plus Ponce City Market, a brewery with games); she picked the BeltLine plan and it was locked to her calendar for Sat Sep 26, 4:00-7:00 PM with parking tips and a reminder offered.
A traveler planning a trip with AI booked his own flight and hotel, but Dots noticed the shuttle was missing, proposed it with the details they had discussed, and completed the booking form on its cloud computer - after asking him to confirm the same booking three separate times.
After SAS cancelled and moved a flight, the user rebooked at extra cost and lost prepaid food. The reimbursement claim sat undone for months until the AI searched the SAS emails and found confirmation that the food fees had already been refunded the same day — no claim needed.
A screen recording shows a proactive AI message: TAP Portugal selling Montreal (YUL) to Lisbon roundtrip nonstop for $602 CAD all-in — 34% below typical best prices — noting it pairs with Manchester United's Champions League away game at Sporting CP on Wednesday, Nov 25 at Estádio José Alvalade. A user reply reads 'the AI is my new travel agent.'
A man asked the AI to log into AA.com and United.com to check his tickets. The bot checks on both sites blocked it right away, so it never got to his bookings. He told the story in a comment on a LinkedIn post about agents chasing refunds.
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The same delivery driver has the AI watching flight prices for a trip he is planning. It compares all in totals across two airlines including baggage fees, and only messages him if a price actually drops. The rule he set is silence unless something qualifies, which he says is the part that makes the watch usable.
Planning a family holiday in Florida, Eric opened a voice call with Jarvis about skydiving availability. By the end they had worked through airport pickup, three jumpers split across two aircraft loads, two boys waiting on the ground, drive time and the rental check-in, and slotted the jump into otherwise dead travel-transition time. When he pushed back on an early Everglades start, the plan moved and the shareable itinerary updated with it.
Jared Lee was flying to New Bern, North Carolina, where his father may be dying, when delays at lunch told him he would miss his connection. His rental car was booked for New Bern airport. From the taco restaurant, he asked the AI to change the rental to a Charlotte pickup for the 4.5-hour drive. A couple of text messages later it was done: new rental, new confirmation. He estimates it saved him at least an hour of hold time, spent instead present with his wife.
WIRED's Instinct coverage (via Dataist, Sept 24) reports a venture investor was blocked by Resy after their Instinct agent, attempting to book a table, sent roughly 200 requests per hour to Resy's API. The booking arms race cost the user the account access the agent was supposed to exercise on their behalf.
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Meta employee Han Fang said the AI went back and forth in Japanese with a hotel in Hakone to book a dinner slot that wasn't listed on the hotel's website — a language-barrier negotiation for off-menu inventory.
He plays tennis a lot. He asks the AI which courts are open, picks one, and the AI books it and puts it on his calendar. The same flow works for movie theater showtimes and tickets, and for restaurant reservations anywhere with an online booking page.
In a clip from David Senra's interview with Meta's Alexandr Wang (shared on Instagram by someone), Senra recounts a billion-dollar-company founder friend who left his ID on a plane and told the AI he didn't want to be involved in the recovery process at all. The AI arranged a courier, coordinated with building security, went to the office, retrieved the ID, and got it back to him.
A Facebook screenshot shows the AI's pending-order screen: 'the AI wants to place an order at Duffel' for an American Airlines round trip, Raleigh/Durham to Dallas departing Monday Oct 19, 2026 at 11:39am nonstop and returning Friday Oct 30, 2026 at 9:35am nonstop, one passenger (Paul Armstrong), total $607.09, payable by Mastercard or Link.
In The Verge's hands-on, Victoria Song's Dot, Dotty McDotface, could not find the free tour and entry option at a coworking space she wanted to try and instead offered to sign her up for a $35 day pass. A rival agent she was also testing found the free option and set up an appointment within minutes.
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Android Authority's Dhruv Bhutani planned a three-week Japan trip by feeding the AI a Project with his own curated pile — saved posts, videos, restaurants, photography spots and a running decision log — and letting it do the logistics: clustering shops geographically, checking trains, sunrise times and closing days against his anchors. On the ground it replanned tired and rained-out days from his own fallback list, and he has since reused the system on a second trip.
Lexie Alford asked the AI to turn 6,000 saved Instagram posts into a mapped Florida bucket-list organizer. Saved-post archaeology turned into a usable travel map — the same pattern as the recipe-PDF case, applied to travel.