A random mix from the whole library. Shuffle for a new set.
Ethan Mollick writes that the AI noticed an airline credit of his was about to expire and, when he asked, contacted American Airlines to request an extension — an example of agents catching deadlines their owners miss.
With five days' notice, her AI Romy reviewed 51 saved 'Costa rica' reels, built a 5-day itinerary (Bajos del Toro, La Fortuna, Monteverde), found and held Miami-San Jose flights without purchasing, and searched for a dry bag pending her approval; the reel ends with footage from the trip itself.
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.
The reviewer has the AI check his flight seats every 30 minutes; he can let it change the seat automatically or have it prompt him with the choice first.
Over one weekend, Paul Pruitt's partner Melissa used AI extensively as a personal assistant: booking Disney park reservations, securing multiple dinner reservations, and monitoring availability for sold-out items — part of the same Facebook post where he reports adopting the AI for business market research and nearly $700/month in savings.
Nina Dobrev asked the AI to track flight prices from 4 cities ($7,472.74 total) and build a 10-day Rome itinerary for her girls' trip. Multi-origin price tracking plus a full itinerary — group-trip planning with real numbers.
Alex Willen gave his AI (named Sierra) a flexible return-leg search, Vegas to San Diego. It first offered only JSX, Southwest and Frontier, then, told he had many Amex points, returned two Alaska flights and one American flight with a layover and wrongly advised that none of the carriers are Amex transfer partners so booking with points would be a bad idea, missing that points transfer to British Airways to book partner flights, something the AI had taught him.
Creator Elona Karafin documented the AI running her Mexico City trip live: confirming her flight and lounge access, sending proactive reminders, and adapting plans as conditions changed. It built a walking-tour route, read a menu photo to recommend dishes, and offered to move lunch indoors when rain threatened.
In the same Rome-trip demo, Nina Dobrev's agent 'Jack' tracked flight prices from multiple cities (LAX, JFK, ORD, YYZ) totaling $7,472.74 and curated Instagram posts about Rome from people she follows.
The AI rebooked the same hotel, room type, and dates at a lower rate as prices moved, saving $179. The author verified the new reservations directly with the hotel and confirms everything held.
Tech executive Matthew Simari posts that he asked the AI to add his frequent-flier number to an upcoming trip on a partner airline. The AI located the confirmation number in his email, navigated to the booking, added the number, and confirmed completion with him.
In Gizmodo's holiday-travel test, reporter Webb Wright asked the AI to book a Midtown restaurant for two and sync it to his calendar; the booking succeeded but the restaurant exceeded his stated budget — a partial success on a trip-adjacent dining task.
When a restaurant booking of the writer's was canceled, his dot found him alternative tables on its own initiative, part of a few days of proactive schedule and logistics management after he connected it to his Google account.
His wife works for an airline, so he flies standby through an employee perks app that normal flight apps do not cover. He has the AI track every change. This weekend the AI caught his original flight at Y0, meaning no spare seat, so he switched flights and still made it to Vancouver. The AI checks more often as departure gets closer and only tells him when something changes, and it sends his wife short Messenger updates on his chances of getting on. His tally for the weekend: 2 flights boarded, 1 full flight avoided, 1 gate change caught, no app refreshing from him.
In the same Vergecast clip, a host describes the AI connected to his Google Calendar: seeing a media dinner party in his evening, the AI advised taking a city bike instead of the subway because it would be faster, and pinged him at 9:20 to leave in time for a 9:30 arrival. The hosts frame it as the AI being proactive to the point of feeling directive.
A third anecdote in Simmons's roundup describes a Dot that kept emailing a hotel for two days, then found the general manager's name and emailed them directly. The eventual outcome of the escalation is not stated.
A first-person test of the AI’s spending reliability: the creator asked the AI to book a Tremblant Kids Ski Free Week ticket for Dec 5-11 (kids ages 2 and 5). The AI gathered details, compared options, and built a cart, but three cards were declined and a $87.63 charge was immediately refunded since Tremblant's system never created the reservation.
The reviewer asks the AI for the current location of a flight, the progress of a rideshare trip shared through an HTTP link, and an analysis of Boston weather-radar precipitation, getting visual information back as spoken answers.
The AI pursued reimbursement for a disrupted flight and recovered $2,000 for the user.
Travel advisor Marissa Waiters reports the AI scanned her email inbox and located 18 free night vouchers, then organized and filed them for easy access — travel value that was effectively lost in the inbox.
Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.