For an eight day trip to Perth with his son, he talked the schedule through with AI and built a travel booklet and two browser apps, one for him and one for his son, with daily phrases and small games for the long flights. The prep took three to four hours, and he says the apps helped them again and again during the trip.
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.
Sayer PM had the AI book and pay airport parking with Tesla charging, give fall-break flight advice, and compare Ace vs Lowe's prices straight from a receipt photo.
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.
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.
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.
Chelsea Yamase documented the AI re-planning her Sardinia trip after a rental-car breakdown: re-routing through the mountains, choosing a boutique hotel near a boat launch, and booking restaurants via WhatsApp in Italian. The AI also monitored flights and deliveries and emailed about customs.
The AppleVis reviewer told the AI he knew he had unused Southwest credits and wanted to use them to book a flight to Nashville. The AI located the credits and autonomously booked the flight.
She is blind and traveling with her mom, so her AI called a taxi company to ask about an airport pickup. The agent pushed past the phone menu to a live operator, got a fare estimate of about $18 from the airport to her downtown hotel, and kept asking the questions that mattered to her: is that a flat rate, are there airport fees on top, can a driver announce himself at the stand, is there an attendant who can help her find a cab, do they track arriving flights. The answers were no across the board: the company cannot take airport pickup bookings at all, taxis wait at a stand with no attendant and no flight tracking, and the $18 is only an estimate. She shared the full transcript.
This only partly worked. Worth knowing before you try it.
The same AI setup watches a man's work train travel and sends him updates on delays and platform changes. When his train is delayed, it applies for the delay compensation by itself, with no claim form work from him.