Travel creator jordentually had her AI analyze her Instagram content and produce a decade-long itinerary scheduling visits to all 197 countries month by month from 2027 through December 2036 — a concrete multi-year roadmap for her stated 197-country goal.
A testimonial graphic quotes someone: 'my first money with someone — connected my email, asked to find all flights I had in last 5 years, find the ones that were delayed or cancelled.' The agent mined years of inbox history for compensation claims.
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.
On one voice call, Eric and Jarvis planned a family holiday day in Florida: skydiving availability, airport pickup, three jumpers split across two aircraft loads, two boys waiting on the ground, drive time and rental check-in. They fit the jump into otherwise dead travel-transition time, and the shareable itinerary updated live as Eric revised details aloud, including moving the Everglades leg later.
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.
Jorden Tually (verified, 520K followers), answering a comment about visiting every country, explained he's been to 104 of 197 countries over 12 years and asked the AI for a realistic timeline. The AI interface analyzed his Instagram to determine his travel style, then generated a detailed month-by-month seasonal timeline starting in 2027 and projecting completion in December 2036, with an interactive world map showing visited countries in green and remaining in orange.
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.
Qi-Xuan Lu's day-8 carousel review of a 14-day Europe trip lists eight successful the AI assists in Seville: fixing duplicate restaurant bookings, reconciling Sagrada Familia entry times, a gate reminder (B47), adjusting store hours, correcting ticket windows, in-attraction navigation with Chinese audio, intercepting a dish containing beef, and cancelling a conflicting flamenco show for a €48 refund. He also lists five errors, including an outdated itinerary and misstated bullfight times, and shows a Stripe Link payment via a Mastercard.
€48
This only partly worked. Worth knowing before you try it.
The reviewer is signed up for a Southwest promotion: 20,000 points for eight one-way trips by October. He asked the AI to check Rapid Rewards activity, find flights in the travel period, and cross-reference Gmail receipts to verify they had the corporate ID required for the promotion.
When a friend visited Boston, the reviewer had the AI create a shareable dashboard with flights, restaurant reservations, tours booked, etc. It could book an OpenTable reservation and update the trip dashboard including the HTTP link for the accessible restaurant menu, and cancel or modify OpenTable reservations — all through WhatsApp messages.