Gondola AI Features and Review

Episode 185 of the Award Travel 101 podcast features Angie Sparks and guest Xan Tanner, founder of Gondola AI. The episode opens with a helpful reminder about using unused Instacart credits to support food banks through Community Carts, followed by several travel-industry updates. Citi is refreshing the American Airlines Executive Card with new perks, including American Airlines Vacations, in-flight and Admirals Club credits, Omni and Avis status, and enhanced Lyft and loyalty benefits, although the annual fee is increasing to $695. Angie also highlights current transfer bonuses, including 30% from Amex Membership Rewards to Avios programs and 40% from Citi ThankYou Points to Turkish, as well as Frontier’s limited-time $199 GoWild! Pass. Angie and Xan also share recent credit-card wins and upcoming travel plans, including trips to Chicago, Milwaukee, Anguilla, Sicily, and Istanbul.The main topic is Gondola AI, which Xan developed after years of traveling for work and wondering whether AI could manage travel more efficiently—earning more points, saving money, and understanding an individual traveler’s preferences. Gondola has evolved significantly with advances in AI and is now available on the web, through its app, and within ChatGPT, where results can be personalized based on a user’s points and travel profile. Unlike many award-search and “reservation gardening” tools, Gondola is free and can book directly for users, allowing them to retain points, status benefits, and other perks while also earning Gondola Cash. The platform monitors hotel, flight, and car reservations for price drops and can reprice bookings when possible, while generating revenue through hotel and rental commissions that it shares with users.For casual travelers, Xan recommends taking advantage of Gondola’s status challenge, which can increase Triplestacking rewards from 3% to 5% after booking three nights during the first week. The episode closes with a reminder to use your points rather than letting them sit, especially as loyalty programs continue to devalue their currencies—as demonstrated by Marriott’s recent 6% devaluation. The broader message is that travelers should take advantage of their points and available benefits now while using tools like Gondola AI to automate the work of finding savings and maximizing rewards.Episode Links:Unused Instacart creditsCiti AA Executive refreshAmex to Avios transfer bonusFrontier Go Wild passWhere to Find UsThe Award Travel 101 Facebook Community.To book time with our team, check out Award Travel 1-on-1.You can also email us at [email protected] your Award Travel 101 Merch hereReserve tickets to our Late Summer 2026 Meetup in Milwaukee now. award.travel/mke2026Our partner CardPointers helps us get the most from our cards. Signup today at https://cardpointers.com/at101 for a 30% discount on annual and lifetime subscriptions! Lastly, we appreciate your support of the AT101 Podcast/Community when you signup for your next card!Technical note: Some user experience difficulty streaming the podcast while connected to a VPN. If you have difficulty, disconnect from your VPN.