172. Autopilot Flight Repricing: Save Money on Flights After Booking with Sam Hollander

Most travelers think booking a flight is the finish line. They hit purchase and consider the deal done.   Sam Hollander knew something they didn't: the booking is actually just the beginning. When domestic airlines permanently removed change fees during the pandemic, they accidentally created an enormous opportunity for travelers to save money after they've already booked their flights and hotels. Sam founded Autopilot, a platform to help solve the problem most travelers face: they don't have the time or energy to manually monitor prices and rebook when fares drop, even though they legally can.   Sam and I dive into how airline repricing actually works, which flights are most likely to drop in price (spoiler: premium cabins and international routes), the pricing data he's uncovered after tracking millions of travel reservations, and how the timing of your booking impacts your repricing potential. We also explore the psychology of booking early versus waiting for a better deal, the practical features Autopilot offers for different types of travelers, and why the post-booking experience is where the real travel optimization opportunity lives.   Get full show notes and transcript: https://pointmetofirstclass.com/autopilot-flight-price-tracking    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy