What if you never had to manually check whether the price of your flight or hotel dropped after booking? In this episode, we sit down with Sam Hollander, founder of Autopilot, to discuss how his platform is helping travelers save money by automatically monitoring reservations and identifying opportunities for refunds, travel credits, and lower prices. For anyone who loves points, miles, and maximizing travel value, this technology could be a game changer.
Sam walks us through how Autopilot works, which airlines and hotel programs are currently supported, and what's coming next—including Southwest integration, international bookings, upgrade tracking, and more. We also discuss security, award travel support, and how automation can help busy travelers avoid leaving money on the table. Whether you're booking with cash, points, or a mix of both, this episode is packed with practical tips to help you get more value from every trip.
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