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

June 15, 2026

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...

171. 143 Venture Business Applications: Surprising Predictors of Approvals & Denials with Katie's Travel Tricks

June 08, 2026

Have you ever wondered why Capital One's approval decisions feel completely random - approval for some, denial for others, with almost no rhyme or reason?   Capital One has a well-earned reputation for being unpredictable with credit card approvals. When Katie from Katie's Travel Tricks saw the launch of the new Capital One Business Venture card, she decided to move beyond anecdotes and collect real data. She surveyed her audience about their approval and denial experiences, gathered nearly 1...

170. Earn 10x Chase Points! The Paze Strategy Explained

June 01, 2026

Have you heard about the quiet Chase promotion that could be one of the biggest points-earning opportunities we've seen in years?   In May 2026, Chase launched a promotion through the digital payment platform Paze that allows cardholders to earn 10 times Chase Ultimate Rewards points on eligible transactions—and up to 14 times on certain cards through the end of 2026. Dr. Michelle Walther and I discuss why we were initially skeptical of this opportunity and why we've become convinced it could...