All the Hacks: Money, Points & Life

#300: Chris and Amy break down how they planned an unforgettable trip to Switzerland and Lake Como mostly on points, miles, and free-night certificates. They share how speculative bookings and award alerts landed them better business class flights, the rental car hack that avoide ...  Show more

#299: My top 10 takeaways from a retreat for high-net-worth investors, which covered money, health, AI, parenting, relationships, and more. We explore why what you measure shapes your behavior, how to start using AI agents, why simple rules beat perfect plans, how to teach kids a ...  Show more

#298: Chris breaks down how to earn airline miles and transferable points on money you’re already saving or investing (and whether the rewards are actually worth the tradeoffs). He compares mileage-earning bank accounts from Bask, United and Alaska, the new Bank of America and Al ...  Show more

#297: Learn how to turn small talk, awkward encounters, and everyday logistics into conversations that actually matter. Chris and Vanessa explore the chemistry behind great conversations, how to find the topics that make people light up, and the three levels of conversation that ...  Show more