Is Renting Actually Better Than Buying a Home...

#270: Chris and Amy discuss lessons from three ski trips with kids, using AI to redesign rooms on a budget, their favorite new gadgets, navigating high-deductible health plans, and more. Link to Full Show Notes: https://chrishutchins.com/ski-trips-ai-home-design-health-finances-a ...  Show more

#269: Chris breaks down why he transferred >200k points for a transfer bonus and how to know when they're actually worth it. He also covers Hyatt's new award chart changes, the latest elevated welcome offers, and how he's using multiple AI agents to optimize his work and life. Li ...  Show more

Sunnie (29) and Jazmyne (30) are a queer couple trying to build their life together—buy a house, bring a child into their family, and create long-term financial security. But with just one primary income and a major surgery planned for next year, every decision feels high stakes. ...  Show more

I’ve been that multi-millionaire who rents, proudly defending why homeownership wasn’t the right choice for me—until now. At 31, I bought my first house, and in this episode, I’m sharing everything I learned along the way: the emotional rollercoaster of finding “the one,” the fin ...  Show more

Class is back in session! In this special ‘Study Hall’ episode, I’m breaking down one of the biggest decisions you’ll ever make––home buying. We’ve packed this episode with some of our best conversations on renting vs. buying—including insights from Ramit Sethi, Kate Wood from Ne ...  Show more

If you’re holding out for the “perfect” deal, you’ll always be on the sidelines. Today’s guests weren’t afraid to take on a challenge with their first rental property, and it paid HUGE dividends. Not even an expensive market or extensive rehab could stop them from making money an ...  Show more