216. I track every penny. He gambles. Should I marry him?

Money For Couples with Ramit Sethi · Jul 8, 2025 · 1h 15m

Taylor (29) is a high-earning dentist with a strict savings plan and deep-rooted fears about financial instability. Hayden (25) earns $24K a year, has a history of gambling and financial dishonesty, and struggles with budgeting. They live together, but their vastly different money philosophies leave Taylor questioning whether marriage is possible. With trust issues, income imbalance, and emotional baggage on both sides, can they find common ground—or is it time to walk away?

In this episode we uncover:

• Taylor’s strict financial boundaries—and why Hayden feels constantly judged by them

• The…