Ramit Sethi of I Will Teach You To Be Rich talks to Kate (45) and Keith (53), who split their time between Maine and Hawaii, living what looks like a dream life. They’ve inherited wealth, run two small businesses, and have nearly $2 million in net worth. But with only $30,000 in annual income, they live in fear of spending—and cover their shortfall by dipping into savings. Kate, recovering from long COVID, handles the finances but feels unworthy of her money. Keith, who once filed for bankruptcy, avoids money conversations entirely and worries he’ll be seen as a freeloader. Their roles are clear—one over-responsible, one disengaged—and their financial anxiety keeps them stuck. They say they want to travel, be generous, and enjoy their Rich Life. But, how do you build a Rich Life when you’ve been taught to feel ashamed of the money you have? 💡 RAMIT’S PODCAST NEWSLETTER * I share new ways to think about money every Saturday. Get the emails here: https://iwt.com/podcastnewsletter 🙌 GET HELP FROM RAMIT SETHI * Order my new book: Money for Couples: https://iwt.com/moneyforcouples * Take control of your money with the Conscious Spending Plan: https://iwt.com/csp * Optimize your credit cards with the 1st chapter of my book: https://iwt.com/chapter1-pod * Join my Money Coaching program for monthly help: https://iwt.com/moneycoaching * Listen to my book—now on Audible: https://amzn.to/48zko28 * Get detailed breakdowns of my readers' spending every Saturday in my newsletter at iwt.com/podcastnewsletter 🤳 CONNECT WITH RAMIT SETHI * Instagram: https://www.instagram.com/ramit/ * X: https://twitter.com/ramit ✅ SUBSCRIBE SO YOU DON’T MISS ANY EPISODES https://youtube.com/user/ramitsethi/featured/ THIS EPISODE IS BROUGHT TO YOU BY Facet | Facet is waiving their $250 enrollment fee for new annual members, and for my audience, Facet is offering $300 into your brokerage account if you invest and maintain $5,000 within your first 90 days. Head to https://facet.com/ramit to learn more about which membership option is best for you. Ramit Sethi is not a member of Facet, and has an incentive to endorse Facet as he has an ongoing fee based contract for cash compensation based on this endorsement. All opinions are his own and not a guarantee of a similar outcome. If you and your partner have a money issue and you want my help, I occasionally select a couple to work with, free of charge. Apply for my help here: https://iwt.com/apply ⏩ CHAPTERS (00:00:00) “I don’t want to ask for permission to spend $50” (00:07:25) Ramit breaks down their numbers (00:14:27) “I don’t feel worthy of having this money” (00:34:27) Scarcity, guilt, & silence—money lessons their parents never meant to teach (00:38:50) “What if we stopped living by someone else’s script?” (00:51:43) Rewriting the roles of control and trust in their relationship (00:57:02) Is it the right time for a big purchase–or a bigger conversation? (01:00:06) What happened to all this money?