224. “I took on debt to help my family. Now she won’t marry me.”

Rachel (31) and Pierre (42) have been together for four years, building a loving and stable life in Brooklyn. But one issue is holding everything back: Pierre’s $60,000 in debt from a failed business he started to support his family. His plan is to wait it out, hoping the problem disappears. But Rachel is unwilling to move forward towards marriage until there’s a plan in place. To her, his passive approach feels like a warning sign for their future together. Can Ramit help them face the reality of this debt, make a plan, and build a shared vision? In this episode we uncover: • Why Rachel vowed never to date someone with debt—and why she chose to date Pierre anyway • Pierre’s family vape shop business collapse and the $60,000 in debt he took on to try to save it • The stark difference in how each partner views the debt • Why Pierre believes ignoring the judgment is a valid strategy • Rachel’s habit of minimizing her own fears • How Pierre’s family history shaped his own sense of...