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

55 snips

Sep 2, 2025

Rachel and Pierre's relationship is on the rocks due to Pierre's $60,000 debt from a failed business. Rachel, cautious about finances, demands a clear plan before marriage, highlighting stark differences in their debt perspectives. Emotional ties to money shape their communication challenges, with Pierre feeling obligated to support family despite the burden. As they navigate cultural expectations and past experiences that impact their financial decisions, Ramit steps in with strategies to tackle the debt and foster open dialogues for a healthier relationship.

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INSIGHT

Debt As A Relationship Dealbreaker

Rachel will not accept a marriage proposal unless Pierre addresses his $60,000 debt or presents a clear plan.
The couple’s core conflict is less about numbers and more about trust and responsibility.

ANECDOTE

Debt From Family Business Failure

Pierre took on business credit card debt to cover his family’s share of rent and then shut down the vape shop.
He views the debt as sacrifice and responsibility rather than a personal failure.

ANECDOTE

From Stellar Credit To Judgement

Pierre was debt-free for 30 years before opening the vape shop which later failed under regulatory pressure.
The shop's closure left him with large unpaid balances and a court judgment from Amex.

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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 obligation

• Rachel’s painful history with her mother being scammed out of $60,000

• The tension between investing for the future versus paying off past mistakes

• How cultural expectations and family loyalty complicate Pierre’s decision-making around money

• The breaking point: Rachel admits she cannot say yes to a proposal without a clear plan for the debt

• Ramit’s game plan to get the debt paid off—the right way

Chapters:

(00:00:00) “If you don’t handle this debt, I won’t marry you”

(00:19:50) Ramit breaks down their numbers

(00:27:25) “Happy wife, happy life” — but what about the debt?

(00:41:53) He took on debt for his family — but at what cost to his future?

(00:55:01) “I don’t ask my dad for money… and I don’t ask Pierre either”

(01:07:31) How small sacrifices can open the door to big changes

(01:23:21) Logistics are a big turn on

(01:30:50) Where are they now? Rachel and Pierre’s follow-ups

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Links mentioned in this episode

• Get tickets for my next live events—September 14 in Atlanta and September 26 in Los Angeles—at https://iwt.com/events

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