Ramit Sethi of I Will Teach You To Be Rich talks to Vanessa (48) and George (59). They’ve been married for five years and run two businesses together, but still keep their finances separate, leading to recurring tension, resentment, and financial instability.
Vanessa is a risk-tolerant entrepreneur who sees money as a tool for growth. George is nearing retirement, risk-averse, and clings to financial security. They split everything 50/50, even when Vanessa stopped drawing a paycheck from their business. Now, with $482K in debt and $28K in savings, George’s retirement is looming, making their financial foundation feel unstable. His fear-based money spirals derail productive conversations, while Vanessa feels alone, unsupported, and afraid their misalignment could threaten their future.
Can they learn to trust each other, merge their financial lives, and build a shared vision before retirement kicks in?
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⏩ CHAPTERS
(00:00:00) “His approach to money makes me feel alone”
(00:10:29) When trust in business doesn’t translate to marriage
(00:20:46) Why is money the only thing that doesn’t flow?
(00:29:08) “He absolutely trusts me… except with our personal money”
(00:36:51) “Can you help me pay off this credit card?”
(00:49:28) Ramit breaks down their numbers
(00:57:19) The guilt of spending what you can’t see
(01:12:39) Reimagining retirement as their Rich Life
(01:30:12) Where are they now? Vanessa and George’s follow-ups