Katie (28) and Robin (35) live together in Tennessee and are planning a wedding. They earn a combined $386K, but don't split bills proportionally—even though he makes three times more. She feels judged, lies about spending, and recently racked up credit card debt after secretly booking a ski trip for his birthday. He’s investing $8K/month while she’s barely breaking even.

As they discuss a prenup and her plan to quit her job for grad school, deep questions arise: Can they truly combine finances? Can she stop people-pleasing? Can he be more generous? Ramit helps them untangle power dynamics, rebalance the split, and build a shared vision for money—before resentment derails their future.

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Produced by Crate Media.