73. “I earn almost twice as much as my fiancé, but I make him split the rent” (Part One)

Angela (31) and David (34) thought they’d built a future on $200,000 in crypto. Instead, they lost it all—and now they’re living in David’s childhood home with his mom. Angela dreams of traveling to C...

21 Okt 20251h 35min

Amy (32) and John (40) are raising two young kids in Canada, earning a solid $155,000 a year. But with $768,181 in debt and fixed costs at 168% of their income, every month feels like a losing battle....

14 Okt 20251h 43min

Christine (47) and Thad (57) have been together for more than six years, but instead of building wealth, they’re buried under nearly $340,000 of debt. Christine, the self-appointed “CFO,” is exhauste...

7 Okt 20251h 38min

Kristen (30) and Josh (36) married just last year, but their honeymoon phase is buried under $40,000 of debt and a sense of being “trapped.” Kristen is meticulous, tracking every dollar and carrying d...

30 Sep 20251h 38min

Jason (38) and Katie (36) thought buying their dream home in Minnesota would be the start of a new chapter. Instead, they’re buried in debt, daycare bills, and the pressure of raising a new baby while...

23 Sep 20251h 20min

Laura (34) and Cameron (38) earn over $200,000 a year and save thousands each month, yet every decision feels like a crisis. Laura, a first-generation Mexican American, grew up in financial chaos an...

16 Sep 20251h 35min

Lashan (50) and David (49) have been married for nearly two decades, raising three children and building stable government careers. But when health complications and a sudden return-to-office mandate ...

9 Sep 20251h 37min

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 ...

2 Sep 20251h 32min