Anna (33) and Will (37) are married with two kids, including a young son who was born with a serious heart condition. Between unexpected medical expenses, emotional stress, and inconsistent financial planning, their savings have steadily drained—and now, they're spending more than they earn just to keep up. Will brushes off concerns, saying “We’re fine,” whi ... Show More
Oct 7
229. “I’m almost 50 and have nothing to show for my life”
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 exhausted from tracking every bill, while Thad avoids the details and spends freely. Thei ... Show More
1h 38m
Sep 30
228. “I’m 30, broke, and tired of budgeting”
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 deep guilt around spending—even on herself. Josh, meanwhile, shrugs off the stres ... Show More
1h 38m
Sep 23
227. “We bought our dream house. Now we’re drowning”
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 working demanding creative jobs in an industry threatened by AI. Despite earnin ... Show More
1h 20m
Dec 2024
203. How to Afford Everything (Even Grad School!) and Building Financial Resilience with Dr. Darla Bishop
What does it take to turn long-standing financial trauma into a sustainable path toward stability and control over your money? In today’s episode, I’m chatting with Dr. Darla Bishop, aka “The FinanSis,” about just that as she takes us through her story of navigating financial and ... Show More
1 h