Podcast Episodes

“I’m almost 50 and have nothing to show for my life”

Episode 229

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…

Published on 9 hours ago

“I’m 30, broke, and tired of budgeting”

Episode 228

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 …

Published on 1 week ago

“We bought our dream house. Now we’re drowning”

Episode 227

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 whil…

Published on 2 weeks ago

“She’s chasing FIRE. I want to enjoy life now.”

Episode 226

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…

Published on 3 weeks ago

“We’re losing $5k/mo. Where is it all going?”

Episode 225

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…

Published on 4 weeks ago

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

Episode 226

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…

Published on 1 month ago

“We make $81k/yr in our 30s. Is that enough?”

Episode 223

Becca (35) and Nikki (31) are planning their wedding, but they’re already struggling with how to merge their money. Becca, a rock climbing guide with a variable income, has thrown herself into person…

Published on 1 month, 1 week ago

“My husband is my 4th child. Will he ever help?”

Episode 222

Fernanda (44) and Jorge (48) have been married for nearly 25 years, raising three children, including one with lifelong special needs. Despite earning $130,000 a year, they consistently spend more th…

Published on 1 month, 2 weeks ago

“I’m almost 40 and still living paycheck to paycheck”

Episode 223

Romy (38) and Travis (37) are a married couple living in Cape Town—but despite earning over $130,000 a year, they’re constantly running on empty. Romy feels the crushing weight of managing everything…

Published on 1 month, 3 weeks ago

“I carry the baby, the bills, and the stress”

Episode 220

Monica (36) and Michael (33) have been married just over a year and are navigating the pressures of new parenthood—but Monica feels like she’s doing it alone. She pays the rent, covers childcare, and…

Published on 2 months ago