225. “We’re losing $5k/mo. Where is it all going?”
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
224. “I took on debt to help my family. Now she won’t marry me.”
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
223. “We make $81k/yr in our 30s. Is that enough?”
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 persona...
26 Aug 20251h 30min
222. “My husband is my 4th child. Will he ever help?”
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 tha...
19 Aug 20251h 35min
221. “I’m almost 40 and still living paycheck to paycheck”
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 ...
12 Aug 20251h 30min
220. “I carry the baby, the bills, and the stress”
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 ...
5 Aug 20251h 35min
219. “He’s so cheap it’s killing our joy”
Angela (52) and Brian (52) have been together since they were teenagers and have raised four kids. Now as they approach being empty nesters, they’re stuck in a sitcom-style standoff: Angela loves bar...
29 Jul 20251h 21min
218. “Our childcare costs are about to quadruple. Are we screwed?” (Part 2)
Last week, we met Dominique (33) and Chris (34)—a couple earning $180K a year, raising a toddler, and still living paycheck to paycheck. Dominique felt alone in managing their finances, while Chris st...
22 Jul 20251h 2min
