193. “I’ve filed for bankruptcy twice. Will I ever stop spending?” (Part 1)
Despite their best intentions, LaKiesha (38) and James (45) have fallen into a cycle of overspending—convincing themselves that wants are needs and that enjoying money now outweighs planning for the f...
28 Jan 20251h 14min
192. “We spend 98% of what we make—Where is it all going?”
Justin (40) and Deepika (32) are stuck in a frustrating financial loop: despite their high income, they feel like they’re living paycheck to paycheck. Deepika dreams of buying a house someday, but the...
21 Jan 20251h 37min
191. “My wife doesn't respect me because she earns 5x more”
Dillon (30) and Carrie (29) are navigating a tricky dynamic in their relationship: income disparity. Carrie works in tech, earning a high salary, but her anxiety about money has her constantly second-...
14 Jan 20251h 30min
190. “Is our relationship going to end on air?”
Justin, 38, and Maggie, 34, join the show to unpack a growing tension in their relationship—her hesitation to combine finances. Maggie spent her twenties traveling the world and is now laser-focused o...
7 Jan 20251h 25min
189. “People definitely called me out”: Nate & Serena return 2 years later
This week we are back with part two of Nate and Serena's follow-ups. Their original appearance on episodes 73 & 74 are some of our favorite episodes of the podcast, and it is very rare that I get a ch...
31 Des 20241h 57min
188. “She makes 2x but wants me to treat her” Nate and Serena return
What happens to the couples that I’ve spoken to months, even years ago? It’s time to find out in our first follow-up episode, featuring Nate and Serena from episodes 73 & 74 of the podcast. We're l...
24 Des 20241h 26min
187. “We’re worth $87M, Why are we arguing over credit card bills?”
David (36) and Victoria (35) have been married for two years, yet their finances are largely separate. David is a startup founder—cash strapped and optimizing his monthly take home pay. Victoria is a ...
17 Des 20241h 26min
186. “Was it a huge mistake to sell our house?”
Meet Ava, 36, and Chris, 38. When it comes to their finances, they do not see eye to eye; and they’re stuck in a cycle of overspending. Ava is a worrier who uses a labor-intensive ledger to track expe...
10 Des 20241h 22min
