
196. “He used to help me with debt…Now he’s making it worse”
Frank (29) and Jill (33) are parents of two young kids and are trapped in a vicious cycle of overspending and debt. With fixed costs eating up 107% of their income and $25,000 in credit card debt, th...
18 Feb 20251h 37min

195. “Her socks have holes but she's too cheap to buy new ones”
Matt (34) and Eliza (32) have spent years prioritizing investments, setting themselves up for a secure retirement—but now, they struggle to enjoy spending money. Matt deprives himself when they go out...
11 Feb 20251h 24min

194. “$0 savings, $0 investments. Is it too late for us?” (Part 2)
On last week’s episode, we met 38-year-old LaKiesha and 45-year-old James, a couple struggling to get on the same page financially. With no savings, no investments, and deep-rooted money fears, they’r...
4 Feb 20251h 14min

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




















