
197. “I thought he was the problem… but it’s me?!”
Live from the House of Blues in Chicago, Ramit coaches Evelyn and Mike (41). Despite their successful careers, money is a constant source of tension. Evelyn scrutinizes every purchase, while Mike feel...
25 Helmi 20251h 28min

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 Helmi 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 Helmi 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 Helmi 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 Tammi 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 Tammi 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 Tammi 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 Tammi 20251h 25min




















