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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 feels frustrated by the endless debates over
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, they’ve been repeatedly digging themselves
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, while Eliza avoids spending altogether
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’re stuck in a cycle of mindless spending.
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 future. Their lack of financial foresight
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 couple can’t seem to identify where the
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-guessing their financial situation. Dill
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 on building her future, while Justin shar
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 chance to speak to a couple after their ep
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 looking back on their original conversation,