Episode 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 hi
Episode 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 […]
Episode 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 purch
Episode #198: “I work 7 jobs but can’t get ahead. Are we doomed?”
Juan (43) and Amber (40) feel behind on their retirement plans after years of prioritizing travel and expensive hobbies over investing. Juan, who grew
