Yesterday
253. "I’m 53, exhausted, and still living paycheck to paycheck"
Ramit Sethi of I Will Teach You To Be Rich talks to Tania and Mike who are in their 50s, married 21 years, and earning over $225,000 a year. By most measures, they should be fine. But they’ve been trapped in the same debt cycle for two decades. Cashing out 401(k)s, borrowing from ... Show More
2h 2m
Mar 17
252. "I’m 35, in debt, and spend everything I make"
Ramit Sethi of I Will Teach You To Be Rich talks to Lina, 35, and Mike, 28, a married couple living in South Florida with their 8-month-old son. Despite earning almost $200,000 annually, they've been entangled in debt since their wedding three years ago. They consistently make pl ... Show More
1h 32m
Sep 2025
The debt trap, combining finances & why you shouldn’t rent w/ Rachel Cruze
Rachel Cruze, best-selling author and daughter of Dave Ramsey, joins Matt & Abby to spill money tips every couple needs to hear. From combining finances and crushing debt to car payments, renting, and teaching kids about money, this episode is packed with practical advice you can ... Show More
59m 58s
Oct 2025
Financial Expert: Passive Income Is A Scam! Post-Traumatic Broke Syndrome Is Controlling Millions!
Morgan Housel, global expert on personal finance, shares powerful lessons on Warren Buffett’s hidden struggles, Elon Musk’s sacrifices, money trauma and financial habits, how to invest wisely, and the psychology behind saving, spending, and success. Morgan Housel is a partner at ... Show More
2h 7m
Sep 2025
Money Is Emotional: Values-Based Spending, Social Pressure, and Financial Confidence with Jack Howard (of Ally Bank)
Financial wellness isn’t just math—it’s mindset. Today, Jack Howard, strategic program and communications lead at Ally and secretary of the Ally Charitable Foundation, joins me to unpack money psychology, values-based spending, and why “financial confidence” has very little to do ... Show More
50m 7s
Aug 2025
250. How Much Money Do I Need to Feel Safe?
I asked our audience one simple question: How much money would you need to feel rich? What I didn’t expect was a tidal wave of answers that weren’t just about income—they were about identity, survival, trauma, and the deep psychology of money. In this episode, I’m digging into th ... Show More
29m 43s
Edward (38) and Ellen (30) live in Hawaii with their young daughter and a new baby on the way. With a net worth of over $2 million, their finances look strong on paper, but behind the scenes, their marriage is strained by control, fear, and trust issues around money.
Edward manages every dollar, while Ellen has to ask for “permission” to spend, even on bas ... Show More
