May 12
260. "We’re in our 40s and forgot to invest. Are we screwed?"
Ramit Sethi of I Will Teach You To Be Rich talks to Nicole and Shane, an engaged couple in their forties getting married in just 11 days. Together they earn $241,000 a year, have a net worth of $588,000, and hold $265,000 in savings, but their financial lives are still tangled. N ... Show More
1h 52m
May 5
259. "We’re worth $1.5M but I refuse to buy new pants"
Ramit Sethi of I Will Teach You To Be Rich talks to Mikaela and Dave, both in their early thirties, parents of two young children, and earning an impressive $278,000 a year. Despite a net worth nearing $1.5 million, they struggle to spend money, even on necessities. Mikaela wears ... Show More
1h 46m
Apr 28
258. "We had $900K. Now we’re $100K in debt"
Ramit Sethi of I Will Teach You To Be Rich talks to Kristina and Erin, a married couple who have been together for 10 years, raising two children in Toronto. They make good money, but they have no system for their finances, which has led to years of avoidance. They've accumulated ... Show More
1h 33m
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
Jul 2024
Dealbreakers, Alcoholism, Inheritance Money and Defining Your Own Wedding Experiencing (WWYBD?!)
Ep 184: It’s the last Friday of the month, so you know what that means - a new WWYBD (what would your bestie do) episode, where we answer listener-submitted questions. Listeners can submit questions any time via our website, and then we pull questions to fit a specific theme.Cear ... Show More
37m 33s
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
