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
Apr 21
257. "We really want a house - but have $0 in savings"
Molly and Jason are 45 and 46, living together with a 2-year-old daughter. They earn $142,000 a year combined. They have $0 in savings, $46,000 in debt, and a net worth of just $4,842. They dream of buying a house, investing in real estate, and retiring early. But when Ramit open ... Show More
1h 49m
Apr 14
256. "We moved abroad for fun. Now we can’t afford to leave"
Liza and Bradford earn $120,000 a year as expats in Colombia, South America. They have three kids, $273,000 in net worth, and by the standards of expat life, they live well. But they have $1,500 in savings, no savings rate, and a line of credit they treat like a rainy day fund. A ... Show More
1h 53m
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
Sep 2025
256. The #1 Money Mistake Couples Make (and How to Avoid It!) Tori's Episode of Here Comes the Drama with Christa Innis
When it comes to love, weddings, and money — things can get messy. In this special episode, we’re re-releasing a conversation I had on the Here Comes the Drama podcast with Christa Innis, to talk about one of the most common (and costly) mistakes couples make: avoiding real conve ... Show More
55m 13s
Dec 2024
203. How to Afford Everything (Even Grad School!) and Building Financial Resilience with Dr. Darla Bishop
What does it take to turn long-standing financial trauma into a sustainable path toward stability and control over your money? In today’s episode, I’m chatting with Dr. Darla Bishop, aka “The FinanSis,” about just that as she takes us through her story of navigating financial and ... Show More
57m 4s
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
Apr 2025
228. The Most Important Financial Decision You'll Ever Make (That NO ONE Talks About)
We spend so much time stressing over budgets, investments, credit scores—basically, all the numbers. But what if I told you the biggest financial decision you’ll ever make isn’t about money at all? In today’s episode, I’m getting real about the one life choice that will shape eve ... Show More
46m 56s
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
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. Dillon, a PhD student living on a $40K annual stipend, is growing increasingly frustrated with Carrie's dismissive comments ... Show More
