Jennifer (37) and Steve (41) have been dating for over five years, but they’ve never spent more than $100 on a shared purchase.
Jennifer is a self-made business owner with a clear vision for the future, while Steve is cautious, financially conservative, and still haunted by a turbulent past that included losing both parents and living out of his car. Despi ... Show More
Feb 24
249. "We have $2M. Why can’t we enjoy life now?"
Ramit Sethi of I Will Teach You To Be Rich talks to Chris and Heather, a couple aged 41 and 39 respectively, who, despite earning over $450,000 annually and boasting a $2.18 million net worth, feel like they're living paycheck to paycheck. Heather, an accomplished healthcare prof ... Show More
1h 45m
Feb 17
248. "Her spending scares me. Should we get married?"
Ramit Sethi of I Will Teach You To Be Rich talks to Cre and April, a couple of five years, aged 46 and 48. Cre lives a debt-averse life and has been methodically building her wealth. April, on the other hand, earns more than twice Cre's income but struggles with significant debt ... Show More
1h 42m
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
The 70% Rule to Make FASTER & Smarter Decisions (+ Find Your Tribe) with Kim Perell
What if the very thing you’re afraid of is the thing that sets you free? On stage at the Powerhouse Women event, I sit down with award-winning entrepreneur and best-selling author Kim Perell to talk about how she built a $100 million business from a $10,000 loan, the mindset that ... Show More
54m 37s
Sep 2025
How to Gain The Strategy, Exposure & High-Value Connections Your Business NEEDS
Sometimes you have to get out of your bubble to see what’s really possible. Chris just got back from eight unforgettable days in Italy with his brother, and he came home with some powerful lessons. In this episode, we talk about why stepping away from your business might be the v ... Show More
26m 13s
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
Sep 2025
3 Questions to Romanticize Your Life, Love, and Business
Chris and I have been leaning into connection rituals that help us romanticize our life, our marriage, and the businesses we’ve built. On a recent date night, we asked three questions that completely shifted our conversation, our energy, and the way we looked back on our week. In ... Show More
16m 26s