Today’s episode takes us to New York City, where I sit down with not two, but three couples live on stage at my Money for Couples event.
First, meet Antonio (23) and Devonta (23), a young couple who in their 20s are already ahead of the game—earning money while finishing their degrees, having real conversations about finances, and even purchasing a home toge ... Show More
Oct 7
229. “I’m almost 50 and have nothing to show for my life”
Christine (47) and Thad (57) have been together for more than six years, but instead of building wealth, they’re buried under nearly $340,000 of debt. Christine, the self-appointed “CFO,” is exhausted from tracking every bill, while Thad avoids the details and spends freely. Thei ... Show More
1h 38m
Sep 30
228. “I’m 30, broke, and tired of budgeting”
Kristen (30) and Josh (36) married just last year, but their honeymoon phase is buried under $40,000 of debt and a sense of being “trapped.” Kristen is meticulous, tracking every dollar and carrying deep guilt around spending—even on herself. Josh, meanwhile, shrugs off the stres ... Show More
1h 38m
Sep 23
227. “We bought our dream house. Now we’re drowning”
Jason (38) and Katie (36) thought buying their dream home in Minnesota would be the start of a new chapter. Instead, they’re buried in debt, daycare bills, and the pressure of raising a new baby while working demanding creative jobs in an industry threatened by AI. Despite earnin ... Show More
1h 20m
Apr 2025
228. The Most Important Financial Decision You'll Ever Make (That NO ONE Talks About)
Worried about the stock market or a possible recession? Register for our FREE 'Don't Panic' workshop for your 3-step plan for financial security in 2025: herfirst100k.com/SOS We spend so much time stressing over budgets, investments, credit scores—basically, all the numbers. But ... Show More
48m 56s
Sep 30
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
Aug 1
"How Much Dollars Should I Spend on My Wife?" Questions from Real Kids
📙 Order my book, Breaking Free From Broke, or listen on audiobook. Ever wonder why there are faces on money? In this episode, I’m answering money questions like that from real kids—and some of the answers might surprise you. Next Steps: • 🎥 Watch my video This One Number Determ ... Show More
19m 59s
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
1 h
Sep 16
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