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
Jun 16
265. "We spend 179% of what we make. Are we screwed?"
Ramit Sethi of I Will Teach You To Be Rich talks to Melissa and Taryn, a married couple in their 40s living in Los Angeles with five children. They have a net worth of over $700K, nearly half a million invested, and a successful business, but their finances are on the edge. After ... Show More
1h 52m
Jun 9
264. "We’re worth $4M. Why is she so terrified to spend?"
Ramit Sethi of I Will Teach You To Be Rich talks to J and Ana, a couple in their early 40s with three children who have built nearly $4 million in net worth through decades of hard work, saving, and real estate investing. On paper, they are in an incredible financial position. Th ... Show More
1h 51m
Jun 2
263. "We spend 102% of what we make. Will we ever stop drowning?"
Ramit Sethi of I Will Teach You To Be Rich talks to Freya and Blake, a couple in their mid-40s with two young children who are facing one of the most urgent financial situations we’ve seen on the show. Together, they earn around $143K a year, but their fixed costs are at 102%, th ... Show More
1h 40m
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
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
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
Jun 2025
How to Be Lucky in Love with Francesca Hogi
#294: Ready to be lucky in love?Today I’m sitting down with Francesca Hogi, former corporate lawyer turned matchmaker turned love coach. She’s also an author, TED Speaker, and host of the relationship podcast Dear Franny where she facilitates uncommon questions about love.Frances ... Show More
44m 46s
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