Monica (36) and Michael (33) have been married just over a year and are navigating the pressures of new parenthood—but Monica feels like she’s doing it alone. She pays the rent, covers childcare, and works a demanding job, while Michael juggles three jobs and carries shame about his income and past financial mistakes—including an eviction he never told her a ... 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
Feb 2025
The Prescription for More Joy, Deeper Relationships, and Letting Go Of Perfection with Dr. Tiffany Moon
What if everything you’ve worked for still doesn’t bring you happiness? In today’s episode, I sit down with Dr. Tiffany Moon, an anesthesiologist, entrepreneur, and former Real Housewives of Dallas star. She opens up about her journey from growing up as the daughter of immigrants ... Show More
1h 3m
Aug 2023
DBE 124: From Grief to Growth: How Your Mindset Can Transform Your Business With Lauren Furtado
In this episode of the Digital Business Evolution podcast, Jess is joined by CPA Lauren Furtado. Lauren, who has a wealth of experience in entrepreneurship and business, has overcome tremendous grief and emerged with a powerful mindset that drives her success. She is skilled at r ... Show More
52m 56s
Oct 6
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
Aug 19
How Victoria Devine Went From Hiding $40k Debt to Financial Freedom (And Lessons You Can Steal)
You know Victoria Devine as your finance hype girl… but for the first time ever, she’s sharing the part of her story you’ve never heard. The one where she was $40k in debt, lying awake at night wondering how on earth she’d dig herself out, and how she turned it all around. This w ... Show More
47m 2s
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