Courtney (40) and Ray (41) have spent their entire adult lives in the structure of military life—but with retirement on the horizon, they’re about to face a future filled with choices for the first time.
For Ray, that means walking away from the rank, routine, and pension he’s built for over 20 years and entering a civilian job market he knows little about. ... Show More
Yesterday
216. I track every penny. He gambles. Should I marry him?
Taylor (29) is a high-earning dentist with a strict savings plan and deep-rooted fears about financial instability. Hayden (25) earns $24K a year, has a history of gambling and financial dishonesty, and struggles with budgeting. They live together, but their vastly different mone ... Show More
1h 17m
Jul 1
215. “He wants a house, I don’t want to go bankrupt.”
Athena (31) and Arie (30) are newly married and dreaming of buying a home, starting a family, and traveling the world. But their finances—and philosophies—don’t align. Athena’s upbringing was defined by instability and strict religious messaging around money; Arie’s was middle-cl ... Show More
1h 35m
Jun 24
214. “I’m 45 but my parents still control my money”
Kate and Keith have spent years afraid to spend—until now. In Part 2 of this conversation, Ramit investigates the $5 million missing from Kate’s trust fund and uncovers decades of poor returns, excessive fees, and emotional avoidance. As the truth comes out, Ramit challenges them ... Show More
1 h
Mar 2025
223. The Job Hunting Guide to 2025 with Erin McGoff
If you're job hunting in 2025, this is the only job-hunting podcast episode you’ll ever need. Seriously. I’m sitting down with Erin McGoff––award-winning career educator, content creator, and the founder of AdviceWithErin, to break down exactly how to stand out and land the job o ... Show More
1h 29m
Apr 1
Strategies for Living an Unconventional Life with Ingrid Alm
Is it time to rethink the “rules of life?” What if you could redefine success, family, and adventure on your own terms? Ingrid Alm is an adventurer, writer, and mom who has made it her mission to challenge the conventional rules of life. Ingrid has walked, paddled, and biked thou ... Show More
1h 10m
Nov 2024
Introducing: My So-Called Midlife with Reshma Saujani
This week I’m excited to tell you about My So-Called Midlife, a new podcast by Reshma Saujani and Lemonada Media. “Is this it?” That’s the question that host Reshma Saujani asks herself daily. She’s the founder of two successful nonprofits, she’s married to a great guy, and she’s ... Show More
41m 27s
Jul 2024
Money Matters | Don’t Make These Common Mistakes - 1108
This is a really important episode you should listen to with your significant other, partner, and probably your kids, too. Chalene and Bret Johnson will be answering questions about money, investing, getting out of debt, and whether you should buy a house or keep renting. Have we ... Show More
50m 55s
Jul 2024
What Attracts Us To Our Work vs What Keeps Us There
We are driven to our work for many reasons. Those reasons we go into the job, the career, or the business are what dictate our overall happiness and success, yet most of us go after it for the wrong reasons, and suffer for it. This is a show anyone working will want to listen to, ... Show More
1h 16m
Aug 2024
Navigating Your Twenties: How to Stop People Pleasing, Take Control of Your Bad Habits, Find What Makes You Happy & *ACTUALLY* Follow Your Dreams
This week's episode Kenzie sits down with Twenty Whatever to record another episode on navigating your twenties. The girls are talking financial literacy, relieving stress, following your dreams, taking the harder path, how to stop people pleasing, and following your dreams. ENJO ... Show More
51m 26s
Dec 2024
Money, Money, Money: An Interview with Kari LaRocco
Ready to kick off 2025 with a financial glow-up? This week, Galey chats with the fabulous Kari Larocco—wealth advisor, Forbes favorite, and Ironman finisher—about making money moves that matter. Kari shares how small changes can have a big impact, like building a strong credit sc ... Show More
58m 20s
Apr 21
227. How to Stop Caring What People Think with Mel Robbins
You know that little voice in your head that says, “What will they think?” The one that’s held you back from hitting publish, setting a boundary, or even just being yourself? Yeah, we’re done with that. In this episode, I sit down with the iconic Mel Robbins to talk about how to ... Show More
1h 25m
Feb 2025
Is Marriage Even Worth It?? Dr. John Delony on Why We’re Miserable + His Insane Stories from Calls He's Gotten
Dr. John Delony, emotional and mental health expert, author, and host of the John Delony Show, joins us to talk about some pressing topics… Is marriage still worth it? Why are people so unhealthy? Have we become too soft and sensitive? and he gives professional advice on some of ... Show More
1h 7m