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
Nov 18
235. "Can we pay off this debt faster?" (Part 2)
Imani (52) and Michael (65) return for Part 2—and this time, Ramit pushes them to find out how fast they can turn things around.
After years of miscommunication, mounting debt, and emotional exhaustion, they’ve finally started tackling their finances together. But when Facet’s ... Show More
1h 24m
Nov 11
234. "We have $100k+ in debt. Will we ever enjoy life?" (Part 1)
Imani (52) and Michael (65) have been married for 24 years—and they’re drowning in nearly $126,000 of consumer debt despite earning over $250,000 a year. Imani, a disciplined attorney who tracks every dollar, feels trapped by Michael’s unchecked spending on electronics and his la ... Show More
1h 10m
Nov 4
233. “I save while she spends on vacations. Is this fair?”
Samantha (36) and Kevin (41) have been together for seven years, but their financial lives couldn’t look more different. He’s a high earner with $800,000 in investments and a paid-down mortgage. She’s still carrying student loans, car payments, and lingering shame about being “be ... Show More
1h 38m
Jul 2025
Mini Retirements: How to Take a Break Sooner That Could Also Boost Your Career and Income with Jillian Johnsrud
#239: Why wait until you're 65? It's feasible for almost anyone to take a mini retirement and when done right, it can also fast-track your career and income. Learn how to plan one, negotiate time off, manage costs, avoid pitfalls, and make it work if you’re self-employed. Plus, w ... Show More
1 h
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
<p>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 ... Show More
51m 26s
Jul 2025
Your Future Self is Begging You To Listen to This Episode (Let's Talk How Much Super You'll Really Need)
Trying to figure out how much super you actually need? Yep, it’s confusing. With all the numbers, charts, and retirement buzzwords flying around, it’s no wonder most of us throw it in the “deal with it later” pile. But future you? They’re going to be so glad you tuned in. This we ... Show More
39m 58s
Apr 2025
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 22m
Jan 2025
#896 - 3.25M Q&A - Marriage Plans, Beautiful Women & Chris Bumstead
I hit 3.25 million Subscribers on YouTube!!
To celebrate, I asked for questions from YouTube, Twitter and Instagram, so here’s another 90ish minutes of me trying to answer as many as possible.
Expect to learn my thoughts on the Fin vs The Internet episode, what my favorite band I ... Show More
1h 41m