Mar 17
Why Budgeting Fails for High Earners (And Why Your Money Still Feels Messy)
You make good money. You’re saving, investing, and doing the things you’re supposed to do. And yet when you look at your bank account or credit card statement, your money still feels messy. Where did it all go? A lot of high earners assume the problem is budgeting. If they could ... Show More
30m 33s
Mar 12
The Future of Personal Finance: How AI Will Change Credit, Advice, and Access with Experian’s Dacy Yee
What will personal finance actually look like five years from now? Will we all have AI money assistants? Will financial advisors still exist? And could technology finally make managing money easier instead of more overwhelming? In this episode, Shari Rash sits down with Dacy Yee, ... Show More
34m 35s
Mar 10
Designing Your Next Chapter: The Financial Moves That Make It Possible
You’ve done the hard part. The debt is gone, the systems are running, the savings are building, and your financial life is finally stable. But once the question of “Am I okay?” quiets down, a new one tends to show up in its place: What do I actually want my life to look like now? ... Show More
37m 5s
Oct 2024
Friday Flight - Fitness Inflation, Feasting for Less, & Debt Derailment #897
Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ah ... Show More
37m 21s
Apr 2025
The Savings Expert: They're Lying To You About Buying A House! Tariffs Are About To Skyrocket Cost Of Living! Here's The Truth About America Collapsing!
Is buying a house the biggest financial mistake you could make right now, and will the next Great Depression hit even harder? Morgan Housel reveals the real story. Morgan Housel, partner at Collaborative Fund and bestselling author of ‘The Psychology of Money’ and ‘Same As Ever’, ... Show More
2h 15m
Jun 2025
241. If You’re Disillusioned with Politics, Listen to This (How 25-Year-Old Deja Foxx is Not Letting Age Keep Her From Changing the World)
If you’ve ever looked at the state of politics and thought, “What’s the point?”—this conversation is the reminder you need. I sat down with powerhouse activist Deja Foxx, who at just 25 is running for Congress in Arizona’s 7th district. She’s not just talking about change—she’s o ... Show More
39m 33s
Apr 2025
226. The Secrets of the Travel Credit Card Game with Janelle on a Jet
If you've ever scrolled through Instagram wondering how your favorite creators are jet-setting to Paris, sipping cocktails in Bali, or scoring first class seats—all “for free”—and thought, "How the hell are they doing that?”, this episode is your step-by-step guide. I sat down wi ... Show More
1h 29m
Aug 2025
WE BACK - Frugal Fun, Travel Tips, & Sabbatical Takeaways #1019
Finally… a freshie! We’re done with bestie episodes for the summer and are excited to sit down and fill everyone in on what we’ve been up to for the past six weeks. We recount how lucky and blessed we are to be able to take a break from our 9-5, share some of our favorite ways we ... Show More
35m 27s
Jul 2025
millionaire mindset: taking risks
If you’ve been quietly collecting advice, saving resources, and sitting with the weight of your own potential, but too scared to actually take action––this episode is your invitation to move. Today kicks off our brand new millionaire mindset series. But it’s not about becoming a ... Show More
36m 36s
Aug 2025
Money Diaries, Career Breaks, and Owning Your Financial Story with Lindsey Stanberry
This week, Sim sits down with Lindsey, the creator of the cult-favorite Money Diaries, to uncover the fascinating truths behind how women really spend and talk about money. They explore why financial transparency is still taboo, how values shape spending, and what it takes to con ... Show More
35m 18s
Sep 2025
Does The American Dream REALLY Costs $5 Million? (SB1741)
Think the American Dream is slipping out of reach? Think again. In this episode of The Stacking Benjamins Show, Joe Saul-Sehy, OG, and Neighbor Doug tackle one of the biggest financial questions of our time: how much does it really cost to live the life you want — and is it still ... Show More
1h 4m
Are Americans sacrificing their financial future for Instagram-worthy experiences? Not quite.
In this episode, Mary Hines Droesch, head of Consumer, Small Business & Wealth Management Banking at Bank of America reveals surprising data about how consumers are navigating the tension between rising living costs and their desire to travel and attend live events ... Show More
