The Stacking Benjamins Show Cumulus Podcast Network

There’s another lawsuit brewing in the world of retirement planning. This time, participants in a 401(k) plan in California are raising concerns about how Qualcomm is handling the money forfeited when employees don’t complete their vesting schedules.
Vesting schedule? What’s that all about?
Today, we'll break down everything you need to know about vesting schedules, so you can navigate your job benefits with confidence. Whether you’re dealing with a vesting cliff or a staggered vesting schedule, we’ve got you covered. We’ll explain how they work, the taxes involved, how to plan around them, and how to think about any money that isn’t fully yours yet. Plus, for business owners, we'll discuss how to balance keeping talent with implementing vesting schedules. Get ready for a fun and informative session on one of the trickier aspects of financial planning!
In our TikTok minute, we’re sharing a clip from Fox News where a contributor predicts what will happen to the stock market if Trump is convicted after his recent trial. Spoiler: He was convicted. Let’s see if his prediction came true and how it might impact your money.
We also have a note from a fellow Stacker who thought, "I better call Saul...Sehy & OG." He’s worried about contributing to a Roth IRA because his income is too high. We’ll discuss strategies like backdoor Roth contributions, Roth 401(k) plans, and some of the tricky rules around Roth IRA conversions that can trip people up.
And of course, we’ll share a fun trivia question from Doug, sit on the back porch, and so much more!
FULL SHOW NOTES: https://stackingbenjamins.com/all-about-vesting-1530
For deeper dives with curated links, topics, and discussions, check out our newsletter, The 201, at https://www.stackingbenjamins.com/201
Enjoy!
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Unlocking the FinTech Disaster: What You Need to Know
You might not know it, but a huge number of people have their money trapped in a recent FinTech crisis. When the middleman company Synapse went bankrupt, it froze funds in many popular FinTech apps, including Yotta, a sweepstakes app that makes saving money fun. Will Yotta and other affected FinTech companies be able to return their users' money? What does this mean for the future of FinTech? Is more legislation on the way to prevent this from happening again? While new updates are rolling in daily, we’ll break down what we know and how it impacts your finances.
The Fascinating History of Banking
Later in the show, we'll dive into the history of banking with our mentor for the day, Paolo Zannoni. Paolo is the deputy chairman of Prada, a historian, and the former head of operations for Goldman Sachs in Russia. He'll reveal that while today's FinTech issues might seem new, they’re part of a repeating historical pattern. Learn how modern banking originated in Pisa, the relationship between banks and credit, how minting money sped up the creation of banks, and how banks and governments have collaborated for centuries.
Better Call Saul... Sehy and OG: Setting Savings Goals
In our Better Call Saul... Sehy and OG segment, a Stacker mom seeks advice on helping her twenty-year-old daughter set savings goals. The young woman is great at saving but isn’t sure what to save for. We always say, "Begin with the end in mind," but what if you don't know what "the end" looks like? We’ll discuss practical steps to find and set meaningful savings goals.
Plus...
Don't miss our memorable back porch discussions, Doug's always-entertaining trivia, and much more!
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For deeper dives with curated links, topics, and discussions, subscribe to our newsletter, The 201, at stackingbenjamins.com.
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Why aren't all big-money ballers able to pile up massive stacks of Benjamins? How come some average Joe earners can build significant wealth? On today's special roundtable episode, we dive into a blog post listing the top six reasons people who make big money can't save. One of the Top 100-rated financial planners by Investopedia in 2023, Elaine King, joined us. She's not alone, though. We also feature the creator of the award-winning blog Afford Anything, Paula Pant, and our own resident CFP, OG.
In the second half of the conversation, sponsored by DepositAccounts.com, we'll explore the actual benefits of relocating to save money.
Stick around for our year-long trivia competition inspired by our special guest, Elaine King's, home country of Peru.
FULL SHOW NOTES: https://stackingbenjamins.com/top-six-reasons-youre-not-rich-1528
Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201
Enjoy!
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Open AI recently survived a brutal firing/rehiring of their CEO and a complete board resignation. In the past, we've heard extensively from Sam Altman, the CEO of Open AI, but we haven't heard from the board. Today we use the words of a board member who's speaking openly for the first time to ponder the question, "Should YOU have a board of directors for your personal financial life?" We parse the words "board of directors" to determine what that really means, and we dive into how these relationships truly work. Should we except "hostile" advice from strangers? Should we consider our friends to be on our board casually? We explore all of these options and more on today's extended Wednesday headline discussion!
Of course, we feature a TikTok minute that you won't want to miss as one young woman discovers the true trap that taxes are on your ability to build wealth. Doug also supplies his amazing trivia, and of course, we also answer a call for help from a Stacker who thought, "I'd better call Saul...Sehy and OG."

FULL SHOW NOTES: https://stackingbenjamins.com/create-your-board-of-directors-1527
Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201
Enjoy!
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How much of your life is controlled by programming? If you're looking to make more money you have to look at what's blocking you today and transform yourself into an earning machine. It turns out that the key to earning more is right between your ears. Brandon Epstein works with top professionals (athletes, CEOs, entrepreneurs, and high-level executives) to help them achieve even more. You've heard us say many times that great people surround themselves with amazing individuals. Brandon IS that maker of amazing talent. He doesn't create talent. He teaches you how to tap the talent you know is waiting to be deployed. We'll talk about mental blocks, societal programming, identifying those blocks, and how to break free of them on today's podcast.
But before that we ask the question, can you trust online reviews? We not only walk through how many of your favorite sites are manipulating their review systems, but we also give you a better method to find and keep talented people around you (or amazing companies that you should work with). We also take a call from a Stacker who wonders how to invest money she's rolled over into her IRA, AND we dive deep on Doug's incredible trivia question.
FULL SHOW NOTES: https://stackingbenjamins.com/break-through-mental-blocks-achieve-success-1526
Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201
Enjoy!
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Maybe the key to achieving happiness doesn't lie in being perfect (financially-speaking). Today we dive deep into striking the balance between channeling your inner Warren Buffett/Jack Bogle/Scrooge McDuck hybrid and channeling your inner Neighbor Doug at the special Summer Slam-Bingo-Ladies Night down at the Sizzler. Joining us on today's special roundtable discussion are: the woman who’ll help you get out of being miserably in debt, award-winning author, Erin Skye Kelly; the guy who helps people be responsible with their future money, the host of the Inspired Money podcast, Andy Wang; and the Scrooge McDuck of this here podcast, OG.
In the second half of the show, sponsored by DepositAccounts.com, we dig into how to make money a fun topic. Does being a mega tracker bring you anxiety? If so, maybe you should focus on putting savings first and then spending what's left over.
Finally, be sure to stick around for Doug's Benjamin stack-related trivia.
FULL SHOW NOTES: https://stackingbenjamins.com/how-to-maintain-happiness-and-be-good-with-money-1524
Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201
Enjoy!
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