The Stacking Benjamins Show
StackingBenjamins.com | Cumulus Podcast Network
Named the Best Personal Finance Podcast by Bankrate.com and Kiplinger, The Stacking Benjamins Show features a light and friendly tone. Hosts Joe Saul-Sehy and OG aim to make financial literacy fun for all as they sit around the card table in Joe's Mom's half-finished basement and talk with experts about personal finance, saving, investing, and important money trends. As Fast Company once wrote, the Stacking Benjamins podcast "strikes a great balance of fun and functional." So join Joe and OG every Monday, Wednesday and Friday as they read your letters, discuss major headlines, and throw in some trivia and laughs for free.
Episodes
Mentioned books
11 snips
Sep 19, 2025 • 1h 8min
What Are YOU Worried About Financially? (LIVE From FinCon 2025) SB1737
Join financial wizards Paula Pant, founder of the Afford Anything podcast, Jesse Kramer, a savvy financial planner, and Matthew Tarr, co-host of the Coast by Couples podcast, as they tackle your biggest money worries live from FinCon! They explore the pros and cons of renting versus buying in today's market, share strategies for recession-proofing your investments, and delve into the complexities of healthcare for early retirees. Expect laughs and valuable insights as they emphasize community and smart financial decisions.
32 snips
Sep 17, 2025 • 1h 30min
David Gardner on Breaking the Rules of Investing (SB1736)
David Gardner, co-founder of The Motley Fool, introduces a refreshing take on investing. He emphasizes that breaking traditional rules can lead to greater rewards. Gardner discusses the evolution of investing and the importance of long-term strategies while hosting an engaging community focused on conscious capitalism. He shares personal insights about motivation and the significance of understanding company narratives. With a mix of humor and relatable anecdotes, this conversation illustrates that investing can be both meaningful and enjoyable.
8 snips
Sep 15, 2025 • 55min
How to Sidestep the 4 Culprits Wrecking Middle Class Retirement (SB1735)
Join Neighbor Doug, Joe's mom's neighbor who spices up the show with his trivia and humor, as they tackle the sneaky habits sabotaging middle-class retirement dreams. Discover why your home might not be a reliable retirement strategy and the peril of underestimating life expectancy. The conversation flows from ridiculous financial advice circulating online to why owning a cat could lead you into unexpected trouble. Expect laughs and valuable insights on staying financially fit for the future, all while enjoying light-hearted anecdotes!
10 snips
Sep 12, 2025 • 1h 4min
How Are You Creating Your Happiest Life? (SB1734)
Paula Pant, founder of the Afford Anything podcast, and Joel Larsgaard, co-host of the How to Money podcast, dive into the idea that money doesn't equal happiness. They discuss Benjamin Franklin's timeless wisdom and the importance of optimism for successful investing. The conversation meanders through topics like the surprising age happiness peaks, parenting pressures, and the key role of friendships in life satisfaction. Expect humorous anecdotes, relatable trivia from 1998, and insights on balancing financial goals with a fulfilling life.
10 snips
Sep 10, 2025 • 1h 14min
How to Lead (and Evaluate Good Leadership) with David Gergen (SB1733)
In this engaging conversation, David Gergen, a former White House advisor and Harvard professor, shares his insights on effective leadership cultivated over decades of service to U.S. Presidents. He emphasizes the importance of purpose and humility in leadership while revealing personal anecdotes from his experiences in the White House, including humorous moments and lessons learned. Gergen advocates for fostering new leaders amid today’s challenges and discusses how good leadership transcends perfection, blending practical advice with entertaining stories.
9 snips
Sep 8, 2025 • 1h 11min
Spotting the Sharks: 5 Red Flags Your Financial Advisor Might Be Waving (SB1732)
Discover the five alarming red flags that could mean your financial advisor is steering you wrong. Learn about the importance of fee transparency, and how to evaluate investment recommendations properly. The hosts share humor and historical tidbits while warning against speculative pitches and the pitfalls of so-called 'fun money' accounts. With practical tools and insights, this discussion will help you differentiate between trustworthy guidance and a wolf in sheep's clothing, all served with lighthearted banter.
10 snips
Sep 5, 2025 • 1h 5min
Outsmarting Unintended Consequences: How Good Money Moves Don’t Go as Planned (SB1731)
In this lively discussion, personal finance experts Jesse Cramer and Paula Pant explore the unexpected pitfalls of seemingly smart money moves. They shed light on how paying off debt can ironically lower your credit score and examine the chaos that can ensue from misguided budgeting tactics. The duo dives into the sneaky traps of credit card rewards and the unintended consequences of government programs. With practical tips and sharp insights, they help listeners navigate the financial maze while ensuring confidence in their choices.
7 snips
Sep 3, 2025 • 1h 16min
We Answer Your Awesome Questions: HSAs, Roth Conversions, Trusts, and More (SB1730)
Join Anna Allum, a CFP with a unique journey into finance, as she shares her insights on pressing money questions. Discover how to turn your HSA into a retirement tool, the right timing for Roth conversions, and essential details about trusts that could save you money. The conversation dives into the mental side of finances, highlighting the power of a positive mindset. Plus, enjoy some light-hearted humor about AI at fast food joints, proving that financial discussions can be both informative and entertaining!
15 snips
Sep 1, 2025 • 1h 19min
Unpacking Two Big Ideas: Infinite Banking and Saving For Young Children (SB1729)
Tony Steuer, an insurance expert and host of the Get Ready Money podcast, joins renowned financial journalist Chuck Jaffe, who recently became a grandfather. They debunk the myths surrounding infinite and velocity banking, revealing the pitfalls of permanent life insurance. Chuck shares innovative strategies for saving for young children, including stock portfolios and early Roth IRA tips, ensuring future generations are financially savvy. Their insights balance caution with inspiration, guiding listeners towards smarter financial decisions.
14 snips
Aug 29, 2025 • 1h 2min
How To Tell Your Boss You Want to Retire Often (SB1728)
This week, negotiator and financial guru Paula Pant joins Jillian Johnsrud, author of 'Retire Often,' to discuss the benefits of mini-retirements. Jillian shares her strategies for negotiating time off without damaging workplace relationships. They explore how planning mini-retirements can enhance life satisfaction and health before full retirement. With humor and personal anecdotes, they inspire listeners to rethink traditional career timelines and advocate for living a retirement-worthy life right now.
