

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

14 snips
Oct 1, 2025 • 1h 8min
5 Steps to Your Best Retirement (with Jeremy Keil, CFP) SB1742
Jeremy Keil, a Certified Financial Planner and author/host of the Retire Today podcast, shares essential retirement planning insights. He emphasizes starting with your spending habits rather than investments to ensure success. Jeremy explains the emotional aspects of retirement and the importance of a robust tax strategy to maximize savings. The conversation also delves into the complexities of private equity in 401(k)s, cautioning listeners on potential risks. Packed with practical advice, this discussion lays the groundwork for a financially secure retirement.

10 snips
Sep 29, 2025 • 1h 5min
Does The American Dream REALLY Costs $5 Million? (SB1741)
Is the American Dream really out of reach, or just redefined? The hosts dive deep into the cost of achieving your dreams, discussing everything from healthcare to rising college expenses. They explore strategies for reducing costs, like using used cars and trimming discretionary spending on weddings and vacations. Insights on smart financial planning and the importance of compounding interest take center stage. Plus, there's advice for guiding young adults in investing and recommendations for binge-worthy entertainment. It's all about making your version of the dream attainable!

15 snips
Sep 26, 2025 • 1h 15min
Strategies and Tactics to Maximize Your 401k (and common mistakes to avoid) SB1740
Paula Pant, a personal finance writer and host of the Afford Anything podcast, shares insights on maximizing 401(k) strategies and the Roth vs. Traditional debate. Jesse Kramer, from Personal Finance for Long Term Investors, emphasizes the importance of fee analysis and smart investment approaches. Meanwhile, Lacey Langford, who hosts The MILMO Show, discusses unique military benefits like the Thrift Savings Plan. Together, they tackle common 401(k) mistakes, practical tips for capturing employer matches, and the significance of understanding fees for better retirement outcomes.

13 snips
Sep 24, 2025 • 1h 20min
Work Less, Live More AND Perform Better at Your Job (SB1739)
Shemin Nurmohamed, an executive and author, dives into the enlightening concept of the 'Paris Paradox.' She discusses how embracing leisure can enhance productivity and prevent burnout, highlighting the cultural norms of work-life balance in Europe. Topics include the importance of long vacations to reset creatively, the value of leisurely lunches for building connections, and practical strategies for reclaiming personal time. Shemin offers insights on fostering community ties and making work more enjoyable, proving that working less can lead to achieving more.

10 snips
Sep 22, 2025 • 58min
Stop Making Simple Investing Mistakes With an Investment Policy Statement (SB1738)
In a lively discussion, the hosts dive into the importance of an Investment Policy Statement (IPS) as a safeguard against emotional investing. They outline steps to build a solid IPS, focusing on specific goals, liquidity needs, and risk tolerance. Expect amusing trivia about Joan Jett, and a cautionary tale about TikTok and Apple Pay. The conversation emphasizes regular reviews and rebalancing to create a reliable investment strategy, making financial planning feel less like guesswork and more like an empowered adventure.

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.

30 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.