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
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.
18 snips
Aug 27, 2025 • 1h
Dr. Danielle McGeough's Guide to Avoiding Burnout (SB1727)
Dr. Danielle McGeough, a professor and transformational strategist, dives into the essential topic of avoiding burnout. She highlights early warning signs and shares effective personal rituals to regain joy and balance. The discussion also covers aligning your schedule with core values and setting boundaries to reclaim your time. As a bonus, they tackle the financial clutter of managing multiple 401(k) plans, offering practical tips for consolidation and investment options. Plus, look forward to some lighthearted banter and financial trivia!
13 snips
Aug 25, 2025 • 56min
The Deceptive Allure of Investing Like the 1% (How We Get Conned) SB1726
Explore the traps in the mantra of 'invest like the 1%' and how it can lead to scammers. Hear cautionary tales like a small-town Ponzi scheme and the fallout from high-yield real estate bets. Get practical tips to spot shady investments and the risks of adding private equity to your retirement. Learn why a solid financial plan beats flashy schemes every time, and enjoy some humorous banter along the way. Finally, discover insights into long-term care insurance and economic strategy, serving up financial wisdom with a side of laughs.
11 snips
Aug 22, 2025 • 1h 2min
Estate Planning, Charitable Giving, and Financial Hot Takes (SB1725)
Paula Pant, a negotiation expert from Afford Anything, teams up with Jesse Cramer, a financial strategist for long-term investors. They dive into the intriguing debate of giving now versus later and the benefits of donor-advised funds. Discover whether anonymous donations are underrated superpowers or publicity lost. The conversation takes a lighthearted turn with humor and relatable anecdotes, making complex topics like estate planning more accessible, while encouraging you to start those important financial legacy conversations.
16 snips
Aug 20, 2025 • 1h 15min
Donor Advised Funds 101 (with Adam Nash) SB1724
In this engaging discussion, Adam Nash, founder and CEO of Daffy, shares his insights on donor-advised funds as a revolutionary approach to charitable giving. He explains how these funds can simplify and enhance your generosity. The hosts also dive into practical advice on handling car insurance claims, blending humor with serious financial strategies. Listeners will learn the advantages of consistent giving, navigate the complexities of insurance policies, and walk away with valuable tools for effective philanthropy and financial safety.
16 snips
Aug 18, 2025 • 1h 1min
3 Questions You're Dying To Know about Estate Planning (with attorney Tim Semro) SB1723
Tim Semro, an estate planning attorney, breaks down the often-misunderstood world of wills and trusts. He explains the critical differences and when to use each one, highlighting common pitfalls with beneficiary designations. The conversation dives into tricky scenarios, like managing probate across state lines and the complexities of life insurance. Tim dispels myths, offers peace of mind strategies, and shares captivating stories that illustrate the real-world importance of planning. Tune in for laughter and insightful tips!
10 snips
Aug 15, 2025 • 1h 2min
Is Chasing Work-Life Balance Worth the Investment? (SB1722)
Paula Pant, a personal finance expert and host of the Afford Anything podcast, teams up with Jesse Cramer, a financial analyst and host of Personal Finance for Long-Term Investors, to discuss the elusive quest for work-life balance. They explore why chasing this balance may hinder fulfillment, promoting alignment and integration instead. The conversation includes hilarious anecdotes, personal insights into managing productivity, and practical advice for creating a fulfilling work-life dynamic. Get ready to rethink your priorities and laugh along with their Nautica nostalgia!
