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
Oct 22, 2025 • 1h 14min
Your Money Problems Aren't Math Problems (They're People Problems) SB1751
In this discussion, Carl Richards, a financial planner and New York Times columnist known for his insightful 'Sketch Guy' drawings, shares invaluable insights on why money problems are often about emotions rather than equations. He emphasizes the importance of personal stories in financial decisions and suggests starting conversations with intimate questions. The hosts also delve into the complexities of options trading, debating their legitimacy as a risk management tool versus just financial gimmickry. Tune in for practical advice on simplifying your financial life!
10 snips
Oct 20, 2025 • 1h 11min
Should You Drain Your Emergency Fund? (And 4 Other Money Questions Keeping You Up) SB1750
In this discussion, financial planner Anna Allem shares her expertise on emergency funds and insurance. They debate whether draining your emergency fund to pay off debt is wise and evaluate the real necessity of whole life insurance for children. The conversation also dives into how much life insurance one actually needs and the risks of investing part of an emergency fund. Through differing opinions and practical tips, listeners gain insight into navigating their own financial dilemmas.
10 snips
Oct 17, 2025 • 1h 7min
What Lucky People Do Differently With Money (SB1749)
Join Paula Pant, founder of the Afford Anything podcast, and Chris Luger from Heavy Metal Money, as they explore what sets lucky individuals apart financially. They reveal that creating luck hinges on curiosity, generosity, and flexibility. Discover how helping others can enhance your financial strategy, and why being persistent can open up new opportunities. Learn about the importance of building genuine relationships over transactional ones, and how to adapt your financial plans when faced with unexpected changes.
11 snips
Oct 15, 2025 • 1h 12min
How to Deliver the “WOW” in Everyday Life (with longtime former Royal Caribbean Chairman and CEO Richard Fain) SB1748
Join Richard Fain, the former CEO of Royal Caribbean, as he shares insights on leading with purpose and creating memorable experiences. He reveals how to transform ordinary moments into opportunities to 'deliver the WOW' in life. Richard discusses the importance of long-term vision over quick gains and how to foster intentional company culture. Learn about engaging diverse teams and retaining talent through example-setting. Get inspired with practical tips to bring creativity and generosity into your everyday life!
17 snips
Oct 13, 2025 • 1h 11min
Gold Prices Hit All-Time Highs (What's That Mean To Us?) SB1747
Gold prices are soaring to new heights, prompting a lively discussion about what this means for investors. The hosts explore why gold is viewed as a 'safe haven' during turbulent times, while comparing it to stocks and analyzing its performance over decades. With insights into diversification strategies and the role of emotions in investing, they emphasize sticking to your plan amid market volatility. Plus, a listener shares a unique math success story involving Olive Garden! It's a rich blend of finance and fun.
22 snips
Oct 10, 2025 • 1h 14min
Build a Confident Early Retirement Plan (Without Overthinking It) SB1746
Sean Mullaney, a Certified Financial Planner® and co-author of "Tax Planning to and Through Early Retirement," shares his expertise on designing a confident early retirement plan. He breaks down strategies for tax-efficient retirement withdrawals and debates the merits of Roth vs. Traditional accounts. The discussion touches on prioritizing experiences over material possessions and planning for long retirements. Listeners gain practical tips to align their finances with their values while preparing for market fluctuations and unexpected expenses.
12 snips
Oct 8, 2025 • 1h 2min
Build Wealth AND Community Using This Strategy (with Mel Dorman) SB1745
Mel Dorman, a dynamic real estate investor and author, shares her inspiring journey from dumpster diving to owning 34 rental units in five years. She reveals how seller financing can transform deals and emphasizes the importance of community and purpose in investing. Mel discusses creative strategies for acquiring properties with little cash and the power of building strong relationships with tenants. Additionally, she critiques traditional banking and advocates for keeping wealth within local communities, all while sharing insights from her upcoming book, Bank on Your Neighbor.
10 snips
Oct 6, 2025 • 1h
5 Life-Changing Money Lessons from Jonathan Clements (SB1744)
Dive into timeless money wisdom that reshapes your financial perspective! Discover why prioritizing stability over passion can lead to fulfillment. Uncover the underrated strategy of 'winning by not losing' and how patience doubles as a smart tax approach. Learn to balance frugality with life enjoyment, ensuring retirement is filled with purpose. Plus, navigate tricky financial situations like severance wisely. This enlightening discussion offers inspiration and practical tips for aligning your money with a life you love.
13 snips
Oct 3, 2025 • 60min
The Missing Ingredients From Many Financial Plans (SB1743)
Join experienced financial planner OG, personal finance podcaster Paula Pant, and host Jesse Kramer as they dive into the essential ingredients missing from many financial plans. They reveal the costly mistakes that turn plans into wishlists and discuss why meaningful goals often get overlooked. From breaking down long-term strategies into actionable steps to incorporating vital tax and estate planning moves, they provide insights to make your financial roadmap clear and effective—all with a dose of humor and engaging banter.
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.
