
The Stacking Benjamins Show
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.
Latest episodes

Feb 28, 2025 • 58min
What's In Your Financial "Go Bag"? SB1650
Paula Pant, host of the Afford Anything podcast, and Jesse Cramer, from Personal Finance for Long-Term Investors, join for a lively discussion on financial preparedness. They break down the essentials for a financial 'go bag', debating critical documents, cash versus digital currency, and estate planning. The conversation takes a humorous turn as they explore password security methods and the right balance of emergency essentials. Expect anecdotes, trivia, and plenty of tips to help you navigate unexpected financial crises!

Feb 26, 2025 • 58min
Navigating the Insurance Maze (SB1649)
Dive into the maze of insurance and ensure your coverage is no joke! Discover the essentials of auto, home, life, and disability policies while avoiding the traps of unnecessary add-ons. Explore the wild world of oddball insurance, and find out which ones are just silly money sinks. Get insights on breaking up with a financial advisor and learn easy DIY moves to take control of your investment accounts. Plus, enjoy some lighthearted banter that makes understanding insurance surprisingly fun!

5 snips
Feb 24, 2025 • 1h 10min
A Fresh Look at Budgeting Basics (SB1648)
In this engaging conversation, budgeting experts Shaun Morgan and Kristin Wade break down the basics of mastering your finances. Shaun, the host of The Teacher Money Show, and Kristin, a coach from My Budget Coach, discuss how to track expenses and make budgeting enjoyable rather than punitive. They reveal creative ways to gamify saving, tackle real estate dilemmas, and explore the potential of renting out homes. Personal stories and lighthearted anecdotes add fun while driving home valuable insights into effective financial planning.

12 snips
Feb 21, 2025 • 59min
Is It Time To Dump International Stocks? (SB1647)
In this discussion, financial experts Paula Pant, host of the Afford Anything podcast, and Jesse Cramer, from Personal Finance for Long-Term Investors, tackle the debate on international stocks and their recent underperformance. They weigh the importance of diversification and historical performance, while exploring alternative investment classes like real estate and collectibles. The conversation also dives into quirky currency trivia, including the mysteries of a fictional $3 coin, all wrapped in humor and camaraderie.

5 snips
Feb 19, 2025 • 1h 5min
When the Job Crumbles: Preparing for Life's Surprises (SB1646)
Worried about job loss? Learn essential strategies to prepare financially and safeguard your future during layoffs. Discover the surprises of the Secure Act 2.0 and how it impacts inheritance rules for Roth IRAs. Ever considered the costs of owning a horse? Dive into the financial realities behind equestrian life. Plus, get ready for some fun trivia and unexpected lessons from tide pooling adventures. This lively discussion combines humor with solid advice to help you navigate life’s uncertainties!

10 snips
Feb 17, 2025 • 1h 23min
Innovation, XBox and Your Financial Plan (SB1645)
Dean Carignan, an innovation scientist at Microsoft, and JoAnn Garbin, an innovation expert and founder of Regenerous Labs, delve into rethinking financial planning through the lens of Microsoft's strategies. They emphasize how lessons from Xbox's development can inspire innovative financial frameworks. The duo also discusses a recent scam incident that raises questions about consumer protection and financial accountability. Additionally, they touch on the importance of trusted contacts in safeguarding finances, particularly for elderly relatives.

Feb 14, 2025 • 60min
How Does a Money Nerd Think About "Romance"? (SB1644)
Join personal finance experts Len Penzo and Jesse Cramer as they navigate the financial realities of romance, especially around Valentine's Day. They reveal shocking spending trends and discuss the true cost of love, from babysitting fees to restaurant markups. Discover creative and budget-friendly alternatives to traditional celebrations, plus the importance of financial transparency in relationships. With humor and listener tips, they show how to keep the romance alive without breaking the bank.

11 snips
Feb 12, 2025 • 1h 12min
Wall Street Creates (Yet Another) Hilariously Bad Investment Product (SB1643)
Wall Street has rolled out yet another baffling financial product that investors should steer clear of. The hosts dive into a viral TikTok tax hack about hiring family members, weighing its potential perks against possible pitfalls. A listener seeks advice on breaking into financial planning, and the discussion reveals that skills beyond certifications are crucial. Plus, trivia about a notorious art heist brings a fun twist, while one host shares mixed feelings after seeing 'Wicked'—and prefers 'Wonka' instead!

11 snips
Feb 10, 2025 • 1h 18min
Are You On Speaking Terms With Your Wallet? (SB1642)
Shannah Game, a certified financial planner and author of "Unraveling Your Relationship with Money," joins the conversation about the emotional ties we have with our finances. They explore whether you’re in a solid relationship with your wallet or just flinging cash around on impulse buys. The chat dives into how financial habits can affect dating prospects, alongside laughs about AI's questionable stock market predictions. Plus, they share tips on rewriting your money narrative for a better financial future!

4 snips
Feb 7, 2025 • 1h 9min
How To Use Our #1 Key To Money Management Success (SB1641)
Paula Pant, a personal finance expert and host of the Afford Anything podcast, Jesse Cramer, who focuses on personal finance through the Best Interest podcast, and Jordan Grumet, host of the Earn and Invest podcast, dive into the art of automating finances. They discuss the power of automation for reducing stress and saving time, while also warning about the dangers of auto-pay pitfalls. Personal automation hacks and high-tech money tools are reviewed, with debate on what should and shouldn't be automated to avoid financial disasters.