Podcast Feed

Has Anyone Ever Gone Broke From Bad Tax Planning? (SB1589)

Has Anyone Ever Gone Broke From Bad Tax Planning? (SB1589)

Have you ever met someone whose retirement was wrecked by poor tax planning? While tax planning is essential, one big-named figure in the financial c…

Score Big with Creative Income Strategies (SB1588)

Score Big with Creative Income Strategies (SB1588)

Explore how to score big with creative income strategies with us! Today, we'll dive into an in-depth case study on private equity in professional spo…

Ben Orlin Reveals the Fun Side of Math! (SB1587)

Ben Orlin Reveals the Fun Side of Math! (SB1587)

Do you think you're bad at math? Who doesn't! Whether you're an algebra whiz or struggle with subtraction, today's episode is for you. Join us as we …

Stacking Health or Wealth? Your Retirement Dilemma (SB1586)

Stacking Health or Wealth? Your Retirement Dilemma (SB1586)

Today's show tackles the age-old dilemma: is it better to have good health or more money during your retirement years? Join our lively roundtable as …

What Ugliness Is Hiding In Your Investment Portfolio? (SB1585)

What Ugliness Is Hiding In Your Investment Portfolio? (SB1585)

A recent Investment News piece shines a light on investment advisors (in this case we think that should read "investment salespeople") are recommendi…

The Robots Are Coming For Our Jobs (with Josh Brown) SB1584

The Robots Are Coming For Our Jobs (with Josh Brown) SB1584

Josh Brown joins us on today's episode for a thoughtful investment discussion in Mom's basement. Discover why "buying the robots" is a must, why ever…

What Hidden Fees and Costs are Sneaking Money From Your Wallet? (SB1583)

What Hidden Fees and Costs are Sneaking Money From Your Wallet? (SB1583)

Here's a shock: our least favorite brokerage company is in the news again with some monster hidden fees. Robinhood is accused of charging customers a…

Quit Saving Sooner, Live Freer (SB1582)

Quit Saving Sooner, Live Freer (SB1582)

Learn the secrets behind never worrying about saving money again! We share the story of an individual who invested early and effectively, reaching fi…

From Legal Briefs to Bistro Feasts: Erin Wade's Story (SB1581)

From Legal Briefs to Bistro Feasts: Erin Wade's Story (SB1581)

Jump into Monday with a whirlwind of money topics! We start by celebrating the arrival of fall and the excitement around baseball playoffs (especiall…

It's Easier Than Ever To $%*! Up Your Money (SB1580)

It's Easier Than Ever To $%*! Up Your Money (SB1580)

Today we focus on accountability, diving into what it means to be responsible for your financial decisions. One recent blog post states that it's eas…

Inspiring Financial Independence Stories and Lessons from Missteps (LIVE from CampFI Midwest 2025) SB1579

Inspiring Financial Independence Stories and Lessons from Missteps (LIVE from CampFI Midwest 2025) …

What does retirement mean in today’s world? For some, it's no longer about quitting work for good but about transitioning to something more purposefu…

Lobsters, Lincoln, and Financial Lessons (SB1578)

Lobsters, Lincoln, and Financial Lessons (SB1578)

Wealth historian Megan Gorman stops by the basement and drops intriguing nuggets on how U.S. presidents like FDR and Ulysses S. Grant navigated their…

How to Lose Money in the Markets: The Game Show Edition (SB1577)

How to Lose Money in the Markets: The Game Show Edition (SB1577)

Game Show Fun and Financial Missteps with the Stacking Benjamin Show On today's popular game show segment we present: '15 Ways to Lose Money in the …

Pension Perils: Lessons from the Dallas Fund Fiasco (SB1576)

Pension Perils: Lessons from the Dallas Fund Fiasco (SB1576)

Joe and OG create a case study focusing on the Dallas Police and Fire Pension System's struggles, diving into poor investment choices and their impac…

Mastering Retirement Planning (plus Real Estate Commission Negotiation) SB1575

Mastering Retirement Planning (plus Real Estate Commission Negotiation) SB1575

Joe and OG dive into retirement planning with Christine Benz, Morningstar's Director of Personal Finance and Retirement Planning. Christine shares he…

Turning Goals Into Adventures: Transforming Your Financial Journey (SB1574)

Turning Goals Into Adventures: Transforming Your Financial Journey (SB1574)

In this episode of The Stacking Benjamin Show, host Joe (alongside guests Jesse Cramer from the Best Interest Podcast, Paula Pant from Afford Anythin…

Three Dads Share Tips and Stories on Teaching Good Money Habits (Jon Acuff & John Lanza) SB1573

Three Dads Share Tips and Stories on Teaching Good Money Habits (Jon Acuff & John Lanza) SB1573

Welcome to a very special episode! Three experienced dads (teens and above) chat about teaching teenagers or people new to money management, good les…

Touchdown Tips to Boost Your Financial Game (featuring ex- NFL star Brandon Copeland) SB1572

Touchdown Tips to Boost Your Financial Game (featuring ex- NFL star Brandon Copeland) SB1572

Today we focus on resilience in both personal finance and investments, as we celebrate the kickoff of a new professional football season! We're featu…

How Much Can a Great Coach Truly Help? A Roundtable Discussion (SB1571) Greatest Hits!

How Much Can a Great Coach Truly Help? A Roundtable Discussion (SB1571) Greatest Hits!

Today we speak with some great coaches about the difference a great coach can make, and how hiring the wrong one can give you a horrible taste in you…

Mark Cuban Shares Frugal Tips -- Should We Care? (SB1570) Greatest Hits and Earn & Invest Replay

Mark Cuban Shares Frugal Tips -- Should We Care? (SB1570) Greatest Hits and Earn & Invest Replay

Kyle Collins joins Joe and host Doc G for an episode of the Earn & Invest podcast to discuss a recent piece featuring Mark Cuban, a billionaire, talk…