The Stacking Benjamins Show

Are you on the same page with your significant other? Financially speaking, of course! Given that money is the leading cause of divorce in the US, it's a topic worth working on together. And money talks in relationships don't just apply to romantic relationships - it can extend to include parent/child, etc. relationships. We're talking money and relationships on today's roundtable. Pull up a chair...

Today we share a fresh perspective on personal and financial risk, featuring the always insightful Len Penzo (LenPenzo.com). Joe, OG and Len will dive into the complexities of managing your 401k and understanding the risk tolerance required to meet your goals. We'll share pivotal strategies for effective retirement planning and hopefully help you grasp why taking enough risk is crucial, especially...

Grab your coffee mug and join us for a journey full of strategic insights and valuable life lessons. Business legend Seth Godin joins us to share his wisdom on financial strategy and personal success. From college applications to wedding planning, Seth's advice on using a strategic compass over an outdated map will help you navigate big decisions and avoid wasting time and potential. Plus, we expl...

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 community who's a tax expert says that tax planning may be over-emphasized. But is it? Today, we're joined by experts Deb Meyer (Beyond Budgets podcast), Sean Mullaney (FI Tax Guy YouTube Channel), and the guy behind the Earn & Invest podcast, Doc...

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 sports teams and discover how to use similar strategies to increase your wealth growth. You'll learn actionable advice on maximizing revenue sources, including tactics like Roth IRA conversions, covered calls, and creative investments like drop shipping...

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 dive into the exciting intersection of math and finance with Ben Orlin, author of 'Math with Bad Drawings.' We'll uncover the unexpected fun in mathematics and learn how understanding concepts like statistics and standard deviation can reveal the hidd...

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 we discuss balancing financial planning with health priorities, featuring insights from Jesse Cramer of 'The Best Interest Podcast', Paula Pant from 'Afford Anything', and OG. Learn how different retirement stages can affect your spending habits, and...

A recent Investment News piece shines a light on investment advisors (in this case we think that should read "investment salespeople") are recommending some truly ugly investments to investors. We'll dive into how the work, so hopefully you'll discover why certain alternate investments might send alarming signals for your portfolio. We go back in history to share hints at market risks that often g...

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 everyone having money is a big fat negative for the economy and more. It's a wide-ranging conversation with one of the top advisors in the USA, and we're excited about all that Josh will share with our Stacker audience. In our headline segment, we'll disc...

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 huge "spread" between the amount option buyers pay and the amount sellers receive. While this isn't a charge on the statement, it's a lot of money (nearly double) that other companies charge. This topic got us thinking: what hidden charges, expenses,...

Learn the secrets behind never worrying about saving money again! We share the story of an individual who invested early and effectively, reaching financial security by 25, and how YOU can apply these principles regardless of age. Our main discussion highlights how to achieve financial freedom and the importance of staying disciplined with your savings over time, offering valuable insights into th...

Jump into Monday with a whirlwind of money topics! We start by celebrating the arrival of fall and the excitement around baseball playoffs (especially for Detroit Tigers fans). But the real fun begins after we salute the troops and dive into the main event: a riveting conversation with Erin Wade, a former lawyer turned chef and entrepreneur. Have you ever thought you wanted to do more with your li...

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 easier than ever to get yourself into massive trouble with your money. To what extent is this your fault? How can you protect yourself better from making a mistake that leaves you in financial ruin? We discuss the rapid pace at which bad decisions can be...

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 purposeful and fulfilling. Today, Joe, Doc G, and our guests explore the many facets of retirement, purpose, and the balance between work and personal passion. Join us as we take you to CampFI Midwest 2025, where we'll share stories from amazing Stackers on th...

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 finances. There are many lessons you can learn from these iconic figures. Later, our headline conversation meanders through ERISA's 50-year legacy and political party impacts on investments, preparations unfold for an RV trip to Oregon. The adventure...

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 Financial Markets,' where contributors Jesse Cramer, Paula Pant, and OG explore investment pitfalls. The show presents financial advice in a light-hearted, engaging format, complete with a trivia question celebrating author George RR Martin’s birthday....

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 impact on employees. Joe relays the perils of complicated investments, advocating for more straightforward and more manageable strategies. The team also shares a TikTok moment about evaluating wealth through trash cans, discusses an unusual employer's 401k...

Joe and OG dive into retirement planning with Christine Benz, Morningstar's Director of Personal Finance and Retirement Planning. Christine shares her insights on pivotal retirement lessons and the importance of purpose, relationships, and health in retirement. In our headline segment, the team also explores the recent changes in real estate commission structures, emphasizing the need for negotiat...

In this episode of The Stacking Benjamin Show, host Joe (alongside guests Jesse Cramer from the Best Interest Podcast, Paula Pant from Afford Anything, and our own OG) delves into transforming financial goals into ongoing quests. They discuss the importance of falling in love with the process and how systematic approaches and habits can aid in personal growth and goal achievement. The episode wrap...

Welcome to a very special episode! Three experienced dads (teens and above) chat about teaching teenagers or people new to money management, good lessons to take with them for the future. They discuss their fears, their challenges, and the ways they've been able to help their kids succeed with money. Jon Acuff wrote a book on this topic with his daughters, and he shares a wealth of information fro...

Today we focus on resilience in both personal finance and investments, as we celebrate the kickoff of a new professional football season! We're featuring an engaging discussion with Wharton professor and former NFL player Brandon Copeland. Highlights from this episode include Copeland's mission to teach financial literacy, strategies for managing cash reserves for retirees, and handling fraud case...

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 your mouth (and lead you down paths that aren't helpful to your long-term growth). Coach Sharita Humphrey joins us, along with CFP Roger Whitney and Len Penzo to a great chat. Plus, we celebrate International Travel Day by diving into the best places to...

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, talking about frugality. Do we really care what billionaires think about being frugal? Download/follow/subscribe to our "brother" show Earn & Invest wherever you're listening to Stacking Benjamins! Learn more about your ad choices. Visit podcastch...

Today we ask David Bach the question: what does a latte truly have to do with your retirement plan...or your financial well-being in general? Plus, we chat with Sallie Mae about some trends in student loans. Learn more about your ad choices. Visit podcastchoices.com/adchoices See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-i...

Bola Sokunbi (Clever Girl Finance) has an amazing story of resilience, growing up in Europe, moving to Africa, and having to learn a BUNCH of financial knowledge from her mother, who made the mistake of trusting someone else with her financial knowledge. Today she tells her incredible story. Plus, Detroit Free Press reporter Susan Tompor joins us to share some scary stories about scammers. That an...