The Stacking Benjamins Show

The Stacking Benjamins Show

By Joe Saul-Sehy and Josh ‘OG’ Bannerman, CFPBusinessEducationInvesting
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    41st

    on Investing

  • Favorites

    1,315

    Followers

  • Typical duration

    64 min

    per episode

  • If it hooks

    52%

    finish an episode

Based on Podcast App listening data

The Stacking Benjamins Show episodes

  • 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 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 during retirement and car rentals. We'll share a host of diversified financial insights that can help optimize your assets...all while having a bit of fun along the way.

    Later, catch our hilarious TikTok minute where we highlight a woman's misguided attempt to buy quarters on Amazon. In the 'Better Call Saul' segment, we tackle a listener’s question about retirement planning, providing practical tips that can be applied to everyday life.

    Of course, you don't want to miss Doug's trivia segment, where you’ll gain intriguing knowledge, like the anniversary of Marie Antoinette's last day and the history of Cutco knives. Hopefully you'll walk away with both valuable takeaways and a smile.

    Run of Show:

    • Unexpected Shopping Spree
    • Welcome to the Stacking Benjamin Show
    • Money Urologists and Case Analysis
    • The Value of Cash Payments
    • Inflation and Economic Insights
    • Private Equity in Professional Sports
    • Leveraging Personal Finances
    • Creative Income Streams
    • Maximizing Investment Returns
    • Flexibility in Financial Planning
    • Mark Cuban's Business Insights
    • Real Estate Ventures and Lessons
    • The TikTok Minute: Math Mishap
    • Trivia Time with Doug
    • Roth Conversion Strategies
    • Show Wrap-Up and Listener Review

    • FULL SHOW NOTES: https://stackingbenjamins.com/big-money-in-sports-1588

      Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

      Enjoy!

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      58 min
    • 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 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 hidden stories within numbers. Ben's perspectives on embracing mistakes and the intrinsic link between math and finance offer a fresh look at these often daunting subjects.

      In our headline segment, discover the top strategy for achieving millionaire status through consistent investment in--believe it or not--nothing fancy! Danny Noonan shares the results of Fidelity insights into the lives of '401k millionaires,' spotlighting the power of patience and discipline over high-risk opportunities, underscoring sustainable financial growth.

      Finally, Doug enlivens the discussion with intriguing trivia on the differences between mean and median averages. Doesn't that sound hilarious?

      Of course, there's much more, so join us as we weave together actionable financial advice with engaging stories, making complex concepts like math and finance accessible and relatable for everyone.

      RUN OF SHOW
      • Monday Morning Vibes
      • Financial Wisdom with a Twist
      • Introducing Today's Mentor: Ben Orlin
      • Math and Bad Drawings
      • The Beauty of Mathematics
      • Breaking the Economy with Dice
      • Statistics: Lies, Damn Lies, and More
      • Tweaking the Guinea Pig Bed
      • Embracing Mistakes in Learning
      • The Power of Walking Away
      • Unexpected Solutions in Math
      • Good vs. Great Mathematicians
      • Math and Mentorship
      • The Collaborative Nature of Math
      • Understanding Averages
      • The Storytelling Power of Math
      • The Importance of Consistent Investing
      • Wrapping Up and Final Thoughts

      • FULL SHOW NOTES: https://www.stackingbenjamins.com/ben-orlin-sb1587/

        Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

        Enjoy!

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        See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

        1 hr 3 min
      • 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 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 explore creative ways to integrate health expenses into your financial plan. Plus, discover actionable tips on motivating yourself to stick to a healthy lifestyle and whether to invest in gym memberships or home equipment. Don't miss our contributors' take on the potential misuse of Health Savings Accounts (HSA) and their hilarious anecdotes about life and fitness.


        Run of Show:

        • Introduction and Show Opening
        • Panel Introduction and Health vs. Wealth Debate
        • Segway and Scooter Anecdotes
        • State Farm Advertisement and Personal Stories
        • Health and Retirement Planning
        • Trivia Question and SNL Discussion
        • Comedian Salaries Revealed
        • SNL Cast Member Earnings
        • HSA: The Health Savings Account Debate
        • Navigating Healthcare Plans
        • Choosing the Right Workout Routine
        • Podcast Highlights and Upcoming Guests
        • Final Takeaways and Closing Remarks

        • FULL SHOW NOTES: https://www.stackingbenjamins.com/good-health-vs-more-money-retirement

          Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201

          Enjoy!

          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-info.

          54 min
        • 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 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 go unnoticed until it's too late. We'll talk about the dangers of illiquidity, high fees, and obscure ways of measuring returns. You'll come away learning some shocking truths about leveraged investments and alternative products that make you question their place in any strategy.

          In our TikTok Minute, we'll share which bank one comedian calls the perfect partner for your needs. Is he right? Plus, later we'll help a listener who thought he'd Better Call Saul...Sehy and OG. Maybe OG needs to re-velvet his hammer on this one, and he manages to go into a diatribe that you shouldn't miss. We'll talk about career decisions, having more money than "Coast FI," and more on today's episode.

          Rounding out the episode, Doug shares his amazing trivia question, including YouTube's billion-dollar origins AND a ton of other events that happened on today's date in history.


          RUN OF SHOW:

          • Countdown to Live Show
          • Introduction and Show Overview
          • Investment Warning: Be Cautious
          • Investment Strategies and Mistakes
          • Alternative Investments: Risks and Rewards
          • Understanding Business Development Companies
          • The Reality of Non-Traded REITs
          • Final Thoughts on Liquid Investments
          • Interval Funds
          • Doug's Trivia Question
          • The TikTok Minute
          • Better Call Saul: Career Advice for Michael
          • Conclusion and Listener Reviews

          • FULL SHOW NOTES: https://www.stackingbenjamins.com/beware-investments-navigate-investing-waters

            Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

            Enjoy!

            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-info.

            54 min
          • 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 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 discuss the importance of understanding insurance, especially in light of Hurricane Helene. Learn how to make your donations count and why revisiting your financial plan is essential for future confidence.

            Later, we'll shift gears to Hollywood, where aging protagonists are thrown back into action. Jeff Bridges reunites with his past in a gripping FX series, while Gary Oldman’s stellar performance in Apple TV's 'Slow Horses' takes the spotlight, though its pace might test your patience. Don't miss the brief nods to John Lithgow and Stanley Tucci and a fleeting mention of Mel Gibson, rounding out an episode rich in actionable insights and entertainment industry intrigue.

            • Introduction and Apple Music Dilemma
            • Apple Maps and Pretzel Problems
            • Saluting the Troops and Show Introduction
            • Robots and Automation Discussion
            • Hurricane Helene and Financial Lessons
            • Retirement Planning Insights
            • Nvidia and Technology Takeover
            • Pandemic's Impact on Inflation
            • Media's Role in Financial Information
            • Hollywood vs. Reality: The Truth About Wall Street
            • The Wolf of Wall Street's Influence on Modern Traders
            • Josh Brown's Perspective on Market Culture
            • The Importance of Financial Designations
            • Hurricane Helene: Impact and Relief Efforts
            • The Real Cost of Insurance and Rebuilding
            • Charitable Giving: Time, Expertise, and Goods
            • Upcoming Events and Meetups
            • Final Thoughts and Takeaways

            • FULL SHOW NOTES: https://www.stackingbenjamins.com/josh-brown


              Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

              Enjoy!

              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-info.

              1 hr 13 min
            • 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 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, and costs exist in our life that we overlook or choose to ignore? How much are all of THESE costs adding up? We have the perfect triumvirate for this discussion. Jen Smith, one half of the Frugal Friends duo joins us (they talk consumption non-stop on their podcast). Roger Whitney chimes in (his Retirement Answer Man helps people control excess costs in retirement or when prepping). OG also joins in, with all of his experience helping clients reach their goals. It's a wide ranging, fun discussion, from the cost of pollution to hidden Doordash costs we didn't know about!

              Of course, halfway through this episode, we take a break to challenge these contributors to a round of Doug's epic trivia.

              FULL SHOW NOTES: https://www.stackingbenjamins.com/hidden-fees-and-costs

              Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201

              Enjoy!

              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-info.

              1 hr 3 min
            • 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 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 the pitfalls and opportunities of early investing and the flexibility it can bring to your lifestyle choices later on. Plus, we explore the balance between traditional investments and investing in personal growth opportunities for a brighter financial future.

              In our TikTok minute, comedian Greg Warren addresses compounding interest and how the accumulative consequences of poor decisions can pile up in life. This sets the stage for our Better Call Saul...Sehy and OG segment, where we tackle a listener's question about disability insurance, offering practical advice for securing comprehensive coverage and understanding the importance of one's own occupation policies. We provide actionable tips and clear explanations to help anyone navigate the often confusing insurance world.

              Doug's trivia this episode revolves around the band Oasis and the quirky history of Ticketmaster fees, providing a nostalgic trip down memory lane for music fans. We wrap up with listener feedback, upcoming event announcements, and highlights like Joe's adventurous dining experiences in Peru (including some surprising menu items!). Tune in for a packed episode filled with financial wisdom, humor, and a dash of Doug's signature fun facts.

              Show Rundown

              • Introduction and Setting the Stage
              • Welcome to the Stacking Benjamin Show
              • Today's Topic: Never Worry About Saving Money Again
              • Headline: What If You Never Had to Think About Saving Money?
              • The Power of Compounding and Investing Early
              • Challenges and Pitfalls of Early Investing
              • Flexibility and Lifestyle Changes
              • Starting Late: It's Never Too Late to Begin
              • Trivia Time with Doug
              • Money and Reconciliation
              • College Sales Experience
              • TikTok Minute: Comedian Greg Warren
              • Disability Insurance Dilemma
              • Listener Feedback and Reviews
              • Upcoming Events and Final Thoughts
              • Joe's Peru Adventure
              • FULL SHOW NOTES: https://www.stackingbenjamins.com/never-worry-about-saving-money

                Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

                Enjoy!

                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-info.

                1 hr 2 min
              • 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 (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 life than you currently do? Erin shares her tumultuous journey from corporate law to opening one of America's top restaurants, Homeroom, and drops valuable lessons on following your passions and creating a rewarding work environment.

                During our headline segment, we discuss the recent Federal Reserve rate cuts and what it means for your finances. How can you benefit from lower interest rates? We'll dive into how interest rate cuts work and help the economy. We discuss what this means for your savings, debt strategy, and more. Plus, macaroni and cheese-related trivia AND—how to take your mac and cheese recipe to the next level!

                • Monday Morning Musings
                • Baseball Playoffs Excitement
                • Saluting Our Troops
                • Introducing Today's Guest: Erin Wade
                • Mac and Cheese and the Holiday Season
                • The Journey to Entrepreneurship
                • The Importance of Passion and Play
                • Challenges and Triumphs in the Restaurant Industry
                • Empowering Teams and Open Book Management
                • Mac and Cheese Tips from the Expert
                • Mac and Cheese Tips and Tricks
                • Doug's Mac and Cheese Trivia
                • Powdered Cheese and Nostalgia
                • Federal Reserve and Interest Rates Explained
                • Impact of Interest Rates on Loans and Economy
                • Credit Scores and Mortgage Tips
                • Car Market and Financing Insights
                • Upcoming Events and Closing Remarks
                • Post-Game Press Conference

                • FULL SHOW NOTES: https://www.stackingbenjamins.com/erin-wade-from-attorney-to-mac-and-cheese-millionaire-1581/

                  Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201

                  Enjoy!

                  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-info.

                  1 hr 5 min
                • 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 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 made due to modern conveniences like apps and online services. Jesse Cramer (Best Interest Podcast) emphasizes the importance of finding a 'bigger Yes' to avoid impulsive spending, while Paula Pant (Afford Anything) speaks on the broad accessibility of money-making opportunities in the digital age. OG suggests taking actionable steps towards financial goals to keep the momentum going.

                  Today's trivia quiz is all about the history of 'The Tonight Show,' and maybe features a tangent or two about toga parties. For a bit of drama, there's a video clip debunking myths about cash value life insurance. Overall, as always, today we bring you an engaging mix of humor and practical financial advice.

                  • Introduction and Opening Remarks
                  • Show Introduction and Guest Lineup
                  • Welcoming the Hosts and Guests
                  • Discussion on Accountability and Financial Responsibility
                  • Main Topic: The Degenerate Economy
                  • Debate on Government Intervention and Free Market
                  • The Role of SEC and Financial Disclosures
                  • Gambling, Lotteries, and Financial Ethics
                  • Trivia Contest
                  • Nostalgia and TV Memories
                  • The Tonight Show Timeline
                  • Guessing the Debut Year
                  • Revealing the Correct Answer
                  • Financial Advice and Scams
                  • Creating a Financial Plan
                  • Weekend Plans and Wrap-Up

                  • FULL SHOW NOTES: https://stackingbenjamins.com/taking-personal-responsibility-for-your-finances-1580

                    Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201

                    Enjoy!

                    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-info.

                    1 hr 2 min
                  • Inspiring Financial Independence Stories and Lessons from Missteps (LIVE from CampFI Midwest 2025) SB1579

                    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 their journey to financial independence. Discover how Kristen finds community and purpose, Donna navigates significant life transitions, and Tom redefines retirement with passion and flexibility. You'll also hear Joe Saul-Sehy discuss misguided stock purchases, Chris's investment in outdated tech, Kristen's high-fee investments, Jordan's tech stock downturn, and a humorous tale of timeshare regret. Tune in for actionable insights, personal experiences, and valuable lessons that highlight both the triumphs and challenges faced by even the most intelligent investors.

                    Topics:

                    • Introduction and Setting the Scene
                    • Campfire Guests and Trivia Contest
                    • Doug's Hilarious Commentary
                    • Journey to Campfire and Minnesota Vibes
                    • Inspiring Stories and Personal Growth
                    • Kristin's Journey to Financial Independence
                    • Trivia Challenge Begins
                    • Chelsea Brennan's Bold Move
                    • Guessing Game Tension
                    • Doug's Hitchcock Trivia Answer
                    • Donna's FIRE Journey
                    • Financial Empowerment and Mindset
                    • Tom's Story and Retirement Insights
                    • Lessons from CampFI
                    • Dumb Money Mistakes That Smart People Made
                    • Whether you're planning for retirement or just looking for inspiration to find more meaning in your second half, this episode is packed with insights, laughs, and the wisdom of experience.

                      What You’ll Learn:

                      • How retirement has evolved from leaving the workforce to finding purpose.
                      • Why it's important to fill your time with meaningful activities, paid or unpaid.
                      • The concept of "strength to strength" and how it shapes a fulfilling second half of life.
                      • Financial lessons and humorous stories from our hosts and guests.
                      • How to avoid common money mistakes, and what to do if you've already made them!
                      • FULL SHOW NOTES: https://stackingbenjamins.com/live-from-camp-fi-1579

                        Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

                        Enjoy!

                        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-info.

                        1 hr 14 min

                      About The Stacking Benjamins Show

                      From the publisher's feed

                      Named Best Personal Finance Podcast by Bankrate.com and Kiplinger — and the only podcast the Plutus Awards retired from competition after winning twice — The Stacking Benjamins Show is personal…

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