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  • To kick off a contentious week for the USA, we share one of our FAVORITE stories about the thread that binds us, our goals, our dreams, and yes, even our money. Laura Schroff was a high-powered executive in Manhattan when her life was changed forever by an 11-year old boy. It's a story you won't soon forget. Plus, we're thrilled that Scott Trench, BiggerPockets CEO joins us as guest co-host. We talk about crypto, athletes, and their money. It's our favorite way to discuss how your own money decisions could be better made. We also dive into non-compete contracts. That world has been changing quickly, and we've got you covered.
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  • Have you ever felt overwhelmed by your finances? Do you find yourself either making purchases as "retail therapy" or avoiding looking at your statements and online accounts? Or maybe, on the other end of the spectrum, you find yourself hoarding cash because you don't know when the next "rainy day" is going to arrive? In all of these cases and more, you might be experiencing financial trauma, a topic that is the focus of today's Stacking Benjamins live round table at FinCon 2024 in Atlanta, Georgia. Hosted by Joe Saul-Sehy and featuring licensed family and marriage therapist Wendy Wright, certified financial planner Lawrence Sprung, and Afford Anything's Paula Pant, the discussion dives into the deep-seated emotional aspects of money. You'll learn about the signs of financial trauma, such as neglecting finances, overspending, and hoarding, and how these behaviors can impact your life. The panel offers insights into addressing and overcoming these issues, emphasizing the importance of compassionate curiosity and seeking professional help when needed. Whether you're living paycheck to paycheck or have a significant net worth, this episode will guide you on the path to better financial health and well-being.
    RUN OF SHOW

    Opening Banter and Introduction

    Live from FinCon 2024

    Meet the Panelists

    Diving into Financial Trauma

    Signs of Financial Trauma

    Scarcity Mindset and Personal Stories

    Cultural and Individual Financial Trauma

    Judgment and Financial Secrecy

    Inherited Wealth and Emotional Struggles

    Behavioral Finance in Financial Planning

    Building Compassionate Financial Relationships

    Recognizing Financial Trauma: Hoarding

    Societal Views on Hoarding vs. Saving

    Personal Stories of Financial Extremes

    Balancing Financial Planning and Living in the Present

    Diagnosing Money Hoarding and Anxiety

    Steps to Address Financial Anxiety

    Exploring False Connections with Money

    The Importance of Financial Planning and Adjustments

    Tracking Spending and Financial Awareness

    Principles of Financial Therapy

    When to Seek Financial Therapy

    Conclusion and Resources

    FULL SHOW NOTES: https://stackingbenjamins.com/overcoming-financial-trauma-1595
    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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  • Today, we're joined by funeral director Scott Mueller, who shares invaluable advice on pre-planning your final expenses. Scott elucidates on the importance of making arrangements ahead of time and the benefits it brings to both you and your loved ones during emotionally charged times. Avoid common pitfalls and choose wisely to avoid turning your financial planning into a horror show. Trick or treat? More like protect your assets or weep!
    In our headline segment, we delve into optimizing your homeowner's insurance with critical features like replacement cost coverage, special personal property endorsements, and umbrella policies. Discover how these essential elements can guard your castle and your treasures from life's unexpected frights. Finally, we lighten the mood with Doug's hilarious trivia and some fun Halloween anecdotes, ensuring you end this episode both smarter and happily haunted.

    RUN OF SHOW

    Introduction to the Witching Hour

    Halloween Special: Stacking Benjamin Show

    Meet the Funeral Director: Scott Mueller

    The Importance of Pre-Planning Funeral Expenses

    Personal Stories and the Emotional Impact

    Trust Issues with Funeral Directors

    Avoiding Funeral Scams and Making Informed Decisions

    Pre-Planning: Burial, Cremation, and Other Options

    Final Thoughts and Resources

    Iconic Horror Movie Lines

    Halloween Trivia and Chat GPT

    Funeral Planning Stories

    Umbrella Liability Insurance

    Halloween's BEST Jokes and Wrap-Up


    FULL SHOW NOTES: https://stackingbenjamins.com/final-expenses-planning-with-scott-mueller-1594
    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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  • Today, we'll dive into an exciting financial education idea brought to us by award-winning columnist and host of The Money Life Show, Chuck Jaffe. Do you think Halloween's kinda boring for kids and just a sugar rush? Not at Chuck's house! Discover Chuck's innovative 'cash or candy' concept, transforming Halloween into a fun and educational game that teaches kids about probability, risk management, and decision-making. This unique approach blends Halloween fun with critical financial lessons, making it a memorable learning experience for children and parents.
    In our headline segment, we explore some chilling retirement regrets shared in a compelling Business Insider article, highlighting common pitfalls and how to avoid them. We also discuss key strategies for better retirement planning, such as potentially delaying social security and being prepared for unforeseen emergencies. If you're worried about not having enough for financial independence, this may be the segment for you.
    Lastly, we wrap up the episode with Doug's intriguing Halloween-themed trivia and a lively discussion about the NFL's global expansion efforts, including a look at watching football games in Germany. Join us for a fun and educational journey into the world of Halloween-fueled financial literacy!
    RUN OF SHOW

    Halloween Costumes and Banter

    Salute to the Troops and Halloween Plans

    Halloween Week Episode Introduction

    Halloween and Money Lessons with Chuck Jaffe

    Halloween Games and Economic Lessons

    Chuck Jaffe's Halloween Tradition

    Money Life Show and Financial Insights

    Disturbing Ways to Make Money

    Trivia Question: a Murderer's Profession

    Pineapple Drinks

    Headline: Retirement Regrets

    Discussion on Retirement Savings

    Client's Early Retirement Story

    Janice's Regrets and Future Plans

    Automating Savings and Easy Listening

    Community Engagement and Reviews

    NFL's International Games

    Fun with German NFL Commentary

    Christmas Movie Horror Parody


    FULL SHOW NOTES: https://stackingbenjamins.com/halloween-money-lessons-with-chuck-jaffe-1593
    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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  • 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 with Paula Pant from Afford Anything, OG, and special guest Doug Cunnington from the Mile High FI Podcast. This is an episode you don't want to miss!
    In the second half of the show, we dive into the sensitive topic of what to do when you and your spouse can't agree. You won't want to miss this!
    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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  • 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 for younger investors who have time to recover from potential losses. Listen in as we explore investment behaviors versus portfolio performance and how emotional decisions during market fluctuations can impact your financial journey.
    We don’t just tackle numbers here. We'll also examine whether widening your approach to include career risks and the often-overlooked social risks that can open doors to new opportunities is a good strategy. We'll talk about on growing your employment opportunities, ensuring long-term wealth, and balancing financial and emotional satisfaction. Plus, there just may be a slight amount of banter about Halloween treats, the joys of IRS conundrums, and the misconceptions of viral TikTok financial advice.

    To top it all off, we may or may not share stories about Joe’s adventures learning craps in Las Vegas, revealing the thrills and lessons of gambling. If you're searching for lessons, it may include the importance of knowing when to walk away, and the camaraderie forged at the casino tables. Whether you’re tuning in for practical financial strategies or just to enjoy some relatable stories and laughs, this episode is packed with takeaways on looking at risk differently in every facet of your life.


    Introduction to Debt Management

    Welcome to the Stacking Benjamin Show

    Discussing Risk with Len Penzo

    The Fortune Cookie Incident

    Understanding Risk Tolerance

    Career and Social Risks

    Halloween Treats and Risks

    Stocking Up for Halloween

    Diving into Risk Management

    TikTok Minute: Career Success

    Doug's Trivia: Understanding 1031 Exchange

    Listener Question: Employer-Sponsored IRA Plans

    Vegas Stories and Gambling Tips


    FULL SHOW NOTES: https://stackingbenjamins.com/len-penzo-halloween-1591
    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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  • 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 explore the balance between effortless yet intricate service and strategic pricing, advocating for value over cutting costs like Walmart because, sometimes, the tension in the experience is what makes it memorable and rewarding. There are plenty more actionable takeaways in our discussion with one of the most prominent gurus in marketing. Mainly, we delve into why having a well-thought-out strategy for life and personal finance can make all the difference. Learn from Seth's rich experience—from guiding startups to success to creating impactful strategies.
    We also explore the historical strategies that have shaped businesses like Yahoo and Google. Seth emphasizes the importance of vocalizing strategies, balancing personal agency with systemic constraints, and the essential threads of strategy: time, empathy, games, and systems. Using personal finance as a lens, Seth helps you understand complex concepts in a relatable way, underscoring how strategic thinking can transform everything from wedding expenses to retirement planning.
    Of course, that's not all. In our headline segment, we share the results of a recent study by Harvard, Vanguard, and others on 401k plan "leakage." New rules allow people to take annual withdrawals from their retirement plans. Will people abuse this new rule? The results of this study are surprising, to say the least. We discuss how to use 401k loans, why we don't favor them, and strategies to plug leaks so that your financial boat doesn't sink.
    On top of that, we also share trivia from Doug and much, much more! This may be your favorite Monday on Stacking Benjamins!

    Run of Show

    Morning Optimism and Weekend Plans

    Saluting Our Troops

    Special Guest: Seth Godin on Strategy

    The Importance of Strategy in Personal Finance

    College Applications and Life Strategies

    Seth Godin's Background and Achievements

    Understanding Strategy: Time, Empathy, Games, and Systems

    Walmart's Competitive Edge

    Freelancing on Upwork: A Race to the Bottom

    Justifying Higher Prices

    The Power of Peer Groups

    Mentorship vs. Peer Groups

    Personal Experiences with Peer Groups

    Trivia Time with Doug

    401k Loans and Retirement Plan Leakage

    The Importance of Cash Reserves

    Upcoming Events and Meetups

    Consulting Firm Anecdote

    FULL SHOW NOTES: https://stackingbenjamins.com/create-you-life-strategy-with-seth-godin-1590
    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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  • 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 G. Our financial experts will debunk common tax myths and provide actionable insights for a secure financial future. They'll explore the essential differences between marginal and effective tax rates, and you'll learn how effective tax planning can positively impact your retirement. Discover how to leverage tax calculators to avoid dreaded tax surprises and understand the nuances between Roth and traditional retirement accounts. Our enthusiastic experts bring humor and real-life examples into the mix, making complex tax strategies accessible to everyone, whether you're an entrepreneur or planning for retirement. In the second half of our discussion, we shift focus to practical financial advice. Discussions revolve around the temptation to overly optimize tax shelters and the importance of balancing tax efficiency and accessible funds. We cover concerns about the 'tax torpedo' affecting Social Security taxes and highlight the nuanced approaches required for better tax planning in an investor's journey. The insights shared aim to demystify tax planning for listeners, helping them shape sound financial strategies tailored to their personal circumstances.
    At the midway point, we'll pause for Doug's trivia question, today focused on a BIG tax case: Al Capone's run-in with the IRS. We'll share stories about his untaxed empire and discuss Walt Disney's clever tax maneuvers. We think you'll laugh through valuable tips on diversifying tax statuses and recovering tax bases. Hopefully, you'll leave with a better grasp of maximizing your tax efficiency and preparing for a financially stable future.


    Ignition Sequence and Lift-Off

    Introduction to the Stacking Benjamin Show

    Meet the Hosts and Guests

    Tax Talk and Trivia Teasers

    Welcoming the Financial Experts

    Diving into Tax Planning

    Effective vs Marginal Tax Rates

    Tax Planning for Entrepreneurs

    The Importance of Tax Diversification

    Trivia Challenge Begins

    Al Capone's 1931 Income Mystery

    Guessing Al Capone's Untaxed Income

    Revealing the Real Answer

    Financial Nerds and Tax Concerns

    The HSA Debate

    Annuities and Tax Gotchas

    Cash Value Life Insurance

    Podcast Highlights and Farewells

    S-Corp vs Sole Proprietor


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  • 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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  • 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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  • 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!
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  • 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!
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  • 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!
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  • 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!
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  • 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!
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  • 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!
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  • 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!
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  • 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!
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  • 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 continues with exotic travel stories, packing tips, and reflections on Dave Barry's life lessons. Listener engagement and very-important debates, including daylight savings time, ensure there's never a dull moment! Join the lively trio of Joe, OG, and Doug as they blend retirement strategies with a dash of humor, exploring everything from coffee mugs to memes.

    00:00 Coffee Mug Conundrum
    01:43 Welcome to the Stacking Benjamin Show
    04:53 Presidential Finances with Megan Gorman
    06:57 FDR's Lobster Investment
    13:12 Biden and Trump's Real Estate Ventures
    20:22 Calvin Coolidge's Financial Anxiety
    25:38 Ulysses Grant's Financial Struggles
    32:56 Lessons from Presidential Finances
    37:22 Shawshank Redemption Anniversary
    38:12 The Shawshank Redemption's Box Office Struggles
    38:57 Trivia Time: John Travolta's Box Office Hit
    39:31 Ohio's Role in The Shawshank Redemption
    40:24 Ulysses S. Grant and Investment Strategies
    41:46 College Application Essays: Writing vs. Storytelling
    45:20 The Impact of ERISA on Retirement Planning
    49:19 Maximizing Your 401(k) Benefits
    56:20 Investing Through Political Cycles
    01:03:48 Stacking Adventures: New Podcast Announcement
    01:08:40 Dave Barry's Life Lessons
    01:16:52 Final Thoughts and Farewell

    FULL SHOW NOTES: htttps://stackingbenjamins.com/presidents-and-their-money-1578
    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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  • 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. Contributors discuss speculative trading, panic selling, margin investing, and more, ending with practical takeaways on avoiding investment mistakes. The episode is rounded off by discussions on meme stocks, game shows, pop culture, and practical financial planning tips, all with the usual fun and wit of the Stacking Benjamin team.


    Introduction and Opening Remarks

    Meet the Contributors

    Game Show Begins: 15 Ways to Lose Money in the Markets

    Round One: Poor Investment Decisions

    Round Two: Strategies to Avoid

    Trivia Break: Game of Thrones Special

    Guessing the Number of Deaths in Game of Thrones

    Counting On-Screen Deaths: The Research

    Wildfire Explosion and Mass Casualties

    Final Guesses and Results

    Discussing Game of Thrones Infographics

    Meme Stocks and Financial Decisions

    Ways to Lose Money in the Market

    Podcast Updates and Weekend Plans

    Closing Remarks and Lessons Learned


    FULL SHOW NOTES: https://stackingbenjamins.com/how-to-lose-money-in-financial-markets-1577
    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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