The Stacking Benjamins Show

Cumulus Podcast Network
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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.

  1. How to Sidestep the 4 Culprits Wrecking Middle Class Retirement

    1 NGÀY TRƯỚC

    How to Sidestep the 4 Culprits Wrecking Middle Class Retirement

    What really derails retirement dreams? Spoiler alert: it’s not always the stock market or your 401(k). Sometimes it’s sneaky habits—like leaning too hard on your house as a retirement plan or ignoring how long you might actually live—that quietly gnaw away at your financial future. In this episode, Joe Saul-Sehy, OG, and Neighbor Doug dig into the most common middle-class retirement killers and how you can sidestep them. But this isn’t your average checklist of “don’t do that.” The team dissects questionable advice floating around internet forums, debates stock splits and diversification, and even finds time to unravel why owning a cat might make you a magnet for gangster-level problems. Add in Doug’s trivia about a famous singer’s real name, and you’ve got an episode that’s equal parts practical and delightfully unpredictable. Whether you’re worried about stretching your retirement savings or just looking for sharper ways to think about financial advice, this episode offers both reassurance and reality checks. So grab your favorite mug (or maybe your cat), settle into your seat, and get ready to learn how to protect your retirement from the biggest threats—while laughing at the absurdity along the way. What You’ll Learn in This Episode: The habits that quietly sabotage retirement plans (and what to do instead) Why your house may not be the slam-dunk retirement strategy you think it is The risks of living longer than you expect—and how to plan for it How to sniff out sketchy financial “tips” before they lead you astray The surprising traps behind stock splits, diversification myths, and overconfidence Why even well-meaning advice can backfire if you don’t look at the big picture Questions to Ponder (or Debate in the Basement Facebook Group): Which retirement habit do you think trips people up the most—and why? If you had to choose, would you rather rely on your house equity or a diversified portfolio to fund retirement? What’s the worst financial “tip” you’ve ever heard online (or maybe even followed)? FULL SHOW NOTES: https://stackingbenjamins.com/habits-that-destroy-middle-class-retirement-dreams-1736 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

    55 phút
  2. How Are You Creating Your Happiest Life? (SB1734)

    4 NGÀY TRƯỚC

    How Are You Creating Your Happiest Life? (SB1734)

    If having more money guaranteed happiness, we’d all just set our financial targets, cash the checks, and live joyfully ever after. But as Joe Saul-Sehy, OG, Paula Pant (Afford Anything), and Joel Larsgaard (How to Money) unpack in this lively roundtable, life’s richest rewards often have little to do with your net worth. They explore why some wealthy people still feel miserable, how Benjamin Franklin’s approach to living can still teach us a thing or two, and why optimism may be your secret investing edge. From the science that says peak life satisfaction might just happen around age 70, to the underrated role of good friends in a rich life (financially and emotionally), this episode blends timeless wisdom with modern money smarts. Whether you’re chasing financial independence, already there, or just trying to make sure your journey is as fulfilling as your destination, you’ll find ideas you can put into practice right now. And because this is the basement, expect the conversation to meander into relatable stories, some eyebrow-raising trivia, and a few debates on what balance really looks like when you factor in both spreadsheets and smiles. What You’ll Learn in This Episode: Why money alone won’t guarantee happiness (and what really does) How Benjamin Franklin’s life principles still apply in today’s financial world The connection between optimism and long-term investing success The surprising age when happiness may peak (and what to do before you get there) How to balance financial independence with enjoying the present Why strong social circles are a must-have part of your wealth plan Questions to Ponder (and maybe share your answers with the Basement Facebook Group!): Do you think your happiness will peak at a certain age—or is it more about circumstances? How do you balance saving for the future with enjoying your money today? What’s one small, intentional change you’ve made that had a big impact on your happiness? Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1 giờ 4 phút
  3. How to Lead (and Evaluate Good Leadership) with David Gergen (SB1733)

    6 NGÀY TRƯỚC

    How to Lead (and Evaluate Good Leadership) with David Gergen (SB1733)

    What can you learn about leadership from someone who’s served four U.S. Presidents, navigated some of the most intense moments in American politics, and still believes the future depends on building more leaders, not fewer? In this Greatest Hits Week replay, Joe Saul-Sehy, OG, and Neighbor Doug welcome David Gergen—former White House advisor, Harvard professor, and author—to the basement for a masterclass on leadership that applies as much to your career and investments as it does to running a country. Gergen pulls back the curtain on life inside the White House, from the early lessons he learned in the Navy to the behind-the-scenes moments that revealed the human side of Presidents. Along the way, he shares what separates great leaders from the rest, how to evaluate leadership in others (and yourself), and why service and responsibility are the cornerstones of lasting influence. Whether you’re leading a team at work, managing your family’s financial future, or just trying to be the kind of person others trust, you’ll find plenty here to sharpen your approach. And because no visit to the basement is complete without some SB-style surprises, you’ll also hear stories of presidential humor gone sideways, a White House prank or two, and reflections on how good leadership isn’t about perfection—it’s about purpose. Plus, the guys tackle a listener question on investing without specific goals, and Doug tests the panel’s trivia chops with a leadership twist. What You’ll Learn in This Episode: How David Gergen defines real leadership (and how it’s changed over time) The telltale signs you’re working with—or for—a great leader Lessons from the Navy, the West Wing, and history’s most memorable leaders Why building leaders is just as important as being one Practical ways to evaluate leadership in politics, business, and investing How a clear sense of service can make you a better investor and decision-maker Questions for you while you listen (share with our Facebook group!): Who’s the best leader you’ve ever worked for, and what made them stand out? How do you evaluate whether someone is worth following—whether in politics, business, or life? What’s one leadership skill you wish more people would develop? Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1 giờ 14 phút
  4. Spotting the Sharks: 5 Red Flags Your Financial Advisor Might Be Waving (SB1732)

    8 THG 9

    Spotting the Sharks: 5 Red Flags Your Financial Advisor Might Be Waving (SB1732)

    Not all financial advisors are created equal—and some will steer you straight into the rocks while smiling the whole way. In this episode of The Stacking Benjamins Show, Joe Saul-Sehy, OG, and Neighbor Doug share the top five warning signs your advisor may not have your best interests at heart. From shady investment recommendations to fee structures that deserve a magnifying glass, we unpack the behaviors and practices that can quietly drain your portfolio. This isn’t just about avoiding bad actors—it’s about knowing what great advice looks like so you can spot the difference. You’ll hear why “fun money” accounts can be a trap, how to sniff out overly speculative pitches, and why transparency isn’t optional when it comes to your financial future. Along the way, we sprinkle in a few stories, historical nuggets, and plenty of those classic “Doug moments” that make a trip to the basement worth your time. If you’ve ever wondered whether your financial guide is truly on your side—or if you just want to sharpen your radar—this episode will give you the practical tools to tell the difference between a trusted partner and a wolf in a well-tailored suit. What You’ll Learn in This Episode The five biggest advisor red flags that should send you running How to evaluate an advisor’s investment recommendations for risk and suitability Why fee transparency can make or break a relationship The subtle clues in an advisor’s office environment and interactions The difference between fun money accounts and dangerous speculation How to ensure your advisor’s plan matches your long-term goals Questions to Think About: When’s the last time you reviewed exactly how your advisor gets paid? Are you clear on the why behind each investment they’ve recommended? Would you feel confident explaining your advisor’s strategy to a friend—or does it sound like a foreign language? This episode originally aired on August 2, 2023. Please disregard any mention of current events. You can find the original show notes here. FULL SHOW NOTES: https://stackingbenjamins.com/how-to-spot-a-subpar-advisor-greatest-hits-week-1732 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

    1 giờ 11 phút
  5. Outsmarting Unintended Consequences: How Good Money Moves Don’t Go as Planned (SB1731)

    5 THG 9

    Outsmarting Unintended Consequences: How Good Money Moves Don’t Go as Planned (SB1731)

    Ever celebrate paying off a credit card…only to watch your credit score drop? Or ditch your budget for “simplicity” and find yourself ordering takeout three nights in a row? On this week’s episode of The Stacking Benjamins Show, Joe Saul-Sehy, OG, and Neighbor Doug welcome Paula Pant (Afford Anything) and Jesse Cramer (Personal Finance for Long-Term Investors) to explore why even the “right” financial moves can sometimes lead you straight into a banana peel. From the hidden traps of credit scores and debt freedom to the way a shiny new credit card reward program can cost you more than you bargained for, this roundtable digs into the ripple effects that don’t make the brochure. We’ll tackle when “optimizing” your plan goes too far, how well-meaning programs can backfire, and why the metric you’re tracking might not be the one that actually matters. Expect sharp insights, lively debate, and tips you can put into action—without getting tangled in the very strategies meant to help you. Because money confidence isn’t just about making the right moves…it’s about knowing what those moves might do next. We'll Cover: Why your credit score might drop after paying off debt—and why that’s not always bad news How “budget hacks” can turn into budget headaches The sneaky ways credit card rewards and government programs can backfire Why tracking the wrong measure can lead to the wrong results Practical steps to sidestep the unintended fallout from good decisions Questions to Ponder During the Episode What’s the most surprising “side effect” you’ve experienced after making a smart money move? Have you ever optimized your budget or investment plan…only to regret it? Which metric do you track most closely in your financial life—and is it actually the right one? FULL SHOW NOTES: https://stackingbenjamins.com/unintended-credit-score-consequences-1732 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

    1 giờ 5 phút
  6. We Answer Your Awesome Questions: HSAs, Roth Conversions, Trusts, and More (SB1730)

    3 THG 9

    We Answer Your Awesome Questions: HSAs, Roth Conversions, Trusts, and More (SB1730)

    What happens when you hand the mic to Stackers? You get a mailbag episode loaded with real-life money challenges, surprising lessons, and a few “wait, what?” moments. Joe Saul-Sehy, OG, special guest Anna Allem (a CFP® with her own winding journey into the profession), and Neighbor Doug dig into your most pressing financial questions—no fluff, no jargon, and definitely no shortage of basement-style tangents. This week’s listener lineup serves up a buffet of topics: how to turn an HSA into a stealth retirement account, whether a Roth conversion is the right move (and when), the tricky little details that make or break a trust, and what’s happening in the ever-shifting world of auto insurance. Along the way, we get into the mental game of money—why positive thinking might be more than motivational fluff—and how planning isn’t just about the plan on paper. From Anna’s seasoned perspective to OG’s no-nonsense approach and Joe’s knack for cutting through the noise, you’ll walk away with strategies you can actually use. Plus, we can’t resist a detour into AI at the Wendy’s drive-thru (yes, it’s a thing), proving once again that money talk is always better when you leave room for curiosity. What You'll Learn This Episode: How to decide if a Roth conversion makes sense for your tax picture Ways to supercharge an HSA for long-term wealth (and not just medical expenses) Trust basics you might be overlooking—and why that could cost you. The latest trends in auto insurance and how they might affect your rates Why mindset matters just as much as math in building financial confidence Questions to Ponder (or Argue Over in the Basement) If you were starting an HSA today, how would you use it—medical safety net or stealth retirement account? Have you considered a Roth conversion? What’s the one factor holding you back? When it comes to trusts, do you prefer to keep heirs in the loop or keep plans private until needed? How do you decide when to update your insurance coverage versus just shopping for a better rate? FULL SHOW NOTES: https://stackingbenjamins.com/questions-from-the-stacker-community-1730 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

    1 giờ 16 phút
  7. Unpacking Two Big Ideas: Infinite Banking and Saving For Young Children (SB1729)

    1 THG 9

    Unpacking Two Big Ideas: Infinite Banking and Saving For Young Children (SB1729)

    Labor Day might be about rest, but in the basement, we’re getting to work on busting some of the most persistent myths in personal finance. Joe Saul-Sehy and OG welcome insurance pro Tony Steuer to unpack the shiny marketing around infinite banking and velocity banking. Spoiler: sometimes “be your own bank” really means “make your insurer rich.” From permanent life insurance pitfalls to the real math behind these strategies, Tony helps separate clever sales pitches from solid financial planning. Then we shift gears to a conversation every parent, grandparent, and future gift-giver will love. Renowned financial journalist Chuck Jaffe joins the crew, fresh from becoming a grandfather, to share how he’s setting his new grandchild up for a strong financial future. Think stock portfolios for toddlers, early Roth IRA strategies, and simple systems that keep family generosity from getting lost in the shuffle. His practical, battle-tested tips will have you thinking differently about the best ways to give kids a head start. Whether you’re looking to avoid costly detours or create generational wealth, this episode is equal parts cautionary tale and inspiration. You’ll walk away ready to dodge financial traps, build smarter for the next generation, and maybe even rethink your own long-term giving plans. Why infinite and velocity banking aren’t the slam-dunk solutions they’re often sold as How to spot the red flags in permanent life insurance pitches Smart, tax-efficient ways to save for children and grandchildren Creative strategies for gifting assets that grow with the child The importance of balancing generosity with your own long-term goals Ideas to Ponder During Today's Episode Have you ever been pitched an “innovative” financial strategy that didn’t feel quite right? What tipped you off? What’s the most meaningful financial gift you’ve ever given—or received—as a child? If you could give one piece of financial wisdom to the next generation, what would it be? FULL SHOW NOTES: https://stackingbenjamins.com/permament-life-insurance-and-growing-your-money-1729 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

    1 giờ 19 phút
  8. How To Tell Your Boss You Want to Retire Often (SB1728)

    29 THG 8

    How To Tell Your Boss You Want to Retire Often (SB1728)

    Why wait until your knees creak louder than your rocking chair to start enjoying life? In this episode, Joe Saul-Sehy, OG, Paula Pant (AffordAnything) and Neighbor Doug welcome Jillian Johnsrud—author of Retire Often—to share why sprinkling your life with mini-retirements might be the smartest, healthiest, and most joyful move you make before your “official” retirement date. Think of it as giving your future self a head start… without the Medicare paperwork. From negotiating time off without burning bridges, to building a financial plan that lets you step away without panic, Jillian offers a roadmap to hit pause on your career without pressing stop. We explore the balance between health, capability, and the freedom to explore, and how to sell the idea of a mini-retirement to your boss so they don’t see it as a resignation letter in disguise. And because it’s the basement, we also mix in some Labor Day trivia, a few personal experiments with unconventional choices, and just enough playful banter to keep you leaning in. If you’ve ever felt the grind wearing you down but can’t picture walking away forever, this episode will help you reimagine your work-life timeline. Mini-retirements aren’t just for the wealthy or the whimsical—they’re for anyone ready to start living a retirement-worthy life now. How to pitch a mini-retirement to your boss without triggering an awkward HR meeting The financial prep work that makes time off less stressful and more satisfying Ways to test-drive retirement before the “official” date How to handle the skeptics (at work and at home) who think you’re making a mistake Why health and capability should be part of your retirement timing equation Questions to Ponder While You Listen If you could take 3–6 months off tomorrow, how would you spend it? Would a series of shorter retirements feel more fulfilling than one long one at the end? What’s the biggest barrier—financial or otherwise—keeping you from taking a break? Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1 giờ 2 phút
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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.

Thông Tin

  • Kênh
    Cumulus Podcast Network
  • Nhà sáng tạo
    StackingBenjamins.com | Cumulus Podcast Network
  • Năm hoạt động
    2013 - 2025
  • Tập
    1,4 N
  • Xếp hạng
    Sạch
  • Bản quyền
    © 2023 SB Podcast LLC | Cumulus Podcast Network
  • Trang web chương trình
    The Stacking Benjamins Show

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