The Stacking Benjamins Show

StackingBenjamins.com | Money Podcast | Cumulus Podcast Network

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. The Tax Triangle Most Investors Have Never Heard Of (SB1833)

    10H AGO

    The Tax Triangle Most Investors Have Never Heard Of (SB1833)

    Most people think about investing in terms of what to buy. Joe Saul-Sehy, OG, and CFP Anna Allem argue the more important question is where you put it. This week they break down the three-bucket tax triangle that could save you thousands in retirement, plus answer listener questions on Trump accounts, UTMAs, and how to pull together a home down payment when your money is locked up in all the wrong places. In this episode: The difference between pre-tax, brokerage, and tax-free investing and why you need all three, what the new Trump account actually does and who it makes sense for, how to build a home down payment when your assets are tied up in retirement accounts, and why flexibility in your tax strategy matters as much as the investments themselves. Biggest takeaways: Draw a triangle. Label each corner pre-tax, brokerage, and tax-free. Then draw your buckets to scale based on where your money actually sits. If one bucket dwarfs the others, that's your problem to solve before you touch anything else. The Trump account is not a traditional IRA, despite what the website implies. Money goes in after tax, grows tax deferred, and comes out taxable. For most people with a 529 and an UTMA already in place, keep going with what you have. When your money is locked in retirement accounts and you need a down payment, the math has two sides. What does pulling it out cost you today in taxes and penalties, and what does it cost you in thirty years of lost compounding? Know both numbers before you decide. Resources mentioned: Episode 1808 on help eliminating hospital bills (on navigating medical bills and hospital assistance programs) The Stacking Benjamins scorecard: stackingbenjamins.com/scorecard The Vault: stackingbenjamins.com/vault Submit your question: stackingbenjamins.com/yelldownstairs Learn more about your ad choices. Visit podcastchoices.com/adchoices

    57 min
  2. The Best Money Advice We Wish We Knew at 20 (Live from Texas A&M - Texarkana) SB1830

    3D AGO

    The Best Money Advice We Wish We Knew at 20 (Live from Texas A&M - Texarkana) SB1830

    What would you ask about money if you had the mic? Live from Texas A&M Texarkana, Joe Saul-Sehy, Paula Pant, and financial educator Jay Davis take questions from students facing real-world money decisions—like choosing between passion and paycheck, avoiding lifestyle creep, investing safely, and building a financial future from scratch. If you're in your 20s—or wish you could do them over—this episode is packed with the advice we wish we knew earlier. Plus: Doug climbs into the rafters (again) for a trivia showdown you won’t forget. 💡 What We Cover in Today’s Episode Passion vs paycheck vs peace: How do you actually choose a career without regretting it later? Why “follow your passion” might be terrible advice—and what to do instead How to avoid lifestyle inflation when your income jumps The easiest way to “hide money from yourself” (and why it works) The real difference between 401(k)s, IRAs, stocks, and gold (finally explained clearly) What “safe investing” actually means (hint: it depends on time) The biggest money mistakes college students make—and how to avoid them Why systems beat discipline every single time Smart ways to manage student loans after graduation The underrated power of an emergency fund (aka your freedom fund) How networking—not your resume—can shape your financial future 🧠 The Big Takeaways You don’t need perfect discipline—you need better systems Your first few years out of school can change everything financially “Safe” depends on when you need the money The earlier you start, the more your money works (hello, compounding) Most people don’t fail from lack of knowledge—they fail from lack of action 🎤 Special Guests Paula Pant – Host of the Afford Anything Podcast Jay Davis – Executive Director of Financial & Entrepreneurship Engagement, Texas A&M Texarkana Thank you to Red River Credit Union for underwriting this live show! FULL SHOW NOTES: https://stackingbenjamins.com/live-q-and-a-with-paula-pant-1830 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

    1h 9m
  3. The Mental Game of Money: What Elite Athletes Know That Most Investors Don't (SB1829)

    5D AGO

    The Mental Game of Money: What Elite Athletes Know That Most Investors Don't (SB1829)

    The same mental patterns that cause investors to panic-sell during a downturn, chase validation through status purchases, or freeze up when facing big financial decisions -- those are the exact patterns performance coach Jim Murphy has spent decades helping elite athletes overcome. His framework isn't about trying harder. It's about getting aligned. And today he brings it down to the basement to help Stackers apply it to the one game that matters most -- the one you play with your own money and your own life. What You'll Walk Away With The three pillars of extraordinary performance -- belief, freedom, and focus -- and why chasing results instead of these three things is costing you more than you know Why the score, the portfolio balance, and the quarterly statement are all distractions -- and what elite performers focus on instead The resonance framework that helps you recognize when you're making decisions from alignment versus anxiety Four daily goals that reorient your attention from outcomes you can't control to the process that actually produces them Why the same ego patterns that derail pro athletes -- always comparing, never satisfied -- show up identically in how most people handle money The homeless harpist story: what Jim did with his last $100 when he was $90,000 in debt -- and what happened next Why retiring from a career you've tied your identity to can feel exactly like getting cut from a team -- and how to prepare for it before it happens Five questions to ask yourself before any high-stakes decision to know whether you're operating from fear or from genuine conviction The AI warning hiding in this episode -- why an assistant that never disagrees with you might be the most financially dangerous tool in your arsenal What a cancer diagnosis in January taught a performance coach about what the best possible life actually looks like Why This Matters Now In your 40s, the financial pressure is real -- but so is a quieter kind of pressure that rarely gets named. Am I building the right life? Am I making decisions because they matter to me, or because of what other people will think? Jim Murphy's work sits at the intersection of those two questions, and the answer he keeps arriving at is the same one the best investors, the best athletes, and the most contented people share: stop optimizing for the scoreboard and start arranging your days around what actually makes you feel fully alive. From the Basement Jim Murphy joins Joe and OG to walk through the framework behind his new book, The Best Possible Life -- including the desert solitude, the FedEx job, the homeless harpist, and the cancer diagnosis that field-tested everything he teaches. Joe and OG close out the episode with a Psychology Today headline on AI and financial trust -- and OG's story about nearly committing accidental tax fraud because Claude was being extremely encouraging about a box he absolutely should not have checked. Doug arrives with McDonald's trivia in honor of Tax Day and Ray Kroc's first store. Whether the basement scoreboard survived the week is a question best answered with your earbuds in. Resources Mentioned The Best Possible Life by Jim Murphy -- available wherever books are sold Inner Excellence by Jim Murphy -- also available wherever books are sold Jim Murphy on Substack -- live Q&A coaching sessions and weekly newsletter; find him at interexcellence.com Jim Murphy on Instagram -- @InterExcellence Mental Toughness Training for Sports by Dr. Jim Loehr -- referenced by Jim as a foundational influence Psychology Today article on AI and financial trust -- linked in show notes at stackingbenjamins.com Stacking Benjamins Guides -- updated monthly at stackingbenjamins.com/guides Stacking Benjamins Vault -- budget and net worth tracking at stackingbenjamins.com/vault Stacking Benjamins Meetups -- find a group at stackingbenjamins.com/bad FULL SHOW NOTES: https://stackingbenjamins.com/achieve-your-inner-excellence-with-jim-murphy-1829 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

    57 min
  4. Geopolitical Risk Is Spiking. Here's Why You Should Do Nothing. SB1828

    APR 13

    Geopolitical Risk Is Spiking. Here's Why You Should Do Nothing. SB1828

    Oil prices up. Tariffs in the headlines. Markets bouncing. Your phone serving you a fresh reason to panic every 10 seconds. This week Joe Saul-Sehy and OG break down why everything you're feeling right now is normal, why acting on it is the mistake, and how to think about your portfolio when the world feels like it's on fire. Plus CFP Anna Allem joins OG for the basics segment, walking through the three-bucket investing framework that makes it easier to ignore the noise. In this episode: Why volatility is the price of admission, not a warning sign, how the news business and your investing strategy are working against each other, why a broadening market is actually a healthy sign, and the foundation, bridge, engine framework for goals-based investing. Biggest takeaways: In a normal year the market drops 14% from its high watermark at some point during that year. Then it recovers. That's not a crisis. That's Tuesday. The media's job is to keep you on the platform. Your job is to stay in the market. Those two goals are not compatible. When you tie your money to a specific goal with a specific timeline, the day-to-day noise becomes almost irrelevant. Know which bucket your money is in and why. Resources mentioned: The Stacking Benjamins scorecard: stackingbenjamins.com/scorecard The Vault: stackingbenjamins.com/vault Stacking Benjamins guides (taxes, college planning, HR): stackingbenjamins.com/guides FULL SHOW NOTES: https://stackingbenjamins.com/how-to-manage-geopolitical-risk-1828 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

    56 min
  5. No Retirement Savings at 40? Here's Exactly What to Do First (SB1827)

    APR 10

    No Retirement Savings at 40? Here's Exactly What to Do First (SB1827)

    Most people don't start thinking seriously about retirement until their forties. If that's you, the good news is you're not behind. You're normal. And this week three CFPs, Jackie Cummings Koski, Roger Whitney, and OG break down exactly what to do, in what order, starting right now. In this episode: Why panic is the enemy of a good retirement plan, the first place your money should go before anything else, why your savings rate matters more than finding the perfect investment, and the one investing mistake people make when they feel behind. Biggest takeaways: Give yourself grace first. This stuff isn't taught in school. The two years Jackie spent just processing her situation before taking action weren't wasted. That clarity is what made everything else stick. Increase your savings rate by 1% every six months. Going from 3% to 13% over five years feels like a non-event the entire time. Automation makes it invisible. Simple beats clever. Index funds, low cost, diversified, and boring. When you feel behind, the temptation is to swing for the fences. That's exactly when boring saves you. Real estate and dividend strategies are tactics. Tactics come after you have a strategy. For a 40-year-old starting from zero, the strategy is build the habit and save more. Resources mentioned: Jackie Cummings Koski's book Fire for Dummies and podcast Catching Up to FI at catchinguptofi.com Roger Whitney's Retirement Answer Man podcast at rogerwhitney.com The Stacking Benjamins scorecard: stackingbenjamins.com/scorecard The Vault: stackingbenjamins.com/vault FULL SHOW NOTES: https://stackingbenjamins.com/how-to-start-saving-for-retirement-at-40-1827 Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201 Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1h 5m
  6. Why You Should Stop Saving for Retirement 3 Years Early (SB1826)

    APR 8

    Why You Should Stop Saving for Retirement 3 Years Early (SB1826)

    Retirement expert Jamie Hopkins has spent 20 years helping people plan for retirement, and his most counterintuitive advice stops most savers cold: in the final years before you retire, putting more money away might actually be hurting you. This week he joins Joe and OG to explain why, and what to do instead. In this episode: Why financially prepared retirees still end up miserable, how to practice spending before you retire, the home bias that quietly tanks your portfolio and your quality of life at the same time, and what to actually do with all that home equity when the time comes. Biggest takeaways: The last three to five years of extra contributions barely move the needle on your retirement portfolio. Working six months longer matters more. So does learning to spend. Take that money and actually use it, so you're not hitting retirement having never practiced. Retirement isn't a math problem, it's an identity problem. The people who struggle most aren't broke. They never figured out where their purpose and community would come from once work disappeared. Over half of Americans are forced into retirement earlier than expected. You need a plan for that scenario now, not when it happens. Resources mentioned: Jamie Hopkins' Retirement Sketchbook wherever books are sold The Stacking Benjamins scorecard: stackingbenjamins.com/scorecard The Vault: stackingbenjamins.com/vault Learn more about your ad choices. Visit podcastchoices.com/adchoices

    1h 17m
  7. You Don't Need a Huge Income to Build Real Wealth SB1825

    APR 6

    You Don't Need a Huge Income to Build Real Wealth SB1825

    A Kiplinger study of 1,000+ everyday millionaires found four traits that kept showing up. None of them involve a big salary, a hot stock tip, or a lucky break. This week Len Penzo, OG, and Joe dig into what those habits actually look like in practice, how to train yourself to spend with intention, and how to find a financial advisor who does what you actually need. In this episode: The "Midwest millionaire" traits anyone can adopt, why becoming a great saver can make you a terrible spender, the monthly money habit that takes 20 minutes and changes everything, and exactly what to say when you're interviewing financial advisors. Biggest takeaways: Frugality without intention is just suffering. The millionaires in this study were the last to spend on themselves and the first to give generously to others. Not cheap. Intentional. Set a money goal big enough to compete with impulse spending. Once you have a real why, "I deserve this" stops winning. When looking for a financial advisor, lead with exactly what you want in the first five minutes. A real professional will tell you if it's not their specialty. Resources mentioned: Len Penzo's blog and book True Money Stories at lenpenso.com The Stacking Benjamins scorecard: stackingbenjamins.com/scorecard The Vault (budget and net worth tracker): stackingbenjamins.com/vault FULL SHOW NOTES: https://stackingbenjamins.com/how-to-live-like-a-midwestern-millionaire-1825 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

    1h 9m
  8. Building Your Personal Finance Curriculum (At Any Age)  SB1824

    APR 3

    Building Your Personal Finance Curriculum (At Any Age) SB1824

    Most of us were never taught this stuff. So, where do you actually start? Thirty-nine states now require a personal finance course to graduate from high school. That's real progress — and it still might not be enough. Because financial education isn't a one-time event. It's a living curriculum that has to grow with you, stay connected to your actual life, and — crucially — help you get out of your own way when things get emotionally charged. This week, Joe and the crew build that curriculum from the ground up. Whether you're 22 or 52, there's a starting point here for you. Rubin Miller — Financial advisor, founder of Peltoma Capital, and author of the Fortunes and Frictions blog. Came from the investment world before financial planning, which means he sees the whole game differently and isn't afraid to say so on LinkedIn. Paula Pant — Afford Anything host, behavioral finance truth-teller, and the person who goes on record this week with a very confident guess about the trivia answer. OG — The basement's own financial planner, father of a teenager who wants to day trade, and enthusiastic opponent of giving the government any money he doesn't absolutely have to. On building the foundation: Why the first step in any financial plan is an honest accounting of where everything actually stands: income, spending, assets, debt, all of it What's coming up in the next three to five years and why that question matters more than any abstract retirement calculation Why teaching a 17-year-old about mortgages probably doesn't stick and what actually does The one thing traditional savings accounts do really well (hint: it's great for banks, not for you) Why your behavior matters more than your math and what to do about it On protecting what you're building: The insurance mistake most people make: spending too much protecting low-probability events and too little protecting high-probability ones Why disability insurance is more expensive than life insurance and what that price difference is actually telling you When improving your credit score should not be your priority (this one surprises people) Why debt is never really "good," just occasionally less bad On growing your money: What an investment philosophy actually is and why you need one before you pick a single fund The behavioral biases — recency bias, loss aversion, the availability heuristic — that make smart people do dumb things with their portfolios Why nobody ever thinks they're panicking. They just think the circumstances changed. Why taxes are a year-round event, not a February problem The financial media teaches you to chase. New strategy, hot sector, better fund. But the research keeps landing in the same place: most investors' biggest obstacle isn't information. It's themselves. The curriculum that actually helps isn't the one that covers the most ground. It's the one that connects to your real life, your real timeline, and the emotional triggers that quietly blow up even the best-laid plans. Start there. Everything else builds on top. Rubin joins the crew for the first time and immediately plays trivia on Jesse Cramer's behalf — which feels both generous and karmic, given that Jesse and his wife Kelly just welcomed a new baby into the world (on Jesse's birthday, no less). Doug brings the Eddie Murphy birthday trivia energy. Paula goes on record with a very confident guess. OG applies his usual ironclad logic to arrive at his number. Someone wins. Someone absolutely should not have said what they said out loud before the answer was revealed. MENTIONED / RESOURCES Rubin Miller's blog: fortunesandfrictions.com Peltoma Capital: palomacapital.com Rubin on LinkedIn: search Rubin Miller Paula Pant: Afford Anything podcast, wherever you listen OG's calendar: stackingbenjamins.com/OG Wall Street Journal piece on personal finance requirements by state New to the basement? Subscribe so you never miss an episode — and if this one made you want to finally build your own financial curriculum, that's the whole point. FULL SHOW NOTES: https://stackingbenjamins.com/looking-at-your-money-report-card-1824 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

    1h 8m
4.4
out of 5
1,937 Ratings

About

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.

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