What’s the best way to save for a house without wrecking your retirement plan? That’s just one of the big questions Joe Saul-Sehy, OG, and Mom’s neighbor Doug tackle in this packed episode (number 1700!) of Stacking Benjamins. Whether you're trying to figure out where to park your emergency fund, how to handle inherited IRAs, or how to financially plan as a single adult with big responsibilities (hello, aging parents!), this episode is full of relatable scenarios and actionable strategies.
Stackers Torin, VJ, Lori, and Michelle ask everything from:
How much is too much in your emergency fund?
What happens to inherited IRAs when you're already juggling financial priorities?
What should single people be doing right now to prepare for the future?
How do you juggle helping aging parents while keeping your own goals on track?
Plus, we mix in commentary from Kevin at Edward Jones and longtime listener Ron—offering insights from inside the financial services world and the Stacker community. The guys debate personal finance media narratives, give practical advice for budgeting large windfalls, and reflect on why saving feels easier in theory than in practice.
Also covered in this episode:
Why financial advice often skips over single individuals—and what to do about it
Emergency fund strategies: where to park the money, how much to keep, and how to make peace with the fact it isn’t earning sky-high returns
How to prioritize debt, student loans, savings, and investing without setting off a financial anxiety spiral
The value of short-term tradeoffs when you’ve got long-term goals
All delivered with the basement’s signature charm—where the coffee is lukewarm, the guidance is practical, and the jokes… well, let’s just say they’re dividend-eligible.
This episode is a perfect listen for:
New Stackers building their financial foundation
DIYers trying to juggle competing money goals
Anyone who’s inherited assets and doesn’t want to mess it up
People who’ve realized adulting is basically managing 14 financial priorities at once and still remembering to bring snacks.
FULL SHOW NOTES: https://stackingbenjamins.com/answering-your-questions-mailbag-1700
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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The robots aren’t just coming—they’re already here. And if you’re not paying attention, they might not just take your job… they could take your personal data too. In this episode of The Stacking Benjamins Show, Joe Saul-Sehy, OG, and Doug dive into the rise of artificial intelligence, exploring whether it’s a threat, a tool, or something in between. If you’ve been wondering how AI will impact your work, your privacy, and your future, this episode is a must-listen.
They kick off with a surprising headline: Gen Z workers are sidestepping AI entirely—not by resisting it, but by choosing careers where machines can’t compete (like landscaping and trades), and using AI tools to grow their businesses faster. This sparks a full-on basement debate about how technology has historically impacted jobs, what the next evolution might look like, and whether AI will make our lives easier… or just busier.
In today’s show:
Why some jobs may disappear—but others are about to explode with opportunity
The surprising role AI is playing in blue-collar and skilled trade growth
Why being AI-curious (not AI-phobic) is your best financial move
New tech tools that supercharge productivity—from transcription wallets to note-taking bots
How AI is already transforming education and career paths
What to do right now to stay ahead of the AI curve
Then the guys shift gears to a more sinister topic: data privacy. CNET recently reported which free AI chatbots are scooping up the most of your personal info—and which are surprisingly respectful. The gang reveals which apps are best to trust, and which are like letting Zuck crash on your couch (bad idea).
We’ll also hear from listener John, who wants to hire a financial advisor but isn’t sure where to start. Joe and OG break down how to find the right fit, why fees aren’t the most important factor, and the one question that tells you if someone’s worth hiring.
Plus:
Doug’s trivia on egomaniacal coin designers
A TikTok minute about U2, dating apps, and dad jokes
Back porch chatter about Pontiac Azteks, water treatment careers, and IMAX concert pilgrimages
Takeaway: AI isn’t just a tech trend—it’s reshaping our economy, our careers, and even how we learn. Whether you’re a Gen Z worker, mid-career professional, or planning your retirement, now’s the time to lean in, explore what AI can (and can’t) do, and secure your future before the bots beat you to it.
FULL SHOW NOTES: https://stackingbenjamins.com/ais-coming-for-your-job-how-to-outwit-the-robots-1699
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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So you’ve scaled the mountain, built the nest egg, and maybe even shouted “I’m done!” across a pristine beach... now what?
In today’s Stacking Benjamins episode, Joe Saul-Sehy convenes a roundtable of heavy-hitters to tackle the most misunderstood phase of money management: decumulation—a.k.a. the art of spending what you’ve worked so hard to save. Whether you're staring down retirement or already deep into your golden years, you'll hear candid, practical insights from three financial thought leaders who specialize in making your money last.
Joining Joe are Dana Anspach, retirement planning expert and founder of Sensible Money, Karsten Jeske (aka “Big ERN” from Early Retirement Now), and Frank Vasquez, aka Uncle Frank, host of Risk Parity Radio. Together, they bring decades of academic research, professional experience, and plain old common sense to questions like:
What’s the real safe withdrawal rate—and why does it depend on more than just spreadsheets?
Should you chase simplicity or embrace complexity in managing retirement funds?
What role do annuities and guaranteed income play in reducing late-life anxiety?
How do you plan for cognitive decline without spiraling into existential dread?
What’s the difference between spending confidently... and spending carelessly?
You’ll also hear why lumpy expenses, long-term care surprises, and behavioral quirks can trip up even the best-laid plans—and how to bulletproof your strategy now.
And yes, we get nerdy. Risk parity, sequence of return risk, and portfolio glidepaths all make guest appearances—but always with your favorite Stacking Benjamins charm and plain-English style. Because retirement doesn’t need to be scary... but it does need to be intentional.
Why your investment approach needs to evolve once paychecks stop
The strengths and blind spots of the “4% rule”
How emotions (not just inflation) affect safe withdrawal strategies
When it makes sense to annuitize, and when it absolutely doesn’t
How to adjust for cognitive decline in your financial plan (and still maintain autonomy)
The “spend conservatively early” myth—debunked
Tips for managing healthcare and other unpredictable late-life costs
Whether you’re a retiree, a pre-retiree, or a spreadsheet-loving financial independence buff, this deep-dive episode will give you the confidence to manage the second half of your financial life like a pro.
This isn't just about stretching your dollars—it's about building a life worth spending them on.
So grab your planner, pour a cup of whatever says “retirement-ready” to you, and let’s get smarter (and maybe just a bit weirder) about your golden years.
FULL SHOW NOTES: https://stackingbenjamins.com/create-your-retirement-spending-plan-1698
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 if the most important part of your retirement plan had nothing to do with your 401(k), IRA, or stock portfolio? In this episode of The Stacking Benjamins Show, Joe Saul-Sehy and OG are joined by filmmakers Pete Davis and Rebecca Davis, creators of the thought-provoking documentary Join or Die. They explore how community connection, not cash, may be the ultimate retirement strategy.
Drawing inspiration from the late political scientist Robert Putnam (Bowling Alone), the Davises reveal why joining groups—book clubs, church choirs, rec leagues, neighborhood associations—might be more essential to your long-term well-being than your asset allocation.
Together with Joe and OG, they unpack the data behind social decline, the healing power of showing up, and what the film Join or Die teaches us about leading a richer life beyond the numbers. Of course, Mom’s Neighbor Doug pops in with trivia that proves he belongs (at least to this show).
Whether you’re on the path to retirement or simply looking for deeper purpose, this episode will make you think differently about how you stack your most valuable resource: time.
Why joining a club may be just as critical to retirement as saving for it
What Join or Die reveals about America’s shrinking social networks
How loneliness affects physical and financial health—and how to fight it
Why your “portfolio of community” might be the highest-yield investment you ever make
Ways to build meaningful connections now—even if you don’t feel like a “joiner”
Pete and Rebecca Davis share behind-the-scenes stories from making Join or Die
Joe and OG reflect on what gives life meaning after the 9-to-5 ends
Surprising data on the link between social capital and financial confidence
Doug delivers a trivia challenge about famous clubs (and less-famous neighbors)
📚 Resources & Mentions:
🎥 Join or Die documentary by Pete and Rebecca Davis
📘 Bowling Alone by Robert Putnam
🎙️ Pete Davis’s book: Dedicated: The Case for Commitment in an Age of Infinite Browsing
👟 Your Challenge This Week:
Sign up. Show up. Speak up. Whether it's your local book club, PTA, pickleball team, or town council meeting—belonging starts with one yes.
💬 “Retirement planning isn’t just about money—it’s about meaning.”
Tune in and learn how to build a life you won’t want to retire from.
FULL SHOW NOTES: https:;//stackingbenjamins.com/join-or-die-documentary-pete-rebecca-davis-1697
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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You can’t plan a great retirement if you haven’t first planned what you’re retiring to. In this episode, Joe Saul-Sehy, OG, and Neighbor Doug open up Retirement Week in the basement with a Monday that’s equal parts insight, weekend recap, and questionable vehicle decisions.
🚪 Start with the most overlooked part of retirement: your lifestyle vision. What are you actually going to do all day—and will it make you happy?
📊 Then they dive into financial strategy, from coordinating pre-tax, Roth, and taxable funds to dodging sneaky IRMAA fees that show up like glitter—impossible to get rid of and oddly expensive.
🏎️ Thinking about a new car? Joe and Doug wrestle with the age-old question: maintain or upgrade, and how your answer could affect your wallet (and maybe your driveway credibility).
💼 Curious about investment leverage? Meet Basic Capital—a platform that might sound like a good idea… until it doesn’t. Joe and OG explain when leverage can help—and when it’s just risk in a tuxedo.
🎧 Plus:
Saluting the troops
What not to do when your retirement plan involves TikTok
A sneak peek at the Nerdy Round Table
And entertainment recs to round out your week like a pro
Start your week smarter and get a little closer to a retirement you actually want.
FULL SHOW NOTES: https://stackingbenjamins.com/creating-a-better-retirement-1696
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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Markets crashing? Interest rates spiking? Inflation roaring? Welcome to history. This week, we dig into 130 years of stock market meltdowns—from the panic of World War I to the Great Depression, 1970s stagflation, the dot-com collapse, and the 2008 financial crisis—to uncover timeless lessons that can fortify your financial future.
Joe Saul-Sehy is joined by Miranda Marquit, Jesse Cramer, and OG to examine how investors have historically responded to chaos... and how you should, too. You'll learn why diversification matters, why panic rarely pays, and why staying the course (even when it’s scary) can be the smartest move of all.
Of course, this wouldn't be the Stacking Benjamins Show without a trivia detour that involves mailing children through the U.S. Postal Service (yes, that happened). Buckle up for laughter, insight, and financial takeaways that are as practical as they are entertaining.
What WWI, the Great Depression, and 1970s inflation can teach us about investing
Why “The Lost Decade” wasn’t a loss for long-term thinkers
How to build a resilient portfolio that weathers the storm
Our infamous trivia game: How much could a kid weigh and still be legally mailed in the 1920s?
A few money-saving hacks, podcast updates, and your weekend preview from the basement
Whether you’re a seasoned investor or just building your financial foundation, this episode will leave you smarter, more confident, and—let’s be honest—way more amused than the average market history lecture.
FULL SHOW NOTES: https://stackingbenjamins.com/lessons-from-stock-market-history-1695
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 happens when you mix financial strategy with a healthy dose of cultural commentary? You get Rich Girl Nation. This week on The Stacking Benjamins Show, Joe Saul-Sehy and OG are joined by Katie Gatti Tassin, the powerhouse behind Money with Katie and author of the new book Rich Girl Nation. Together, they unravel the sneaky ways consumerism shows up in our lives—from pricey trends to status-signaling spending—and how it messes with our wallets.
Katie dives into the “hot girl hamster wheel” of overspending, the wage gap, and why negotiating your salary (without flinching) is one of the best financial moves you can make. She also offers sharp, tactical advice on job-hopping for higher pay and automating your money to avoid lifestyle creep. Meanwhile, the crew throws in real-life stories, from Cybertruck depreciation to celebrating financial independence in more ways than one.
And of course, Doug drops in with a trivia twist that keeps things weird—because it wouldn’t be the basement without a little curveball.
🧠 What You’ll Learn:
How to identify and eliminate unnecessary spending that doesn’t align with your values
Strategies for negotiating salary like a pro (and when silence says more than words)
How to avoid the early adopter tax on flashy new products
The role of automation in building sustainable wealth
Why understanding depreciation is a game-changer for big purchases
Whether you're climbing the corporate ladder or just trying to spend smarter, this episode offers a refreshing mix of real talk and practical advice—served up with classic basement wit and a side of financial independence.
Let’s make money moves that actually feel good.
FULL SHOW NOTES: https://stackingbenjamins.com/rethinking-earning-and-spending-with-kate-gatti-tassin-1694
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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Is your wallet feeling lighter... but your closet’s full of regret? Joe, OG, and Mom’s neighbor Doug are throwing open the basement door to tackle one of the trickiest parts of personal finance: consumerism. Whether you're a recovering impulse buyer or knee-deep in buy-now-pay-later regrets, this episode’s got your back—and maybe your budget.
💸 Hear real stories about overspending and why value-based spending beats chasing trends.
🛍️ Unpack the rise of Klarna and other buy-now-pay-later services—and the hidden costs that come with them.
🌍 Explore how global economic shifts (yep, we’re going there) could impact your investments.
🎤 And just when things get too real, the team lightens it up with a no-holds-barred burger chain draft. In-N-Out? Five Guys? Wendy’s? Who makes the Stacker cut?
Plus: a shoutout to the troops, a TikTok Minute that involves Doug and a questionable egg sandwich, and trivia that’ll make you rethink your next holiday shopping spree.
You don’t need to live like a monk—just stop buying stuff you don’t even like.
FULL SHOW NOTES: https://stackingbenjamins.com/how-to-break-free-from-consumerism-1693
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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Can building wealth be as entertaining as a round of trivia in the basement? We think so—and today’s episode proves it. Joe Saul-Sehy is joined by Doc G, Paula Pant, and Jesse Cramer to play a fast-paced financial game show based on 11 expert-approved ways to grow your wealth. From boosting your income and dialing in your budget to the eternal tug-of-war between paying down debt and investing more, this episode delivers wisdom with a side of basement-brand chaos.
But we don’t stop at just the basics. Our roundtable dives into:
How homeownership plays into your wealth picture (even if it’s not as sexy as index funds),
Why insurance coverage might be your best wealth-preserving move,
The truth about improving your credit score without obsessing over every point.
Plus, a trivia celebration of 50 Cent’s Vitamin Water payday turns into a lesson in surprise wins—and surprise losses.
Whether you're just beginning your wealth-building journey or refining your strategy, this episode brings practical insights, hearty laughs, and a gentle nudge to rethink what really grows your net worth.
How to increase your income (without selling essential organs)
Budgeting strategies that actually stick
Why investing early matters—and when paying off debt takes priority
The real ROI of proper insurance coverage
A homebuying debate that might ruffle some financial feathers
Birthday trivia for 50 Cent and the Vitamin Water deal that made him a legend
End-of-episode takeaways you’ll want to write down (or tattoo, if that’s your thing)
Stackers, whether you're navigating rainy days or planning for a brighter financial future, today’s conversation will help you stack smarter, live better, and maybe even walk away with a new strategy—or at least a smile.
FULL SHOW NOTES: https://stackingbenjamins.com/our-favorite-ways-to-grow-wealth-1692
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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After Monday’s primer on why your portfolio needs some international flavor, we’re following up with a deeper dive—this time with someone who lives and breathes global markets. Joe Saul-Sehy and OG welcome Joy Yang, Head of Index Product Management at MarketVector Indexes, to talk through how to actually invest beyond U.S. borders.
Joy explains how ETFs can help investors capture international growth while minimizing risk—and why country-specific and sector-specific ETFs might just be your new best friend. You'll also hear insights on investing in private markets, the rise of digital assets, and whether private equity in your 401k is a brilliant idea… or a cautionary tale.
But don’t worry, the basement stays weird. Doug brings the trivia heat with a Martha Stewart–Eliot Spitzer stumper, and the episode wraps with some creative audience feedback (including one Stackers’ AI-powered school project that caught our attention).
Topics Covered:
How to diversify globally without overcomplicating your portfolio
The power of ETFs for targeting specific markets and sectors
What you really need to know before considering private equity in retirement accounts
Balancing simplicity with opportunity in a world of shiny investment options
The limits of “going big or going home” when it comes to risk and return
Stackers, if you’re looking for smart ways to expand your portfolio’s reach—or just curious what index creators think about Bitcoin—this episode delivers insights, laughs, and a grounded reminder: simple can still be smart.
FULL SHOW NOTES: https://stackingbenjamins.com/how-to-invest-globally-with-joy-yang-1691
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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