The Stacking Benjamins Show Sponsors
The Stacking Benjamins Show has produced 2,907 episodes. 638 of those episodes have been sponsored by 182 companies. We last recorded an episode on Oct 9, 2026.
Latest Episodes
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What the Fed’s Rate Hike Means for Your Money, Plus the Buy Now, Pay Later and Kalshi Traps SB1908
Oct 9, 2026The Fed just raised rates for the first time in more than three years, and the markets barely flinched. Your mortgage, your CDs, and your next car payment may feel it differently than the headlines suggest. The panel breaks down what a quarter point actually changes, then turns to two newer ways of borrowing against your future self: buy now, pay later apps that run almost entirely on debit cards, and a prediction market that wants Congress to let you borrow money to bet. One episode, three...
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Lauryn Williams: What a Four-Time Olympian Learned From Her Biggest Money Mistakes SB1907
Oct 7, 2026See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Credit Cards 101: Points, Cash Back, and the Traps Card Companies Want You to Fall Into SB1906
Oct 5, 2026Credit card companies are getting smarter about one thing: making an $800 annual fee feel like a steal. Joe and OG open the vault on how the points-and-perks game actually works, why "free" subscriptions and dining credits aren't really free, and the one simple piece of math that tells you whether a point is worth more than cash. Doug plays referee in a live round of Points, Cash, or Pass, and it turns out his instinct to keep one boring card in his wallet might be the smartest strategy in...
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Money Ideas That Sound Great Until You Read the Fine Print (SB1905)
Oct 2, 2026Bigger returns. Guaranteed income for life. Retiring five years early. Every one of these sounds like an obvious yes, until you see the invoice that comes with it. Joe puts Doc G, OG, and Jesse Cramer through a rapid-fire "in or out" game: he pitches five genuinely appealing financial ideas, and each of them has to decide whether they'd actually take the deal, and name the worst realistic thing that could go wrong if they did.What You'll Walk Away WithWhy leveraged ETFs have historically...
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Don't Tell the Car Dealer Your Budget (And Other Money Moves That Actually Work) SB1904
Sep 30, 2026A $12,000 emergency room bill for popping a dislocated shoulder back into place. A car-buying strategy that saved one family $4,000 with a single text message. A college athlete's first taste of NIL money and the tax questions that come with it. Joe and OG spend today answering real questions from real Stackers, the kind of specific, practical situations that don't always fit neatly into a textbook, but come up constantly in real life.What You'll Walk Away WithWhy you should never tell a car...
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Our Top 5 Esoteric Money Strategies That Work (For the Right Person) SB1903
Sep 28, 2026Some financial strategies aren't bad, they're just wildly oversold to people they were never built for. Joe and OG walk through five genuinely legitimate, sometimes powerful tools, cash value life insurance, municipal bonds, qualified longevity annuity contracts, net unrealized appreciation, and complex charitable trusts, and draw a clear line between the tiny slice of people these actually help and the much larger crowd who gets pitched them anyway. If you've ever had someone offer you a...
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Is "This Time Different"? A FinCon Panel on AI, Inflation, and Interest Rates SB1902
Sep 25, 2026Live from FinCon, Joe sits down with historian and bestselling author Joseph Moore, Paula Pant, and Jesse Cramer to talk about what's actually keeping people up at night: AI concentration in the stock market, inflation anxiety that won't fully fade, interest rates that feel "stuck," and a housing market that seems rigged against newcomers. The twist is that almost none of it is new. From a Scottish con man's fake country bonds to the 1830s stock that was over 30% of the entire market, to a...
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Robin Wigglesworth: The Boring Market That Actually Runs the World SB1901
Sep 23, 2026In April 2025, the bond market did something the stock market couldn't: it made a sitting president reverse course within days. Financial Times journalist Robin Wigglesworth, author of the new book A Fabulous Debt, joins Joe and OG to explain why bonds, dismissed for centuries as the dull corner of finance, are actually the bedrock everything else sits on. From a murdered medieval ruler in Venice to a Scottish con man who sold bonds for a country that didn't exist to the hedge fund collapse...
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Five Signs Your Financial Advisor Might Not Be Great SB1900
Sep 21, 2026"How do I know it's time to fire my advisor?" That question came up over and over at a recent retreat, enough that Joe knew it needed its own episode. Today he and OG walk through five real, specific red flags, not vague warnings about fees, but concrete signs that your advisor might be coasting, out of their depth, or simply not built for where your life is headed. If you've ever sat in a meeting with your advisor and wondered whether you're getting real value or just really good small talk,...
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Should You Graduate From Index Funds to Individual Stocks? SB1899
Sep 18, 2026You've done everything right. Emergency fund, employer match, maxed-out retirement account, boring diversified index funds quietly compounding in the background. And now some part of you is wondering: is there a next level? Financial educator Brian Feroldi joins Paula Pant and Jesse Cramer for a genuinely useful gut-check on whether picking individual stocks is a smart next step, a fun hobby, or a trap dressed up as ambition, and how to tell the difference before you put real money on the...
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