The Stacking Benjamins Show

Wharton’s Corinne Low on How to Get More Life Out of Your Money, Time, and Career SB1913

Most of us are optimizing a number, whether it’s a retirement balance or a job title, and almost never stop to ask what it’s for. Wharton economist Corinne Low measures h

Year-End Money Moves: Student Loan Savings, Roth Conversions, and Disability Insurance SB1912

Some of the best money moves of the year come with a deadline most people never notice. A student loan rate can drop by a full percentage point with one setup step. A win

How to Build a Career You Won’t Regret (Before You Climb the Wrong Ladder) (SB1911)

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Harvard’s Robert Waldinger on What to Spend Your Money and Time On to Be Happier SB1910

Ask a room of young adults what they want most from life and about eight in ten will say “get rich.” The longest scientific study of adult life, now following the childre

How to Fix Your 401(k): 25 Moves That Work Even If Your Plan Isn’t Great SB1909

Most people check their 401(k) the way they check a gas gauge: a glance, a shrug, and back on the road. Joe and OG pop the hood on the whole engine and work through 25 fi

What the Fed’s Rate Hike Means for Your Money, Plus the Buy Now, Pay Later and Kalshi Traps SB1908

The 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 dif

Lauryn Williams: What a Four-Time Olympian Learned From Her Biggest Money Mistakes SB1907

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Credit Cards 101: Points, Cash Back, and the Traps Card Companies Want You to Fall Into SB1906

Credit 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 actuall

Money Ideas That Sound Great Until You Read the Fine Print (SB1905)

Bigger 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 pu

Don't Tell the Car Dealer Your Budget (And Other Money Moves That Actually Work) SB1904

A $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

Our Top 5 Esoteric Money Strategies That Work (For the Right Person) SB1903

Some 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 power

Is "This Time Different"? A FinCon Panel on AI, Inflation, and Interest Rates SB1902

Live 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:

Robin Wigglesworth: The Boring Market That Actually Runs the World SB1901

In 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 Wiggleswo

Five Signs Your Financial Advisor Might Not Be Great SB1900

"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 wal

Should You Graduate From Index Funds to Individual Stocks? SB1899

You've done everything right. Emergency fund, employer match, maxed-out retirement account, boring diversified index funds quietly compounding in the background. And now

Lynda Gratton: What If You Live to 100? Here's How to Actually Plan For It SB1898

The traditional life plan, learn, work for four decades straight, retire once and for all, was built for a much shorter life than many of us are actually going to live. L

Can You Retire With $500,000? $750,000? A Million? SB1897

Someone with half a million dollars confidently retires and thrives. Someone else with a full million dollars runs into trouble within a few years. The dollar amount alon

Why "Doing It Yourself" With Money Is Costing You SB1896

Collaboration is celebrated everywhere else. Musicians collaborate. Athletes have training partners. Businesses merge their best ideas together. But mention teaming up on

Todd Havens: Why Most People Don't Have a Money Problem, They Have a Thinking Problem SB1895

Todd Havens spent decades dreaming of a net worth of zero, just breaking even felt like an impossible finish line. Then, in 2021, at the height of COVID, a doctor deliver

You're Doing Risk Tolerance Backwards SB1894

Every brokerage account asks the same question: how comfortable are you with a 20% decline? Are you conservative, moderate, or aggressive? Joe and OG argue that's exactly