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The Stacking Benjamins Show

The Stacking Benjamins Show

2,887 episodes — Page 1 of 58

Your Financial Order of Operations: What to Fix First SB1888

Aug 24, 20261h 4m

What to Teach Your Kids About Money, and When 1887

Aug 21, 20261h 13m

Tim Semro Answers Your Weirdest Estate Planning Questions SB1886

Aug 19, 202654 min

The Four Psychological Tricks That Get You to Sign Anything (SB1885)

Aug 17, 20261h 14m

When Is "Good Enough" Actually Good Enough With Money? SB1884

Aug 14, 20261h 3m

Len Penzo: The 18-Year Sandwich Survey That Predicts Recessions (SB1883)

Aug 12, 20261h 1m

Should You Max Out a 401(k) You Don't Even Like? SB1882

Aug 10, 202655 min

What a Bad Boss Is Actually Costing You (SB1881)

Aug 7, 202658 min

What to Do When Insurance Denies Your Claim (And Why They Count on You Giving Up) SB1880

Aug 6, 20261h 14m

Jesse Mecham (YNAB Founder) On The One Question That Ends Money Anxiety For Good (SB1879)

Aug 5, 20261h 4m

Your Mid-Year Tax Checkup: Fix Problems Before They Become April's Problem (SB1878)

Aug 3, 202651 min

Why Smart People Make Dumb Money Decisions SB1877

Jul 31, 20261h 4m

Why Your Homeowners Insurance Bill Keeps Going Up (And What to Do About It) Special Episode SB1876

Jul 30, 202654 min

Meet the Family That Quietly Controls Your Retirement Money (SB1875)

Jul 29, 20261h 11m

The One Financial Conversation People Avoid (Plus a Discussion about Stress and Money) SB1874

Jul 28, 20261h 9m

Everything You Actually Need to Know About Social Security Right Now (SB1873)

Jul 27, 202656 min

A Former OpenAI Researcher Says 70% Chance of Human Extinction -- Here's What to Do With That SB1872

Jul 24, 20261h 10m

Ryan Hawk on How Ordinary People Become Exceptional (And the Actions That Actually Compound) SB1871

Jul 22, 20261h 11m

How to Get More Free Money From Your 401k (The Moves Most People Never Make) SB1870

Jul 20, 20261h 14m

Who Should You Trust With Your Money? (Friends, Family, Experts, AI, and Bad Advice) SB1869

Jul 17, 20261h 11m

What History Tells Us About Crypto, Real Estate, and Every Other Financial "Truth" (with Dr. Joseph Moore) SB1868

Jul 15, 20261h 20m

Did You Miss the Small Cap Rally? What the First Half of 2026 Taught Every Investor (SB1867)

Jul 13, 202659 min

Can You Save Too Much? Finding the Sweet Spot Between FI, Spending, and Life (SB1866)

Jul 10, 20261h 1m

Scott Galloway's Algebra of Wealth: Build Money, Meaning, and Stop Comparing Yourself to the S&P500 (SB1865)

Jul 8, 20261h 7m

Your Best Money Questions Answered: Emergency Funds, Inherited IRAs, Single-Person Planning, and More (SB1864)

Jul 6, 20261h 0m

The Retirement Wall of Shame: Mistakes That Wreck Retirement Plans (SB1863)

Jul 3, 20261h 4m

Can You Actually Make Money Buying a Franchise? (with Alex Smereczniak) SB1862

Jul 1, 20261h 16m

When Borrowing Against Your House Is Smart (And When It Quietly Wrecks Your Plan) SB1861

Jun 29, 20261h 1m

What Would You Do With a $500,000 Inheritance -- And What Would You Leave Behind? SB1860

Jun 26, 20261h 3m

Dana Anspach on the Four Phases of Retirement (and why your go-go years are the most important) SB1859

Jun 24, 20261h 8m

The SpaceX IPO Wasn't for You (and that's actually fine) SB1858

Jun 22, 20261h 7m

Financial Rules That Sound Smart Until You Actually Test Them (Money "Rules" We Had to Unlearn) SB1857

Jun 19, 202657 min

Isaac Newton Lost 80% of His Fortune in a Bubble -- What That Teaches Every Investor (SB1856)

Jun 17, 20261h 0m

AI Agents Want to Trade Your Stocks and Shop With Your Credit Card -- Here's Why That's a Problem (SB1855)

Jun 15, 20261h 2m

8 Signs You're Winning With Money SB1854

Jun 12, 20261h 4m

Helping Mom With Money Before It's Too Late (SB1853)

Jun 10, 20261h 15m

59% of Retirees Left the Workforce Earlier Than Planned -- Are You Ready If It Happens to You? SB1852

Jun 8, 202659 min

Why High Earners Still Feel Broke (And What to Do About It) SB1851

Jun 5, 20261h 4m

Retire by 30: Cody Berman on Building Financial Freedom Faster Than You Think (SB1850)

Jun 3, 20261h 19m

How to Add 1% to Your Portfolio Without Taking on More Risk (The Systems) SB1849

Jun 1, 202657 min

Stop Treating Every Financial Decision Like It's Mount Everest SB1848

May 29, 202657 min

Why Uncertainty Is an Opportunity (and some Wall Street players don't want you to know that) SB1847

May 27, 20261h 1m

How Much Should You Really Save Without Hating Your Life? SB1846

May 25, 20261h 6m

Where Are You Drawing the Line? How Smart Spenders Decide What to Cut and What to Keep (SB1845)

May 22, 202655 min

How to Plan the Perfect Theme Park Trip Without Wasting Your Money or Your Day (SB1844)

May 20, 20261h 6m

Too Much of One Stock? How to Diversify Without Blowing Up Your Tax Bill (SB1843)

May 18, 20261h 5m

The Habits That Actually Make Millionaires (SB1842)

May 15, 20261h 0m

Beth Kobliner on the Money Basics That Still Work 30 Years Later (and the New Traps Nobody Warned You About) SB1841

May 13, 20261h 18m

Why 67% of Americans Fear Running Out of Money More Than Dying (And What to Do About It) SB1840

May 11, 20261h 7m

40 Ways to Take Control of Your Money -- Which Ones Actually Work (SB1839)

May 8, 202635 min