All Episodes
Your Money Guide on the Side — 84 episodes
How to Build the Perfect Portfolio - Part 2 of 2
How to Build the Perfect Portfolio - Part 1 of 2
The 4 Greatest Money (And Life) Lessons I Have Ever Learned
The $4.2 Million Man Who Couldn't Spend His Own Money
The Subtle Art of Doing Nothing (And Making More Money While Doing It)
The $250,000 Mistake Most Retirees Never Know They Made
The Withdrawal Order Nobody Taught You (And How to Save 10% on Taxes Annually in Retirement)
The 6 Money Moves to Make Before You Retire
The $2 Million Portfolio: Two Funds, Three Funds, or Five?
5 Money Milestones and the Lie Each One Tells
How to Build an Inflation-Proof Portfolio (And 3 Mistakes to Avoid)
13 Money Moves They're Betting You Won't Make
Why the S&P 500 is the Best (And Worst) Thing to Ever Happen to Investors
Why I Will Never Retire. And Why the Premise Itself Might Be Wrong.
The 80% Problem: Why Wealthy People Don't Save for a Rainy Day
The 5 Best (And Worst) Cars You Could Ever Buy (Financially Speaking, Of Course)
How to Divorce-Proof Your Finances (Whether You're Married, Divorced, or Somewhere In Between)
What I'd Do If $1,000,000 Landed in My Account Tomorrow: 3 Moves, 3 Mistakes, 3 Red Flags
My Interview with Burton Malkiel (That You Will Never Hear)
The 0% Tax Bracket Most Retirees Walk Right Past
I Moved to Arizona for the Winter: The 5 Things Nobody Tells You About Snowbirding
5 Hard Truths About Investing From 26 Years at Motley Fool | Chris Hill
The $172,000 Retirement Surprise (And Exactly How to Avoid It)
Why I'm Taking Social Security at 62 (And Why the "Wait Until 70 Crowd" Might Want to Pay Attention)
5 AI Prompts That Will Change How You Manage Money (And 3 Things It Still Gets Dead Wrong)
How to Make Your Child Absurdly Wealthy for Absurdly Little
How to Stop Buying a Life That Isn't Yours | Hanna Horvath, CFP®
The Only Investing Rule You Will Ever Need
The $2 Million Plan No Advisor Wants You to See - The Details
How to Invest $5 Million (The Only 4 Portfolios You’ll Ever Need)
The 3 Retirement Numbers You Actually Need
5 Ways to Invest (And Spend) $2 Million
5 Things the Insurance Industry Doesn't Want You to Know
The 3-Day Workweek Blueprint: How to Buy Back 104 Days a Year | Andy Hill
The Rebalancing Lie Every Financial Advisor Tells You
Why I Buy Stocks at All Time Highs
How to Save $50,000 in Taxes by Moving Your Investments to the Right Accounts
Why Men Are Terrible Investors (And Lose 1% More Than Women Every Year)
Your Brain Is Stealing $245,000 From Your Retirement (Here's How to Stop It)
5 Things I Won't Do With My Money in 2026
The $2 Million Portfolio Plan No Advisor Wants You to See
The Best (And Worst) States to Retire To - Part 2 of 2
The Best (And Worst) States to Retire To - Part 1 of 2
The Real Financial Order of Operations - Part 2 of 2
The Real Financial Order of Operations - Part 1 of 2
The DIY Investor's Guide to Building Your Own Index Fund (And Why It's a Terrible Idea)
4 Tax Moves That Can Save You 6 Figures - Part 2 of 2
4 Tax Moves That Can Save You 6 Figures - Part 1 of 2
10 Ways Investors Lose Money Without Knowing It
The Only Asset Allocation Guide You’ll Ever Need
The Secret Art of Finding Work You Love and Funding the Life You Want | Chris Hutchins
How I Invest My Own Money in 2025
Trump vs. Obama: Whose 401(k) Made You Richer?
What If More Money Still Doesn’t Feel Like Enough?
How Do I Make My Kid Filthy Rich (Without Going Broke)?
How Do I Manage My Own Portfolio? 7 Steps to Start
When Should I Take Social Security? | Taylor Sohns
How do I Make ChatGPT My New (Free) Financial Advisor?
3 Silent Wealth Killers Hiding in Fine Print | Tess Waresmith
The ONLY 6 Accounts You Will Ever Need
How to Die With Zero | Bill Perkins
E3 Reasons You’ll Never Beat the Stock Market
The Secret Strategies of Billion-Dollar Portfolios | Wendy Li
How Much Can I Spend in Retirement?
The Simple Path to F-You Money | JL Collins
10 Rules of Buying a New Car Without Getting Screwed
What Men Need to Hear About Money | Mady Mills
3 Ways to Invest $1,000,000
The Only Investment Guide You Will Ever Need | Andrew Tobias
Should I Hire a Financial Advisor?
On Faith, Finance, and First Principles | Dan Brigham
The Truth About Debt: How to Use It (And Beat It)
The Educator’s Guide to Money & College | Andy Schneider
The 3-Step Framework for Solving Any Financial Problem
Do Budgets Work? | Victoria Ferguson
On Playing to Win (The Asymmetry of Opportunity)
Fighting Misinformation | Jessica Inskip
Should I Invest in Bonds?
Why Cryptocurrency Matters | Mike Taormina
Does the Stock Market Care Who Our President Is?
Optimizing our Finances and our Lives | Patrick Wetherille
How Do I Diversify My (Digital) Assets?
How Do I Control My Emotions as an Investor?
Starting With Why