Podcasts · Investing

Your Money Guide on the Side

60 episodes · 5 with AI analysis

Your go-to podcast for mastering money and investing. Hosted by Tyler Gardner, a trusted influencer with over 4M followers, Your Money Guide on the Side simplifies the complex, adds nuance to what seems simple, and connects you with the brightest minds in finance, investing, and business. Whether you’re just starting or leveling up, this is your one-stop resource to navigate your own finances with clarity, confidence, and a bit of fun. Let’s get you one step closer to where you need to be.

AI Intelligence · across all analyzed episodes

People · top 16

Tyler Gardner×3 Richard Thaler×2 Brad Barber×2 Terrence O'Dean×2 Jack Bogle×2 Albert Einstein George Lowenstein Jim Cramer Samuel Johnson Hersh Sheffrin Amos Tversky Duane Seppi Warren Buffett Nicholas Carlson Daniel Kahneman Meir Statman

Companies · top 20

Vanguard×4 Fidelity×2 Microsoft CNBC Blockbuster Enron Norton Nasdaq Peloton Nvidia Roku Warren Buffett's Investment Company Charles Schwab Snap Apple Kodak Beyond Meat Google Chewy CNN

Topics · top 10

Roth Conversion Strategy and Timing0% Long-Term Capital Gains Bracket OptimizationRequired Minimum Distributions (RMD) PlanningTax-Loss Harvesting and Gain HarvestingWithdrawal Sequencing and Asset LocationSocial Security Taxation RulesMedicare IRMA Surcharge ThresholdsQualified Charitable Distributions (QCD)Step-Up Basis in Taxable AccountsPre-Tax vs Roth vs Taxable Account Strategy

Analyzed Episodes

Apr 27, 2026

The 0% Tax Bracket Most Retirees Walk Right Past

Roth Conversion Strategy and Timing0% Long-Term Capital Gains Bracket OptimizationRequired Minimum Distributions (RMD) Planning

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Dec 15, 2025

Your Brain Is Stealing $245,000 From Your Retirement (Here's How to Stop It)

Behavioral Economics and Cognitive BiasesOverconfidence Bias in Stock PickingRecency Bias and Market Timing

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Dec 22, 2025

Why Men Are Terrible Investors (And Lose 1% More Than Women Every Year)

Disposition Effect in Portfolio ManagementOstrich Effect and Portfolio AvoidanceMental Accounting and Money Psychology

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Dec 29, 2025

How to Save $50,000 in Taxes by Moving Your Investments to the Right Accounts

Tax-deferred accounts (401k, 403b, traditional IRA)Tax-free accounts (Roth IRA, Roth 401k)Taxable brokerage accounts

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Jan 5, 2026

Why I Buy Stocks at All Time Highs

Market Timing FallacyAll-Time High Entry PointsDollar-Cost Averaging vs. Lump Sum Investing

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