Podcast · 65 episodes
Your Money Guide on the Side, page 2
by Tyler Gardner · English
Your go-to podcast for mastering money and investing. Hosted by Tyler Gardner, a trusted influencer with over 6M 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.
All episodes, page 2
5 Hard Truths About Investing From 26 Years at Motley Fool | Chris HillChris Hill (26 years at The Motley Fool) shares “hard truths” about investing: match strategy to risk tolerance and time; avoid chasing “hot stocks” and excitement; focus on fundamentals and time in…13 Apr 2026 · 38 min · 13 chapters
The $172,000 Retirement Surprise (And Exactly How to Avoid It)Long-term care planning for retirement—how to avoid the “$172,000 retirement surprise” by pricing long-term care risk, clarifying options, and making legal/financial decisions before a care event.6 Apr 2026 · 46 min · 14 chapters
Why I'm Taking Social Security at 62 (And Why the "Wait Until 70 Crowd" Might Want to Pay Attention)Whether to claim Social Security at 62 (earliest) versus waiting to 67 or 70, using break-even math plus “time value of experience” and retirement-phase spending.30 Mar 2026 · 40 min · 12 chapters
5 AI Prompts That Will Change How You Manage Money (And 3 Things It Still Gets Dead Wrong)A podcast focused on simplifying money management and investing, engaging with financial experts, and providing insights to help listeners navigate their finances with confidence.23 Mar 2026 · 37 min · 13 chapters
How to Make Your Child Absurdly Wealthy for Absurdly LittleIn this episode, Tyler Gardner discusses the importance of starting to invest for your child's future as early as possible, emphasizing that small, consistent contributions can yield significant…16 Mar 2026 · 47 min · 11 chapters
How to Stop Buying a Life That Isn't Yours | Hanna Horvath, CFP®In this episode, Tyler Gardner welcomes Hanna Horvath, a Certified Financial Planner and author of "Your Brain on Money".9 Mar 2026 · 41 min · 17 chapters
The Only Investing Rule You Will Ever NeedIn this episode, Tyler Gardner challenges the conventional wisdom of age-based investing.2 Mar 2026 · 32 min · 14 chapters
The $2 Million Plan No Advisor Wants You to See - The DetailsSimplifying finance and investing for all listeners, from beginners to those looking to level up their knowledge.23 Feb 2026 · 28 min · 11 chapters
How to Invest $5 Million (The Only 4 Portfolios You’ll Ever Need)Your Money Guide on the Side is hosted by Tyler Gardner, an influencer with over 3 million followers, aimed at simplifying money management and investing.16 Feb 2026 · 33 min · 12 chapters
The 3 Retirement Numbers You Actually NeedIn this episode of *Your Money Guide on the Side*, host Tyler Gardner addresses a common concern for many: "How much money do I actually need to retire?" He critiques traditional retirement advice…9 Feb 2026 · 35 min · 12 chapters
5 Ways to Invest (And Spend) $2 MillionA podcast aimed at simplifying complex financial concepts, connecting listeners with experts in finance and investing, and providing insights on personal finance and investing strategies.2 Feb 2026 · 39 min · 19 chapters
5 Things the Insurance Industry Doesn't Want You to KnowA podcast designed to simplify money and investing, providing insights and financial guidance.26 Jan 2026 · 35 min · 17 chapters
The 3-Day Workweek Blueprint: How to Buy Back 104 Days a Year | Andy HillAndy Hill’s “3-day workweek blueprint” for buying back time (working ~20–25 hours/week) using a middle path between full FIRE and staying in corporate grind.19 Jan 2026 · 44 min · 18 chapters
The Rebalancing Lie Every Financial Advisor Tells YouRebalancing a portfolio—what it is, why it’s often overstated, how to do it in tax-advantaged vs taxable accounts, and how to handle capital-gains taxes without letting them prevent risk-appropriate…12 Jan 2026 · 34 min · 13 chapters
Why I Buy Stocks at All Time HighsArgues against waiting for market crashes or “perfect” entry points; claims buying stocks at all-time highs is often statistically better than staying in cash, and that timing the market is a costly,…5 Jan 2026 · 31 min · 14 chapters
How to Save $50,000 in Taxes by Moving Your Investments to the Right AccountsAccount placement strategy—how to save “tens of thousands” by matching investments to account tax treatment, liquidity/access rules, volatility tolerance, and time horizon.29 Dec 2025 · 43 min · 21 chapters
Why Men Are Terrible Investors (And Lose 1% More Than Women Every Year)Behavioral biases that quietly reduce investment returns—especially the “disposition effect,” “ostrich effect,” “mental accounting,” “gambler’s fallacy,” and “action bias.” The episode argues that…22 Dec 2025 · 32 min · 13 chapters
Your Brain Is Stealing $245,000 From Your Retirement (Here's How to Stop It)Behavioral economics explains why investors lose money due to five cognitive biases, even when using low-cost index funds.15 Dec 2025 · 50 min · 25 chapters
5 Things I Won't Do With My Money in 2026Tyler Gardner’s “5 Things I Won’t Do With My Money in 2026,” framed as “doing less, better” and resisting “motion for motion’s sake.”8 Dec 2025 · 33 min · 11 chapters
The $2 Million Portfolio Plan No Advisor Wants You to SeeA “$2 million portfolio plan” arguing that simple, stock-heavy investing plus a cash buffer can support higher retirement spending than the traditional 4% rule and “get more conservative with age”…1 Dec 2025 · 37 min · 22 chapters
The Best (And Worst) States to Retire To - Part 2 of 2Retirement relocation Part 2 focuses on why “no income tax” states aren’t automatically best, emphasizing effective tax rate plus hidden costs (property taxes, insurance, cost of living) and life…24 Nov 2025 · 29 min · 9 chapters
The Best (And Worst) States to Retire To - Part 1 of 2Retirement tax “mirage” in Part 1: no state income tax doesn’t automatically mean you’ll keep more retirement money.17 Nov 2025 · 27 min · 9 chapters
The Real Financial Order of Operations - Part 2 of 2Part 2 of “The Real Financial Order of Operations” explains why the usual emergency-fund and debt advice is often fear-based and expensive, then lays out steps 7–9: emergency fund “myth,” taxable…10 Nov 2025 · 28 min · 11 chapters
The Real Financial Order of Operations - Part 1 of 2Tyler Gardner lays out the “order of operations” for personal finance (Part 1 of 2), arguing that foundational steps should come before emergency funds, investing strategy, and complex debt/tax…3 Nov 2025 · 31 min · 13 chapters