Podcast · 65 episodes
Your Money Guide on the Side, page 3
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 3
The DIY Investor's Guide to Building Your Own Index Fund (And Why It's a Terrible Idea)The episode argues that building your own DIY index fund (a homemade S&P 500 clone using sector ETFs/stocks) is technically possible and educational, but a “terrible idea” for most investors because…27 Oct 2025 · 38 min · 13 chapters
4 Tax Moves That Can Save You 6 Figures - Part 2 of 2Part 2 of a two-part series on “smartest tax strategies for your 50s,” covering HSA planning, Social Security tax timing, donor-advised funds, and gifting to adult kids (bracket shifting).20 Oct 2025 · 29 min · 7 chapters
4 Tax Moves That Can Save You 6 Figures - Part 1 of 2Tax strategies for people in their 50s (Part 1 of 2) aimed at reducing taxes and potentially saving “six figures” over a lifetime.13 Oct 2025 · 26 min · 7 chapters
10 Ways Investors Lose Money Without Knowing It10 “slow leaks” that reduce long-term returns for retail investors—trading too much, paying too much, hidden trading costs, taxes, idle cash, and emotional decision-making.6 Oct 2025 · 29 min · 11 chapters
The Only Asset Allocation Guide You’ll Ever NeedAsset allocation as the main driver of long-term returns and risk, using volatility/sequence-of-returns examples; how to choose among major asset classes; three practical allocation “menus”; and why…29 Sep 2025 · 29 min · 10 chapters
The Secret Art of Finding Work You Love and Funding the Life You Want | Chris HutchinsHow to find work you love and align spending/investing with a life you actually want; using “life cost” budgeting, rethinking health insurance choices, and using prepaying to reduce decision stress.22 Sep 2025 · 41 min · 19 chapters
How I Invest My Own Money in 2025Tyler Gardner walks through “what’s in my financial bag” for 2025—how he allocates his own money across a Roth IRA, taxable brokerage, SEP IRA, and money-market cash, emphasizing boring index-fund…15 Sep 2025 · 25 min · 11 chapters
Trump vs. Obama: Whose 401(k) Made You Richer?Compares Obama vs. Trump 401(k)/retirement policy proposals, arguing the real issue isn’t the tools but whether workers have access, simplicity, fiduciary protection, risk understanding, and…8 Sep 2025 · 28 min · 12 chapters
What If More Money Still Doesn’t Feel Like Enough?What happens when you reach financial “enough” (paid mortgage, maxed 401k, retirement readiness) but still feel empty—covering reluctance to spend, postponing joy, and retirement without purpose.1 Sep 2025 · 30 min · 12 chapters
How Do I Make My Kid Filthy Rich (Without Going Broke)?How parents can help kids build wealth “without going broke,” using three account types: custodial brokerage, custodial Roth IRA, and 529 plans, emphasizing flexibility, tax efficiency, and teaching…25 Aug 2025 · 25 min · 11 chapters
How Do I Manage My Own Portfolio? 7 Steps to StartA “portfolio vetting” checklist—7 steps for a financial checkup (not stock picking) to ensure your portfolio is understandable, complete, cost-effective, liquid enough, properly allocated to your…18 Aug 2025 · 29 min · 14 chapters
When Should I Take Social Security? | Taylor SohnsWhether to claim Social Security at age 62 vs waiting (full retirement age 67), plus related retirement-investing principles (risk tolerance, politics vs investing, passive vs active, and working…11 Aug 2025 · 42 min · 23 chapters
How do I Make ChatGPT My New (Free) Financial Advisor?Using ChatGPT as a free “financial co-pilot” to improve money decisions across five areas: values, risk profile, investing timeline, fee analysis, and portfolio review.4 Aug 2025 · 32 min · 13 chapters
3 Silent Wealth Killers Hiding in Fine Print | Tess WaresmithHow “silent wealth killers” in fine print (especially layered fees, unsuitable asset allocation, and misleading fiduciary/suitability language) can quietly drain young investors’ returns; plus…28 Jul 2025 · 42 min · 21 chapters
The ONLY 6 Accounts You Will Ever NeedThe episode argues you only need six financial accounts to cover everyday spending, short-term goals, long-term investing, retirement, tax-free growth, and healthcare savings—then explains how to use…21 Jul 2025 · 34 min · 9 chapters
How to Die With Zero | Bill PerkinsBill Perkins argues that “saving for later” can be a mistake; money should be used to buy meaningful experiences during the life stages when they’re most enjoyable and physically possible.14 Jul 2025 · 34 min · 19 chapters
3 Reasons You’ll Never Beat the Stock MarketThe episode argues that most investors will never beat the stock market due to (1) an irrational goal-setting framework, (2) unfair comparisons to the S&P 500, (3) market efficiency and institutional…7 Jul 2025 · 31 min · 13 chapters