

Your Money Guide on the Side
Tyler Gardner
Your go-to podcast for mastering money and investing. Hosted by Tyler Gardner, a trusted influencer with over 3M 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.
Episodes
Mentioned books

Nov 17, 2025 • 27min
Why Retiring in Iowa Might Make You Richer Than Florida (Seriously) - Part 1 of 2
Retiring in popular no-income-tax states isn't always financially ideal. Some high-tax states can actually leave you with more money due to their effective tax rates. For instance, Iowa's effective tax rate can be significantly lower than Oregon's. The power of marriage in tax strategy can save couples thousands. It's critical to consider total tax burdens and not just income tax when making retirement plans. Context is key; the best state for retirement varies based on personal circumstances.

9 snips
Nov 10, 2025 • 28min
The Real Financial Order of Operations - Part 2 of 2
Dive into the fascinating world of financial myths where conventional advice doesn’t always hold up. Discover why the six-month emergency fund is often a costly mistake, and learn the benefits of a taxable brokerage account for flexibility and growth. Explore the math behind debt repayment strategies, emphasizing that debt is about numbers, not morals. Lastly, uncover practical hacks, like tiered pricing negotiations, to free up cash for investing. Get ready to rethink your financial future!

7 snips
Nov 3, 2025 • 31min
The Real Financial Order of Operations - Part 1 of 2
Dive into a fresh take on financial priorities! Start by putting your financial needs first—self-care isn’t selfish. Crush that high-interest credit card debt and forget the debt snowball myth. Get crucial insurance if others rely on your income. Don’t sleep on that Roth IRA—it’s a flexible, tax-free emergency fund! Make sure to snag your employer's 401(k) match, the only true freebie in finance. Plus, maximize your HSA for remarkable tax benefits. Stay tuned for more game-changing financial strategies!

6 snips
Oct 27, 2025 • 38min
The DIY Investor's Guide to Building Your Own Index Fund (And Why It's a Terrible Idea)
Ever thought about building your own index fund? It could be an enlightening experience, but it’s not without its challenges! Discover the 11 market sectors and how they impact your portfolio. Learn how benchmarks like the S&P 500 operate and their hidden efficiencies. Explore the concept of investment 'tilts' and when they might be worth considering. And while DIY funds might sound appealing, the expert insights reveal that index funds are often the smarter, hassle-free choice. Education is key, but simplicity trumps complexity!

Oct 20, 2025 • 29min
4 Tax Moves That Can Save You 6 Figures - Part 2 of 2
In this insightful discussion, discover why HSAs are a hidden gem for retirement savings with triple tax benefits. Learn how the timing of claiming Social Security can dramatically impact what you owe the IRS. Explore the flexibility of donor-advised funds for generous giving, and how charitable strategies can lower your tax bracket. Uncover gifting techniques that help move wealth to the younger generation while minimizing taxes. This comprehensive toolkit empowers you to keep more of your hard-earned money as you navigate your 50s.

Oct 13, 2025 • 26min
4 Tax Moves That Can Save You 6 Figures - Part 1 of 2
Explore smart tax strategies to boost your retirement in your 50s! Discover why now is the ideal time for Roth conversions. Learn the optimal order to withdraw from your accounts to maximize your funds. Find out how to avoid taxes on phantom income using ETFs and municipal bonds. Plus, turn investment losses into tax savings with smart harvesting techniques. Get ready for practical tips that could save you six figures over your lifetime!

Oct 6, 2025 • 29min
10 Ways Investors Lose Money Without Knowing It
Discover the hidden leaks draining your investment portfolio! Learn how tiny fees add up to massive losses over time, and why overtrading can turn your returns into Swiss cheese. Uncover the unnecessary costs of load fees and how to avoid them. Understand the impact of taxes, cash drag, and emotional trading decisions that can sabotage your wealth. Plus, walk away with actionable strategies to keep more money in your account and make your investment journey smoother.

5 snips
Sep 29, 2025 • 29min
The Only Asset Allocation Guide You’ll Ever Need
Discover the art of asset allocation and why it's more crucial than finding the hottest stocks. Learn how compounding works and why average returns can be misleading. Explore the benefits of diversification with non-correlated assets to stabilize your portfolio. Dive into three practical allocation strategies tailored to different risk tolerances. Plus, uncover the surprising advantages of the reverse glide path for retirement planning. Whether you're cautious or adventurous, find a strategy that aligns with your financial goals and peace of mind.

Sep 22, 2025 • 41min
The Secret Art of Finding Work You Love and Funding the Life You Want | Chris Hutchins
Chris Hutchins, host of the All the Hacks podcast and a leader in product strategy, shares his journey from corporate dissatisfaction to meaningful work in startups. He discusses how a layoff prompted him to leverage his unique skills and create value before getting hired. Chris emphasizes that finding work you love can transform saving habits, making money less central to happiness. He also challenges conventional views on insurance plans, advocating for high-deductible options when paired with an emergency fund. Discover his insights on prepaying for joy and aligning wealth with purpose!

Sep 15, 2025 • 25min
How I Invest My Own Money in 2025
Discover the intriguing details of one investor's financial strategy. He shares his Roth IRA approach, focusing on 100% growth funds for tax-free gains. Explore his taxable brokerage, which includes liquid assets and a money market fund serving as both liquidity and a spending nudge. Delve into the SEP IRA for tax benefits and the caution against over-complicating investments with too many tilts. Ultimately, he emphasizes that money should enhance life and highlights the importance of mental bandwidth in financial decisions.


