iHeartPodcasts
How to Money
Best friends Joel and Matt are the co-hosts of How to Money which is all about providing the knowledge & tools that normal folks need to thrive in areas like debt payoff, DIY investing, and crucial money tricks that will provide continuous help along your journey. We believe that access to unbiased and jargon-free personal finance guidance is more necessary than ever before. When you handle your money in a purposeful, thoughtful way that works for your lifestyle, you can really start living a rich life.
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Latest episode
Jul 10, 2026
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Episodes
Buffettisms: Lessons from the GOAT Investor #1164 (Bestie Ep) 10.07.2026 46:10
Who is the greatest actor of all time? You might have an opinion- maybe it’s Meryl Streep or Daniel Day-Lewis, but this would likely lead to a pretty fierce debate. And the same could be said about athletes- who is the greatest? Is it Michael Jordan or Michael Phelps? Well it depends on who you’re asking because it’s in the eye of the beholder to a certain extent. We all want to...
The Myth of the Broke Millennial w/ Dr. Jean Twenge #1163 (Bestie Ep) 08.07.2026 52:56
There’s a massive difference between how something feels versus the actual reality. We’re talking about vibes as opposed to empirical evidence. And that’s why we’re happy to talk with Dr. Jean Twenge who is a professor of psychology over at San Diego State University. She has researched the personal finances of the different aged cohorts and few experts have addressed the t...
Ask HTM - (Gun) Hobby Spending Disagreements, International Roaming with the Low Cost Providers, & Managed Retirement Accounts FTW? #1162 (Bestie Ep) 06.07.2026 50:41
We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it! 1 - Should I exit a managed retirement account even though I have seven...
The Harsh Realities of Real Estate Investing #1161 (Bestie Ep) 03.07.2026 48:45
Is homeschooling the best move for your family? Maybe!? That depends on so many factors like your family values, the goals for your career, what resources are available to you, and even what school your kids are currently attending. We’re both products of basic public schooling, but it’s a topical question as the percentage of children who are homeschooled has basically doubled in the...
The Harsh Realities of Real Estate Investing #1161 (Bestie Ep) 03.07.2026 48:45
Is homeschooling the best move for your family? Maybe!? That depends on so many factors like your family values, the goals for your career, what resources are available to you, and even what school your kids are currently attending. We’re both products of basic public schooling, but it’s a topical question as the percentage of children who are homeschooled has basically doubled in the...
Military to Millionaire w/ Lacey Langford #1160 (Bestie Ep) 01.07.2026 55:13
Only 9% of young Americans have shown an interest in serving in the military according to the latest figures- we’ve seen a precipitous drop which means that our nation’s security could be at risk in the future. And not only that but when you look at it through a simple economic lens, the lower the supply (in this case of individuals willing to serve), the higher the benefits those indi...
Ask HTM - Losing Weight to Gain Wealth, Free Car Leases, & Hacking Mortgages #1159 29.06.2026 56:05
We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it! 1 - Inheritance windfall : Should I keep an inheritance with financial...
The Understated Power of Stealth Wealth #1158 (Bestie Ep) 26.06.2026 50:35
Clark Kent has a nerdy newspaper job, he’s got thick glasses- he’s definitely not cool in the city of Metropolis. But when he pulls back the white button up, he’s a beast and becomes Superman! He has superhuman strength, heat vision, freeze breath, and all sorts of special powers that allow him to kick butt and save the world. But Clark Kent doesn’t need everyone to know wh...
What Most People Get Wrong About Paying Off Debt w/ Johanna Samara #1157 24.06.2026 51:26
Student loan balances are climbing, credit card debt is hitting new highs year after year, new forms of borrowing like buy now pay later seem to appear out of thin air (which is a testament to just how creative the financial lending industry can be)! We’re a nation steeped in debt and it’s become so normal that we barely question it anymore. But once you realize the emotional toll it&r...
Ask HTM - Looking a Gift House in the Mouth, Prepaid Visas, & Wealth Inequality in the US #1156 22.06.2026 55:14
We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it! 1 - Gift house: My future in-laws might gift us a home… that we&...
Post-Graduation Money Advice for the Real World #1155 (Bestie Ep) 19.06.2026 56:54
Getting your driver’s license was a liberating milestone worth celebrating because it meant you no longer needed your parents to drop you off at work, or it meant that your friends didn’t need to pick you up to hang out- you had some freedom to do what you wanted! It was a period of life that was likely accompanied by significant change that we can only truly appreciate in hindsight. A...
Earn Your Freedom: Doing the Work That Pays Off w/ Bola Sokunbi #1154 17.06.2026 58:57
Some of the best things in life are free, but many of the most meaningful goals demand serious time, effort, and sacrifice. The problem is, we rarely get a clear look at what it actually takes to reach those heights. Instead, we see the highlight reel, not the hard parts, which can leave us with a warped sense of the work required to achieve our own ambitions. Our guest today is here to set the re...
Ask HTM - Jumbo Down Payments, Insufficient 25% Savings Rate, & a Failure to Financially Launch #1153 15.06.2026 1:05:26
We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it! 1 - Jumbo downpayment : What’s the downside of putting down more...
Friday Flight - Overblown AI, Portfolio-Powered Wealth, & K-Shaped Credit #1152 12.06.2026 36:11
Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: WFH holding you back...
The Invisible Economic Forces Shaping Your Life w/ Planet Money's Alex Mayyasi #1151 10.06.2026 59:32
Try to explain consciousness. Go ahead… we’ll wait. It’s almost impossible, but that doesn’t make it any less real! Same with gravity. You can’t see it, but it shapes every movement you make, and it did long before anyone could fully explain it, even after Isaac Newton put words and math to it. Economic forces work similarly to gravity. You don’t always see the...
Ask HTM – Butting Heads with Investing Gurus, 4% Mortgage Ripoff, & Hoarding Cash at Retirement #1150 08.06.2026 56:05
We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it! 1 - JL Collins : Do you guys agree with the same investing principles i...
Friday Flight - Space Stocks, Delaying Debt, & Home Insurance Hardships #1149 05.06.2026 39:13
Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: Stock exposure rules...
Avoiding the 'Middle Class Trap' w/ Scott Trench #1148 03.06.2026 1:01:18
In Rockin' the Suburbs, Ben Folds pokes fun at the “struggles” of middle-class life… it’s angsty, a little whiny, but also tongue-in-cheek. It’s killer piano rock that makes you laugh because deep down, it’s a little too relatable. And that tension is still alive today. A lot of Americans, and plenty of HTM listeners, feel like they’re doing all the right...
Ask HTM – Liquid Cash (How Much is Too Much), AI WW3 Portfolios, & Shopping Local (for a Mortgage) #1147 01.06.2026 54:26
We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it! 1 - Retirement rollover : Should I pay the fee with Capitalize to exped...
Friday Flight - Rent Reductions, Charity Parity, & Home Equity Sharing #1146 29.05.2026 40:49
Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: Rent reductions Escro...
The Case for a ‘Good Enough’ Financial Plan w/ Jesse Cramer #1145 27.05.2026 56:51
Optimization is everywhere in the personal finance world. If we just invest perfectly , we’ll get where we want to go, faster … What's not to love?! Well, retirement planning might be a lot more like horseshoes and hand grenades, where getting close enough is actually good enough. And chasing perfection? That can come with some real downsides. Our guest today is a dear friend who brin...
Ask HTM – Sinking Fund or Pet Insurance, Balance Transfer Card Bonus, & Backfilling an HSA #1144 25.05.2026 56:21
We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it! 1 - Pet insurance : As I’m expecting some big vet expenses, shoul...
Friday Flight - Insurgent I-Bonds, Trendy Tiny Homes, & Cutting The Big 3 #1143 22.05.2026 41:25
Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: Insurgent I-bonds Sma...
The $1M Scholarship Strategy w/ Nia Baiyeroju #1142 20.05.2026 50:55
Most of us think of college as an investment… one that hopefully pays off over decades. And for a lot of people, it does. But with costs skyrocketing, it’s not quite the slam dunk it used to be. So what if you could flip that equation? What if instead of paying for college, college paid you? Our guest today did exactly that. Nia Baiyeroju earned over a million dollars in scholarships...
Ask HTM – Looking to the Stars to Save, High Price to Pay for Financial Advice, & Setting up a Roth for a Minor #1141 18.05.2026 53:03
We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it! 1 - Kid IRAs : How do I go about setting up a Roth IRA for a minor? 2 -...
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