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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.

How to Money

Does anyone look at the U.S. healthcare system and think, "Yep, everything's working great"? Probably not. It's not because we don't have talented doctors or dedicated healthcare workers. It's because a growing web of corporate interests, distorted incentives, and financial middlemen has turned healthcare into one of the most expensive and frustrating systems in the developed world. In his new book, The Healthcare Heist, Dr. Jordan Grumet – who is also a personal finance podcaster, writer, & speaker – exposes how that happened. Medical bills remain a major source of debt and bankruptcy for American families, but Jordan argues that none of this is inevitable. More importantly, he lays out practical solutions to help individuals. Today we discuss:
 
 • The corporate influence on healthcare
 • Healthcare insurance complexity
 • Intimacy gap in doctor-patient relationship
 • Innovation in the US
 • The role of pharmaceutical companies
 • Medical tourism
 • Alternatives like health sharing
 • Learning from global healthcare models
 • Emotional side of money management
 • And much more!
 
Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances:
 
 Cashback credit cards: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
 
 
And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Fighting Back Against a Broken Healthcare System w/ Dr. Jordan Grumet

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! A little Southwest companion pass and airline talk before we dive in:
 
 
 
1 - Big goals: what should I focus on next after I’ve paid off my house?!
 
2 - Parent help: should I get a power of attorney or keep it simple with a joint account to help my aging parents?
 
3 - Mach E: am I the only one using an electric vehicle as a way to save a ton?
 
4 - Newish iPhones: where’s the best place to look if I don’t want to buy brand new?
 
5 - Venmo vs Zelle: which are the best P2P payment apps for my daughter to use?
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 YouTube: • You thought you’d never see it… the 
How To Money channel over on YouTube • - LIKE and SUBSCRIBE!
 Credit card perks: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
Please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Ask HTM - New(ish) Phones, New(ish) Cars, and New Big Financial Goals! #1195

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:
 
 TOP TIER Plus (evidently it’s better!) Spending all the discretionary income Guilt-ridden spending • (for the 
dopamine hit? • )
 Everything (investing) in it’s right place Sneaking socialism Getting harder to return stuff Fast shipping trains how we shop Home buying help Marry the house, date the rate Will apartment rents go up? Getting paid to move 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 YouTube: • You thought you’d never see it… the 
How To Money channel over on YouTube • - LIKE and SUBSCRIBE!
 Credit card perks: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Friday Flight - Guilt-Ridden Spending, Sneaking Socialism & Home Buying Help #1194

Financial caregiving is coming for you, whether you like it or not. Rich or poor. Married or single. Famous or anonymous. At some point, someone we love is likely to need us to step in and help care for them. And taking them to a doctor’s appointment is just the tip of the iceberg. Because when someone you love starts to need care, their financial life can very quickly become your financial problem, too. Bills. Bank accounts. Insurance. Investments. Long-term care. Even the question of who gets to make decisions when they can’t make them for themselves. You can put your fingers in your ears and hope you never have to deal with it. Or you can do something that’s much less painful: start preparing before there’s a crisis. We’re joined by Beth Pinsker and her new book, My Mother’s Money, is part memoir and part practical guide to navigating the financial realities of caring for an aging parent. We discuss:
 
 • The impact of celebrity deaths on estate planning awareness
 • Beth's insights on fighting for proper healthcare and rehab stays
 • Using savings, insurance, and safety nets for long-term care
 • When and how to have tough conversations about aging and finances
 • The importance of community, connection, and proactive planning
 • Practical advice for digital legacy and online account access
 • Lessons learned from caring for her mother that changed her perspective
 • And much more!
 
Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances:
 
 Cashback credit cards: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
 
 
And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

The Money Convos You Need to Have With Your Parents w/ Beth Pinsker #1193

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 - Forging family values: what are some exercises my wife and I can practice to get on the same financial page? (Check out the HTM Money Mission Statement)
 
2 - Trump accounts: is this really free money and should my extended family contribute to this account?
 
3 - 401k rollover: should I keep ‘em separated, or combine my 401k accounts into a singular easy to manage login?
 
4 - Savings rate calculations: do I include my employer contribution or just keep to my own personal savings rate?
 
5 - Bathroom remodel: what are the best ways to pay for it to optimize rewards, cashback, and discounts?!
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 YouTube: • You thought you’d never see it… the 
How To Money channel over on YouTube • - LIKE and SUBSCRIBE!
 Credit card perks: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
Please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Ask HTM - Affordable Bathroom Reno, Forging Family $ Values, and Trump Account Scam? #1192

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:
 
 • Foldable iPhone Duo
 • $5k dividend checks
 529 hacking Hollowed-out home ec Post-penny economy Gen Zers carrying balances Are platinum cards worth it? Bogus investment advisors Sucky stock/poor pickers Hot cars under $20k (hint: probably a Toyota or Honda) New Rav4 turning heads Gas prices Hypermiling to 83 mpg 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 YouTube: • You thought you’d never see it… the 
How To Money channel over on YouTube • - LIKE and SUBSCRIBE!
 Credit card perks: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
 
 
And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Friday Flight - 529 Hacking, Hollowed-Out Home Ec, & Sucky Stock Pickers #1191

Spain. Vietnam. Tanzania. Georgia… the one in Europe of course. Ever catch yourself daydreaming about building a life somewhere far beyond the borders of the US? There’s a lot to love about living here. But for many, the pull to see more of the world never really goes away. What’s fascinating is that moving abroad isn’t just a lifestyle decision, it can be a financial one too. Different countries come with different costs, and entirely different ways of thinking about work, money, community, and quality of life. Our guest today is Richelle, founder of Move Abroad Coach. She’s spent more than 12 years living across half a dozen countries and has helped over 3,000 people navigate the leap overseas. Through that work, she’s gained a unique perspective on how where you live can dramatically shape your life and finances… often in ways most people never stop to consider. Today, we’re talking about the real pros and cons of leaving your home country behind: the money, the mindset shifts, the tradeoffs, and the opportunities. Specific topics include:
 
 • Why Rochelle splurges on personal growth
 • Her first move abroad was a major learning experience
 • Moving abroad can be a financial strategy
 • It’s not a vacation… it’s real life in a new place
 • Remote work and self-employment make the move easier
 • Digital nomad visas open up more options
 • Healthcare can be far more affordable overseas
 • Families can absolutely move abroad too
 • Fit matters more than fantasy
 • And check out her 
Move Abroad Bootcamp • !
 
Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances:
 
 Cashback credit cards: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
 
 
And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

The Financial Case for Moving Abroad w/ Richelle Gamlam #1190

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 - Other people's money: Is financing more of our new home the best way to get the lowest rate?
 
2 - $300,000 windfall: Help me to efficiently drain an inherited 401k and invest for the long haul!
 
3 - Vanguard digital advisor: I’m 29, living in Brooklyn, and saving up for a house - is a robo advisor necessary?
 
4 - Money Gear 7: We’ve turned our 30 year mortgage into a 12 year - how should we celebrate?
 
5 - Backdoor Roth: I make too much to contribute to a Roth IRA so is a backdoor worth it?
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 YouTube: • You thought you’d never see it… the 
How To Money channel over on YouTube • - LIKE and SUBSCRIBE!
 Credit card perks: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
Please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Ask HTM - Buying With Other People's Money, Vanguard Digital Advisors, & Money Gear 7 Celebrations #1189

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:
 
 AI toothbrush Car insurance competition • (
and divident payments! • )
 A time to invest “Early” retirement increasing Ghost jobs Passive income dreams HOA horrors Living back with mom and dad Tough sledding for realtors • (
Bc who actually needs a realtor?! • )
 Vaca thanks to AI 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 YouTube: • You thought you’d never see it… the 
How To Money channel over on YouTube • - LIKE and SUBSCRIBE!
 Credit card perks: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Friday Flight - Car Insurance Competition, Early Retirement Increasing, & HOA Horrors #1188

Anyone else a little tired of hearing about ‘retirement?’ It can feel like this vague, far-off finish line that we're told to obsess over for decades. But here's the thing: when you look at the research, a surprising number of people who are retired—or about to retire—are anxious. They've got regrets. Some of those regrets are financial. But many have nothing to do with money at all. So if we're going to spend years working toward retirement, we should probably make sure we're aiming for one we'll actually enjoy. Joel has known Wes Moss for a long time. They worked at the same radio station for well over a decade. He's still there because, believe it or not, terrestrial radio is still alive and well. His show, Money Matters, has helped countless listeners make smarter decisions about their money, their investments, and, yes, their retirement. Wes has a new book out that challenges a lot of conventional thinking about what makes retirement successful, and today we're diving into the financial and non-financial choices that can help you avoid the regrets so many retirees have. Today we discuss:
 
 • Why his new research updates his earlier work on happiest retirees rather than replacing it entirely.
 • Fear around retirement is often amplified by nonstop media coverage.
 • Wes says more money alone does not erase anxiety, even for people with $3 million or more.
 • Wes defines happiness in a more Aristotelian way, focusing on fulfillment and purpose rather than pure pleasure.
 • He introduces “money green zones” for investable assets, income, and years left on a mortgage, arguing that happiness rises when retirees land in those ranges.
 • A major theme is core pursuits, which Wes describes as hobbies on steroids. The happy retiree group tends to have 5 or more, and they spend about 20 hours a week on them versus about 13 for less happy retirees.
 • Wes warns that purpose does not just appear in retirement. It has to be built intentionally well before leaving work.
 • They talk about the “friendship recession” and how it gets harder to make close friends with every decade, making community a key retirement asset.
 • The conversation also covers the emotional power of being able to say you could retire now, even if you choose not to. Wes says that confidence correlates with a 21% jump in happiness.
 • On the financial side, Wes explains why a retirement plan, safe assets, and a flexible withdrawal strategy can reduce fear and improve spending confidence.
 • They discuss Social Security timing, with Wes leaning toward using it sooner if doing so helps someone retire a year or two earlier and live better.
 • How much of a remaining mortgage leads to higher levels of happiness
 • And much more!
 
 
 
Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances:
 
 Cashback credit cards: • Check out 
our favorite credit cards • that we use to maximize rewards and optimize our spending.
 Other money nerds: • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! Newsletter: • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 Money Gears: • knowing 
what to do with your money • is crucial to your personal finance journey.
 MG7: • and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to 
HowToMoney.com/Advisor • and getting matched with a highly vetted financial advisor makes sense.
 
 
 
And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Build a Retirement You'll Actually Enjoy w/ Wes Moss #1187

It’s vitally important to discuss financial optimism because a LOT of folks have negative money scripts floating around their heads. Their pessimism hurts their current view of their money and their future financial wellbeing. How can we combat that? Financial optimism. We need to understand the good that currently exists in our lives and cultivate a hopeful attitude towards our finances. When we’re pessimistic about the current state of our financial health, it leads to inaction and that creates a cycle that secures that pessimism for the long term. It’s time to flip the script, change how we view our finances, and start doing awesome things with our money!

During this episode we enjoyed a Caramel Macchiato Stout by Old Bust Head- a big thanks to Matt’s in-laws for donating this beer to the show this week! And if you enjoyed this episode, be sure to subscribe and give us a quick review in Apple Podcasts or wherever you get your podcasts- we’d love to hear from you.

Best friends out!

 
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See omnystudio.com/listener for privacy information.

Becoming Financially Optimistic #129

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