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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

Time for a Friday Flight- our little sampling of the week’s 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:
 
 The running industrial complex Exorbitant cost of running tourism Lead in the protein powders More money leading to sloppier habits Moneyless millionaires AI takes on ecommerce Subs for the suds Silly names are killing craft beer Credit card churning Premium cards with premium fees HSAs are going mainstream Rx vending machines 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 • I’m not sure who needs to hear this but 
Health Savings Accounts, or HSAs, are the ultimate retirement accounts. • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Join a thriving community of fellow money in the 
HTM Facebook group. • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
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. Have an awesome weekend!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Friday Flight - Moneyless Millionaires, Credit Card Churning & AI Goes E-Commerce #1053

Figuring out your money is tough enough if you’re flying solo. Doing it with your partner ramps up the difficulty level because you're throwing in varied money history, habits, and goals. It can create a lot of friction! Our guests today have a lot of great advice for couples looking to do better with their finances and create a ‘team vibe’ with their partner. If you looked up the definition of ‘power couple’ in the dictionary, you just might see a picture of Doug and Heather Boneparth next to it. Doug has built his own successful financial advisor firm while simultaneously tweeting hilarious memes. Heather is a former corporate attorney and director of business affairs for that firm, Bona Fide Wealth. They’ve written the fabulous new book ‘Money Together’ which launches next week on the 28th, and today we discuss:
 
 • How understanding individual money histories is crucial for couples
 • Impact of shame around finances
 • Balancing individual and shared goals
 • Creating positive financial vibes
 • Regular money dates 
 • Investing in one area often requires sacrifices in another
 • It's important to recognize the contributions beyond monetary income
 • And plenty more!
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 DoMoneyTogether.com • is where you can go to learn all about Heather and Doug’s book. 
ReadTheJointAccount.com • is their newsletter and 
BoneFideWealth.com • is their wealth advisory firm.
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
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.

Can Love Survive a Budget!? w/ Doug & Heather Boneparth #1052

Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you might think it is, we want to hear it!
 
 
 
1 - Credit card no-nos: after getting a $900 welcome offer should I take advantage of one year of no interest?
 
2 - HSA: what’s the best way of keeping up with medical expenses so I can invest my HSA funds?
 
3 - 403b: should I participate in my 403b if I don’t think I’ll stay long enough to vest?
 
4 - Roth IRA: explainlikeimfive, how exactly do I invest in my Roth?!
 
5 - Medium term investing: is 2-3 years long enough to invest a down payment?
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Join a thriving community of fellow money in the 
HTM Facebook group. • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
During this episode we enjoyed a Twin by Living Waters Brewing! 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.

Ask HTM - Medium-Term Investing Conundrums, Naughty Credit Card Behavior, & Vapid Vesting Periods #1051

Time for a Friday Flight- our little sampling of the week’s 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:
 
 Government shutdown federal layoffs Deploying a Bare Bones Budget Accidental landlords Ending capital gains on primary residences Space heaters to the rescue $30 home (mint)ternet Rent vs attending a wedding WFH premium Debilitating debt Perceived importance of college College discounts The necessity of creative destruction 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Join a thriving community of fellow money in the 
HTM Facebook group. • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
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. Have an awesome weekend!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Friday Flight - Accidental Landlords, Debilitating Debt & The WFH Premium #1050

Our guest today is a self professed personal finance oddball! Len Penzo spent 35 years in the aerospace industry before retiring at age 58 as an electrical engineer. Along the way he launched LenPenzo.com in December 2008 (he even helped to give Joel a start writing personal finance content back in the day). Since then, the blog has drawn millions of readers and earned awards from publications like Kiplinger. Len’s work has appeared in outlets like Forbes, Time, Business Insider, CBS MoneyWatch, and he’s been featured on radio and TV segments. And he now has a new book out called True Money Stories that’s about the intersection of money and family life. We discuss:
 
 • Intelligence vs. financial management
 • Running household finances like a business
 • The importance of honesty in personal finance
 • Allowing children to make financial mistakes
 • The annual sandwich survey and inflation
 • Navigating retirement and long-term care
 • And much more!
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 • Check out Len’s book 
True Money Stories • , more of his 
writings at his site • , and 
follow over on X • .
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
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.

Money Truths You Won’t Hear Anywhere Else w/ Len Penzo #1049

Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you might think it is, we want to hear it!
 
 
 
1 - eBay: when to list and when to sell locally?
 
2 - Quarterly estimates: making estimates vs increasing withholding to avoid the tax shock
 
3 - Backdoor Roth IRA: is the window closing to make backdoor Roth IRA contributions?
 
4 - Buying a home: when it makes sense to make an as-is offer?
 
5 - Selling a home: what should I do if the appraisal comes back below the offer price?
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 • We referenced this 
holistic tax planning conversation • with CFP Cody Garrett.
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Join a thriving community of fellow money in the 
HTM Facebook group. • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
During this episode we enjoyed a Rice Lager by Hi-Wire Brewing! 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.

Ask HTM – Quick Cash with eBay, Making Quarterly Estimates, & a Home Appraisal Goes Awry #1048

Time for a Friday Flight- our little sampling of the week’s 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: 
 
 The refi revival 2026 investing limits Ditching the S&P Private equity in target date funds Falling behind on payments Debt collections on the rise Delay pay disaster Travel now pay later Landline loving Avoiding chatbots Getting paid for your data 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Join a thriving community of fellow money in the 
HTM Facebook group. • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
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. Have an awesome weekend!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Friday Flight - Refi Revival, Delay Pay Disaster, & Landline Love! #1047

“Demographics are destiny” is a phrase we’ve all heard. And while the future of America isn’t a foregone conclusion, declining birth rates, rising inequality, and the dramatic increase of single-parent households are having a profound impact on our society, impacting the overall economy. With all of this in mind, another question is raised: how should we respond and what money choices should we be making now? To help answer this question, we’re joined by Melissa Kearney who is an economist known for her extensive research on social policy, poverty, inequality, and the economics of families and fertility. Melissa is author of the book, The Two-Parent Privilege, and she’s a professor of economics at Notre Dame. We discuss:
 
 • How pessimism about the economy often contrasts with individual financial well-being
 • Declining birth rates are a global concern with potential economic consequences
 • Marriage is not just a romantic arrangement, it has economic implications too
 • Immigration could be a solution to counteract declining birth rates
 • Declining birth rates could lead to challenges in social security systems
 • Investing strategies may need to adapt to demographic changes
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 • Be sure to check out Melissa’s book, 
The Two-Parent Privilege • !
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Find a thriving community of fellow money nerds by joining the 
HTM Facebook group! • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
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 Demographic Dilemma and Your Dollars w/ Melissa Kearney #1046

Let’s kick off the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guide over at HowToMoney.com/ask . Regardless of how random or bizarre you might think it is, we want to hear it!
 
 
 
1 - Credit card autopay: how do I avoid getting hit with an interest charge?
 
2 - Timing a HELOC: should I apply and open a line of credit before my income drops significantly?
 
3 - Solar panels: should I take the plunge with solar in order to mitigate monthly expenses in retirement?
 
4 - Family money talk: how do I convince my parents that taking out a loan for some HVAC work is foolish?
 
5 - Cellular for wearables: what’s the best option if we’re adding a line for our kid’s watch?
 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 Negotiating severance • during an impending layoff by Financial Samurai.
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Join a thriving community of fellow money in the 
HTM Facebook group. • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
During this episode we enjoyed a It’s Complicated Being A Wizard by Burlington Beer Co! 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.

Ask HTM - Avoiding the Credit Card Burn, Timing a HELOC, & Solar to Retire Sooner #1045

Time for a Friday Flight- our little sampling of the week’s 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: 
 
 • Government shutdown
 Streaming price hikes Underwater autos Best high mileage vehicles Car insurers that have your back Freelancers FTW Side hustle scams E-fund idiocy Employer matched savings Employer provided financial advice TrumpRx Pharma ads 
 
 
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
 
 • Knowing your ‘money gear’ is a crucial part of your personal finance journey. 
Start here. • 
 • Sign up for the weekly 
HTM newsletter • . It’s fun, free, & practical.
 • Join a thriving community of fellow money in the 
HTM Facebook group. • Massively reduce your 
cell phone bill • each month by switching to a discount provider like Mint Mobile.
 
 
 
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. Have an awesome weekend!
 
 
 
Best friends out!

See omnystudio.com/listener for privacy information.

Money Truths You Won’t Hear Anywhere Else w/ Len Penzo #1049

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