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How to Money

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How to Money
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  • How to Money

    Knowing Your Rights & Crushing Medical Bills w/ Jared Walker #1115

    18.03.2026 | 51 min.
    Every year, patients are billed and stuck with $14 billion in medical debt that should be wiped out under existing hospital financial assistance rules. This debt isn’t inevitable, it’s unnecessary! Given the fact that medical debt is the number one cause of bankruptcy and a huge source of stress for families, is it a step too far to say that there is a medical debt crisis in America? We don’t think so and our guest today is doing something about it. Jared Walker is the founder of DollarFor, an organization helping people crush hospital bills they don’t legally owe. Since 2012, DollarFor has helped eliminate more than $125 million in medical debt nationwide. Some of the topics covered today:
    The unnecessary strain of medical bills that many are not obligated to pay
    Simply letting others know about “charity care” could drastically help their situation
    Taking your time to negotiate bc medical bills don’t impact your credit score for a year
    Hospitals often do not inform patients about available financial assistance programs
    Medical debt impacting personal possibilities and economic progress
    Avoiding products like Care Credit which sound nice but are just credit cards in disguise
    And much more!
    Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
    Dollar For: You must check out the resources and tools at DollarFor.org if you are staring down a medical bill because there’s a good chance you can get it waived! Health Care Bluebook was also mentioned but be sure and look into Jared’s organization.
    Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending.
    Money Gears: knowing what to do with your money is crucial to your personal finance journey.
    Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical.
    Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group!

    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.
  • How to Money

    Ask HTM – Deploying Cash to Recast or Invest, Free $ in Trump Accounts, & David Ramsey Falling Short #1114

    16.03.2026 | 57 min.
    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 - Mortgage recast: Should we take a windfall and recast our mortgage or use the lump sum to invest?
    2 - Trump accounts: Where should 530a accounts land among the Money Gears… high or low priority?
    3 - Thin credit: What should I do since I was denied a credit card due to a thin file?
    4 - Used cars: Is buying a car from a private seller the best option and where’s the best place to look?
    5 - Debt relief: So it turns out the company I signed up with for debt relief might be a scam, what should I do?!

    Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
    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.

    During this episode we enjoyed a Wavelength by Equilibrium Brewery! 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.
  • How to Money

    Friday Flight - AI Money Impacts, Side Hustle Salad Days, & Sullen Savers #1113

    13.03.2026 | 41 min.
    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:
    Rivian repair
    Robinhood Platinum
    AI in our mortgage underwriting and our taxes
    Side hustle salad days
    56% of Zoomers hustling
    Sullen savers
    More actively managed assets (is what we don’t need)
    Same with new venture funds
    Real estate headwinds for investors
    Tariff refunds on the way
    Ticking tax bomb on forgiven student loans

    Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
    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.
  • How to Money

    Are Teachers Doomed to a Broke Retirement? w/ Shaun Morgan #1112

    11.03.2026 | 57 min.
    Joel married into a family of teachers. His father-in-law has spent nearly 40 years in the classroom, his mother-in-law has taught for 30, and his brother-in-law is an outstanding Spanish teacher. While it’s clear that every one of them truly loves their work, we also know that passion alone doesn’t pay the bills. Teaching requires some real sacrifice, especially in today’s economy. And while no one enters the profession expecting to get rich, we believe that shouldn't mean teachers are destined for a life of financial stress or a mediocre retirement. In fact, our guest today argues that those assumptions are flat-out wrong. While educators face unique financial hurdles, they also have powerful, underused advantages. When those tools are understood, retiring comfortably isn't just a dream - it’s a reality. Shaun Morgan is a full-time teacher who is just as passionate about teaching personal finance to his fellow educators as he is about his work in the classroom. Some of the topics covered in this episode:
    How teachers can achieve financial independence with the right strategies
    Public service loan forgiveness is a significant advantage for teachers
    Overcoming the “teacher vow of poverty”
    Budgeting on teacher pay cycles
    Stop spending on classroom supplies
    Pensions vs defined contributions plans
    Understanding 403b and 457b plans
    The role of side hustles
    And plenty more!
    Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
    Teacher Money Show: If you’re an educator, look for the Teacher Money Show wherever you listen to podcasts.
    Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending.
    Money Gears: knowing what to do with your money is crucial to your personal finance journey.
    Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical.
    Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group!

    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.
  • How to Money

    Ask HTM - Debating a Raise vs WFH Flexibility, Investing in Nvidia, & Digital Hygiene Frugal or Cheap #1111

    09.03.2026 | 57 min.
    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 - Raise vs lifestyle: Should I take a 50% pay increase or maintain the flexibility of working from home?
    2 - Nvidia: How do I go about rebalancing my portfolio when I have $800,000 of Nvidia in my brokerage account?
    3 - Feedback: Maybe Joel is being cheap not frugal and should you really let a medical bill go to collections?
    4 - Insurance: What’s the best way to get an agent to shop multiple different providers to get me the best deal?
    5 - Books: My son is 25 years old - what book should I get him to help kick off his personal finance journey?

    Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
    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.

    During this episode we enjoyed a Delirium Tremens by Huyghe Brewery! 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.

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O 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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