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How to Money

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How to Money
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  • How to Money

    Friday Flight - Rent Reductions, Charity Parity, & Home Equity Sharing #1146

    05/29/2026 | 40 mins.
    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
    Escrow shortages
    Home equity sharing
    EV fees
    Charity parity
    Prediction market bans
    Financial crunch impulse buys
    Everything’s a subscription
    Healthcare price hikes
    Rx drug deals

    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

    The Case for a ‘Good Enough’ Financial Plan w/ Jesse Cramer #1145

    05/27/2026 | 56 mins.
    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 brings clarity to the world of personal finance. Jesse Cramer began his career as a mechanical and aerospace engineer designing telescopes, and now brings that same precision (plus a genuine desire to help people) into the way he thinks about money. He writes over at The Best Interest, hosts his podcast Personal Finance For Long-Term Investors, and today we discuss:
    Choosing to not max Roth IRAs
    How to know if you’re Coast FIRE
    Striking the balance between optimizing your finances and enjoying life
    Reversion to the mean and this year’s stock market returns
    The crushing cost of conservative retirement planning
    Alternative investments
    Does retiring earlier mean living longer
    Aligning your money with your life
    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.
  • How to Money

    Ask HTM – Sinking Fund or Pet Insurance, Balance Transfer Card Bonus, & Backfilling an HSA #1144

    05/25/2026 | 56 mins.
    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, should I continue to pay for insurance for my dog?
    2 - Roth vs 529: Should we save for our son’s college in a Roth since it gives us more flexibility?
    3 - HSA: Can I backfill my health savings account to invest, after I pay for an expensive medical procedure?
    4 - Cashless kid: What’s the best way for my 14 year old to pay for expenses while at a cashless summer camp?
    5 - 0% balance transfer: Are there good balance transfer cards that have good cashback as well?

    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 Grapefruit Substance by Bissell Brothers! 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 - Insurgent I-Bonds, Trendy Tiny Homes, & Cutting The Big 3 #1143

    05/22/2026 | 41 mins.
    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
    Small business swipe fees
    Credit card limits lowered
    Trendy tiny homes
    Smaller homes in walkable communities
    Recurring handyman subscription fees
    Millennial early retirement
    Cutting back on the big 3
    AI financial advisors
    Chat privacy risks
    Why the AI hate?

    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

    The $1M Scholarship Strategy w/ Nia Baiyeroju #1142

    05/20/2026 | 50 mins.
    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 and now she’s helping others do the same. She’s here to break down how it works and how you can take advantage of the estimated $100 billion in available funds. We specifically discuss:
    Leveraging your unique story
    An unlikely social media platform to find scholarships
    Casting a wide net and going for smaller opportunities
    Losing $20,000 bc of a missing headshot
    Sidestepping the headache of filling out applications
    The value of internships
    Hustling, burnout, and mental health
    Importance of stated goals and community
    And much more!
    Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances:
    Nia: See what else Nia is up to over on her site and all the socials!
    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.
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About 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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