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How to Money

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How to Money
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  • How to Money

    Building Wealth When Markets Get Messy w/ Ben Carlson #1136

    06/05/2026 | 55 mins.
    Shark attacks, plane crashes, and lightning strikes… these are the dramatic and headline-grabbing events that are terrifying but incredibly rare. The odds you’ll ever experience those unfortunate events are tiny, so is it technically risky? Meanwhile, something as ordinary as driving to work should be considered more often since in the US, there are 6 million car accidents a year! When you start looking closely, risk and reward show up everywhere in our lives. And for investors especially, understanding the REAL risks we face, not the ones that dominate headlines, is essential to building a strategy that truly works. Our guest today has made it his mission to bring common sense back to finance. Ben Carlson is the Director of Institutional Asset Management at Ritholtz Wealth Management, where he focuses on managing portfolios for institutions and individuals. He is the creator of the widely read blog A Wealth of Common Sense and the author of several books on investing, including his new release, Risk and Reward. Today we discuss:
    Over-indexing on existential risk vs personal risk
    “When do you need your money?”
    Stress testing your investments
    International’s spot in a portfolio
    Timing the AI “bubble”
    Role of cash in investments, but also in personal finance
    Protecting your wealth from inflation
    Bonds for younger investors
    Adopting a long term investing mindset
    Treating “future you” like a bill
    And much more!

    Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances:
    Ben: Check out Ben’s new book, Risk & Reward: How to handle market volatility and build long-term wealth.
    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: Conquering Debt-Fuled Lifestyle Inflation, Investing a Used Car Payment, & Making the Most of a VA Loan #1135

    04/05/2026 | 57 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 - Debt-fueled lifestyle inflation: Should I sell a rental property to pay off my 401k loan used to install a pool?
    2 - Car financing: Does it make more sense to pay for a new/used car in cash or make payments and invest the difference?
    3 - Military service/VA loans: What are the pros and cons of going with a VA loan for a new home we’d like to purchase?
    4 - 403b: Leave it, transfer it, roll it, or convert it? (or maybe even BOP it?!... Capitalize could be a part of the solution)
    5 - 529 plans: How should I sort through all the options available?! (Virginia's direct-sold site is Invest529.com)

    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 DDH Cosmik Debris by Creature Comforts… thanks for donating this one to the pod Nick! 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 - College Cost Cutting, Predictive Credit Scores, & Work Perk Pruning #1134

    01/05/2026 | 35 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:
    3-year bachelor’s degrees and degree hacking
    Private student loans around 3%
    Insurance premium factors
    Predictive credit scores
    APR reduction scams
    Phishing for zoomers
    Work perk pruning
    Swapping iPhones for icedreams
    Combatting food waste
    Pre-gaming to avoid high priced booze
    $50 movie tix
    Booking on a Tuesday!


    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

    Flights Are Getting Pricier! (*here’s how to pay less*) w/ Kyle Potter #1133

    29/04/2026 | 1h 3 mins.
    Most of our best memories (and stories) come from trips we’ve taken. Some were incredible international adventures while others were ridiculously cheap road trips across different parts of the U.S. It’s been said that travel is the only thing you buy that makes you richer, and we’re inclined to agree. Our guest today does too. Kyle Potter is the Executive Editor at Thrifty Traveler, a site dedicated to helping people travel more for less. He’s been to more than 30 countries, and his passion is helping people navigate the confusing world of airlines, travel points, and miles. We don’t even want to know how many miles Kyle’s got sitting around, but we do know he’s willing to spend a few of them on a nice bottle of champagne from time to time. Today we discuss:
    How fuel prices, supply & demand, and competition impact ticket prices
    Saving the most by being flexible and following the deals
    Why you should plan to splurge
    Booking a more expensive ticket allows you to save
    Researching fares after booking
    Packing smarter and traveling lighter to save
    How Kyle saves when renting cars
    Roundtrip tickets to Dublin for $134
    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 - Running the Financial Gamut From Squirreling Away an Emergency Fund to Real Estate Investing #1132

    27/04/2026 | 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 - Torn: We’re behind when it comes to investing but it seems silly when we don’t have enough liquid savings… what do we do?!
    2 - Pension: How aggressively should I invest my Roth IRA dollars when I have a safe pension to fall back on?
    3 - Mortgage recast: What’s a good rule of thumb when I’m considering recasting my mortgage to shrink my monthly payment?
    4 - Social Security: Why do y’all always say to delay and wait to draw on Social Security?
    5 - Work-provided insurance: Should I pay extra for accidental death and dismemberment insurance or stick with the free option?

    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 Comeback Sauce by Creature Comforts and Edmund’s Oast… thanks for donating this one to the pod Nick! 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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