• 48 minutes 21 seconds
    Friday Flight - Muse is Meh, Homebuying with Homies, & Commuting Costs Climb #1200

    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:

     

    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.

    2 October 2026, 8:00 am
  • 46 minutes 9 seconds
    You Saved It. Now Give Yourself Permission to Spend It w/ Jean Chatzky #1199

    61% of Americans say they’re more afraid of running out of money than they are of dying… the idea of spending our later years stressed about money is so terrifying that some people would rather face the great unknown than deal with their own financial plan. And yet, far too many people are taking the “I’ll figure it out someday” approach when it comes to retirement. They’re hoping things work out instead of building a plan that gives them confidence and freedom. Our guest today believes retirement doesn’t have to be defined by fear and uncertainty. With the right decisions, we can worry less about money and spend more time enjoying the life we’ve worked so hard to build. Jean Chatzky has spent decades helping people make smarter decisions with their money through her work on the Today show, her AARP columns, her books (the latest of which is titled The Forever Paycheck), and her podcast. Today we discuss what retirement looks like in this modern era, how we can prepare for it without letting fear take over, and we dig into topics like:

    • The retirement crisis and how to address it
    • A 'forever paycheck' and how to create one
    • Role of annuities and other income products in retirement planning
    • Shifting from accumulation to decumulation and behavioral challenges
    • The impact of longevity and market risks on retirement strategies
    • How to balance risk and guarantees in retirement income
    • Psychological aspects of spending and saving in retirement
    • And much more!

    Can’t get enough How To Money? 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.

    30 September 2026, 8:00 am
  • 58 minutes 51 seconds
    Ask HTM - Early Retirement with a 457b, Surrendering Life Insurance, & Moving to a Bigger House #1198

    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! But first… will or won’t Joel run a 50k?! But then we get to:

     

    1 - Cash surrender: or keep a life insurance policy around and how will it impact my student loan payment?!

    2 - Early retirement: should I prioritize my 457 if I’m interested in retiring as a firefighter at age 53?

    3 - Best yield: where should we keep the downpayment for a new home purchase?

    4 - Buy my car: wise advice if you want to sell your car for the most money.

    5 - 1% AUM: how do I keep my parents from getting ripped off?

     

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

    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.

    28 September 2026, 8:00 am
  • 46 minutes 42 seconds
    Friday Flight - Illiterate Americans, Shrinking Shoulder Season, & Rate Hike Reactions #1197

    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:

     

    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.

    25 September 2026, 8:00 am
  • 52 minutes 20 seconds
    Fighting Back Against a Broken Healthcare System w/ Dr. Jordan Grumet

    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.

    23 September 2026, 8:00 am
  • 1 hour 4 minutes
    Ask HTM - New(ish) Phones, New(ish) Cars, and New Big Financial Goals! #1195

    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.

    21 September 2026, 8:00 am
  • 48 minutes 26 seconds
    Friday Flight - Guilt-Ridden Spending, Sneaking Socialism & Home Buying Help #1194

    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:

     

    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.

    18 September 2026, 8:00 am
  • 49 minutes 53 seconds
    The Money Convos You Need to Have With Your Parents w/ Beth Pinsker #1193

    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.

    16 September 2026, 8:00 am
  • 54 minutes 29 seconds
    Ask HTM - Affordable Bathroom Reno, Forging Family $ Values, and Trump Account Scam? #1192

    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.

    14 September 2026, 8:00 am
  • 48 minutes 45 seconds
    Friday Flight - 529 Hacking, Hollowed-Out Home Ec, & Sucky Stock Pickers #1191

    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:

     

    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.

    11 September 2026, 8:00 am
  • 1 hour 3 seconds
    The Financial Case for Moving Abroad w/ Richelle Gamlam #1190

    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.

    9 September 2026, 8:00 am
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