Episodes

  • Launching an Offbeat and Sustainable Business w/ Jason Zook #953
    Mar 5 2025

    “Solve a problem for people in an interesting way” and “There’s not one way to do business”... those are just a couple quotes from our conversation with Jason Zook. Our goal for this episode is for you to finish listening, and to be completely inspired to start your own small business. Unfortunately, there can be this aura around starting an “official business” that keeps creative individuals who have great ideas from pursuing something that is going to light them up and prove to be successful. Sure, getting an MBA might be the best path to take for a certain subset, but there are a lot of folks who might be better served by just going for it, and figuring it out along the way! And here to talk about that is Jason, an entrepreneur who takes a very unconventional approach to business formation. He and his wife currently run Wandering Aimfully, which is a platform that seeks to help creative entrepreneurs build successful, sustainable businesses that fit with their lifestyle, all while avoiding the burnout that tends to come with hustle culture. Listen as wee discuss everything from Jason auctioning his last name, creating ‘calm’ businesses, to living abroad in Portugal and more!

    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.
    • Find the best credit card for you with our new credit card tool!
    • Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.

    During this episode we enjoyed a Na Chouffe by Brasserie Chouffe! 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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    59 mins
  • Ask HTM - Cashback vs Travel Points, Letting a Brokerage Cook, and the Right Way to buy a First Home #952
    Mar 3 2025

    Let’s dive into 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 - Cash back or travel points credit card… aren’t the rewards basically the same?

    2 - Should I continue to let my investments in my taxable brokerage account continue to grow or should I focus on my mortgage?

    3 - What factors like size and location should we consider when buying our first apartment?

    4 - Does it make sense to pay for a credit lock with the 3 major credit bureaus?

    5 - Can you help me understand Joel’s Costco Instacart hack?

    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.
    • Find the best credit card for you with our new credit card tool!
    • Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.

    During this episode we enjoyed a 2025 Bigfoot by Sierra Nevada! 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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    53 mins
  • Friday Flight - Brainless Borrowing, DOGE Dividends, & Abroad on a Budget #951
    Feb 28 2025

    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: renting the fancy clothes, lowest cost airports, the frequent flier switch, going abroad on a budget, secondary credit card benefits, referral bonus taxation, (not so) unlimited PTO, saving the most with health sharing, ghost tax preparers, DIY vs tax pros, brainless borrowing, updated Money Gear #1, and DOGE dividends.

    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.
    • Find the best credit card for you with our new credit card tool!
    • 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.

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    34 mins
  • Navigating the Insane Insurance System w/ Consumer Reports' Lisa Gill #950
    Feb 26 2025

    The price of gas, the price of eggs and milk- these are the kinds of expenses that we’re very sensitive to as consumers because of how frequently we make these purchases. And don’t forget visibility of course with the price per gallon essentially plastered on electronic billboards we consistently drive past! But the cost of insurance feels like the exact opposite. We rarely shop for coverage, it’s not often discussed, and automatic payments insulate us from rising premiums. In the case of homeowners insurance there’s an additional layer of insensitivity in the form of escrow. But insurance is becoming more of a burden and here to tackle this problem is Lisa Gill from Consumer Reports. Lisa is an investigative journalist and we’re going to discuss everything from wildfires to prescription drugs, what to do if you receive an insurance cancellation notice, the steps to take when you receive a medical bill that’s way too high, and much more during our episode!

    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.
    • Find the best credit card for you with our new credit card tool!
    • Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.

    During this episode we enjoyed a Primordia by Freak Folk Bier! 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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    53 mins
  • Ask HTM - Is Direct Indexing Worth It, Sticky Cosigning Situations, & Kiddos With Credit Or Debit #949
    Feb 24 2025

    Let’s dive into 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 - What do I do about money being taken out of my savings because of a student loan I co-signed?

    2 - Should I invest in a 401k with unfavorable terms or my brokerage account instead?

    3 - Is it worth paying extra for direct indexing, given the additional benefits like tax loss harvesting?

    4 - Do I link a credit card or a savings with a debit card, to my 11 year old’s Apple Watch?

    5 - If I had to choose one: IRA or HSA?

    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.
    • Find the best credit card for you with our new credit card tool!
    • Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.

    During this episode we enjoyed a Tiny Esses by Prairie Artisan Ales! 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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    47 mins
  • Friday Flight - Federal Layoffs, Renting Roosters, & VOO FTW! #948
    Feb 21 2025

    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: Joel’s portable pop up sauna, cooling housing market, horrible HOAs, federal layoffs, financial resiliency with a Bare Bones Budget, affordable iPhones, the cheapest cell coverage, renting roosters, forsaking fast food, craft beer tariffs, investing to overcome inflation, 401k retirees, and VOO FTW!

    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.
    • Find the best credit card for you with our new credit card tool!
    • 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.

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    35 mins
  • Breaking the Hidden Barriers to Financial Freedom w/ Jessica Moorhouse #947
    Feb 19 2025

    We’re joined today by Jessica Moorhouse who started out as a blogger, looking for a creative outlet and way to hold herself accountable, and is now a financial counselor, speaker, and host of her own podcast- More Money. She is also the author of the new book, “Everything But Money: The Hidden Barriers Between You and Financial Freedom”. Jessica is all about providing easy to understand advice, delivered in a non-judgemental way, and she believes that there’s a lot of stuff that gets in the way of us being able to achieve our financial goals. Maybe most folks already know how to invest, but what they need is help with the trauma from their upbringing!? Maaaybe we even get into our own money stories from way back when, back when we were little kids and how that shaped our personal views of money… we get into all of that and more during our conversation today!

    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.
    • Find the best credit card for you with our new credit card tool!
    • Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.

    During this episode we enjoyed a Deduction by Taxman Brewing 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.

    Show more Show less
    52 mins
  • Ask HTM - Birth Now Pay Later, Forcing Home Equity with a Basement Build, & Saving vs Paying Credit Cards #946
    Feb 17 2025

    Let’s dive into 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 - Should we take advantage of interest free payments offered by our hospital after a baby delivery?

    2 - What’s the best way to finance a basement buildout?

    3 - After we move out of state, what should we do with my wife’s pension that she will no longer qualify for?

    4 - Is it smarter to focus on building up my savings or paying off high interest rate credit card debt?

    5 - Can you recommend a guaranteed rate of return over 4% with a term of 12 months?

    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.
    • Find the best credit card for you with our new credit card tool!
    • Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.

    During this episode we enjoyed a Dark Arts Tequila Barrel Aged Stout by Wicked Weed! 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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    54 mins