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 - Nine-figure wealth: what do we do after our company sells for $300 million?!

2 - Healthcare subsidies: are health sharing plans my only other option to keep my healthcare costs down?

3 - Landlord liability: should I really go with the formality of holding each of my properties in it’s own LLC to safeguard my personal assets?

4 - 401k snatch: does it make sense to continue contributing to my 401k after my employer has lowered the match?

5 - Long term disability: when does it make sense and do I need to get a policy in place?

 

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 Shift Experimental by Incendiary Brewing - a huge thanks to Brandon for donating this one to the show! 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.

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:

• Longevity calculators (Matt’s preference)
• Credit card caps
• The youths ditching credit cards
• Free rent
• Gambling on housing
• Private labels on the rise
• GLP1 to slim down the budget
• Pokemon investing
• Bear market benefits
• Investing like an optimist
• Cable TV bundle rebounds
• Don’t sleep on free streaming
• 100 month car loans
• Budget busting used cars

 

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.

We all get the same 24 hours – but it sure doesn’t always feel that way, does it? Why is it that some people seem to have time for hobbies, meaningful conversations, even a slow cup of coffee, while others are just trying to survive the day on repeat? Today, we’re breaking down what it really takes to build a life that feels enjoyable, sustainable, and manageable… not rushed and reactive. And a crucial part of that equation are smart money decisions and intentional choices about how we spend our time. Our friend Andy Hill is here to share his wisdom. Andy runs Marriage, Kids & Money, and he’s the real deal – someone who has put in the work and built a life guided by values, freedom, and family. Everything he shares today comes from experience, not theory. Some of the topics we get to:

• Best reason every for tracking and budgeting
• Importance of effective communication with a partner
• Cutting expenses shouldn't mean depriving yourself of joy
• The debt hatred method focuses on paying off emotionally burdensome debts first
• Transitioning to solopreneurship can provide more control over your time
• Experimenting with work-life balance can lead to a more fulfilling life
• What “FU” money affords you
• Life is for living, not just saving for the future
• And plenty more!

 

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

• Andy: Own Your Time is the book, and Marriage, Kids, and Money is the podcast.
• 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.

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 - Camper purchase: should I use my HELOC to replenish my emergency fund that we used to buy a used camper?

2 - Baby wealth: what accounts do I prioritize for my twins future and how should I be thinking about generational wealth?

3 - Expensive gyms: is it frugal or cheap to not tell my gym that I’m still paying the old rates?

4 - Apartment hunting: how should I approach the conversation with my landlord about breaking my lease due to our growing family?

5 - Crypto: is it a good idea to invest in individual stocks and crypto if they’re already represented in my portfolio via an index?

 

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 Dulce Muerte by Incendiary Brewing - a huge thanks to Brandon for donating this one to the show! 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.

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:

• World Cup ticket prices
• Retailers charging for returns
• Return rabbits
• Garnished wages on the way
• Education Department loan simulator
• Easily compare college costs
• Double majoring
• Nihilistic renters
• Shopping your mortgage
• No corporate landlords
• Timeshares, so hot right now
• Overdraft fees rising

 

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.

“The quality of your life pretty much exists outside of the realm of money.” That’s a quote from today’s guest and we’re going to spend a good amount of time talking about everything BUT money! Personal finance and handling your money effectively is important of course, but don’t confuse the means to the end, with the end itself. Money is simply a tool, and like the adage about dying with ‘the most toys,’ it’s easy to see how taking the approach of maximizing your wealth accumulation would leave you wanting. Vicki Robin is all about helping folks change their relationship to money. She unknowingly sparked the FIRE movement back in 1992 with her co-author Joe Domniguez when they released the book Your Money or Your Life. We discuss of number of topics in this episode including: 

• How money is a tool, but not the only one
• Consciousness in spending can lower consumption
• Community relationships are essential for support
• Aging can bring new opportunities and perspectives
• Consumer culture often breaks community bonds
• Financial independence should include a sense of service
• The ‘backpressure’ cause by the fear of death
• And much more!

 

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

• Vicki: read her latest writings over on Substack, Coming of Aging. And the book that started it all, Your Money or Your Life.
• 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.

New year, new outlook, and a fresh strategy for your wallet. Welcome to 2026!

 

In this episode, we’re setting the table for the year ahead. After the unique challenges and "did that really just happen?" moments of 2025, it’s time to stop reacting and start orchestrating your own financial future. We’re stripping away the jargon to talk about what actually matters: building wealth slowly, steadily, and with a craft-beer-level appreciation for the process. To give you a taste of what we’re diving into:

 

• The Money Gears: We’re walking through the specific steps to take your finances from "survival mode" to "total optionality." From why exactly you need $3,045 in the bank to the moment you can finally start crushing some Money Gear 7 goals.
• Frugality vs. Deprivation: Why "living small" is actually the secret to living large, and how to make the shift from having to save to wanting to save.
• The K-Shaped Reality: We discuss why the "average" economy doesn't exist and how a bare bones budget is going to help keep you afloat.
• Our own personal goals for the year, and more!

 

Whether you’re looking to get your time back, ditch the paycheck-to-paycheck cycle, or finally understand where your money is actually going, this episode is your roadmap for the new year.

 

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 an If Only To Be Thoughtless Once More by Burial! 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.

Think back to the last time you lost power at your place. I’m sure it was an inconvenience- it was likely annoying to find yourself walking into a room and reflexively reaching for the light switch, even though the power was out. But the real problem with an outage are the downstream effects it has: food in the fridge spoils, traffic is a nightmare if the stoplights are out, folks even die due to extreme heat or cold. We’re less worried about a power outage and more worried about the mayhem that ensues. And in a similar way we’re less worried about silly credit scores and more worried about the negative impact that a crappy score can have on much of your personal finances. Listen as we discuss our stance on taking out loans, the high cost of neglecting your credit, and steps that you can immediately take in order to mitigate the knock-on effects of crappy credit.

 

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 Radler by Halfway Crooks Beer! 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.

Time is easily our most precious resource, but rarely do we pay much attention to what it is that we’re going to spend our minutes and hours, which inevitably turn into weeks and years. And if you completely fail to do this, you end up as the proverbial careerist, looking back at the wasted decades, wishing you would’ve done something differently. And our guest today, Ben Miller, actually did shake things up- he traded a position on Wall Street with Goldman Sachs for a fulfilling life out in Colorado. He chose meaning over money, and he’s on a quest to help others to discover what a fulfilling life is for them with the app he’s developed: ChroniFI. We discuss nerdy board games, what caused Ben to make the pivot out west, finding work/life balance as an entrepreneur, why earning a ton of money is only one half of the equation, how to figure out what to spend your money on, determining whether to spend on ‘convenience’, and plenty more!

 

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

• ChroniFi - See how your current purchases impact your future retirement! Ben's app links your time and your money, boiling it down to the steps you need to take in order to achieve financial freedom. And be sure to use our ChroniFi.com/HowToMoney link to get 25% off!
• 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 Apri-Guav Tastee by The Veil! 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.