How to Money

*Special Episode Alert*... take a peek behind the curtain as we have an intimate, candid chat with our friend Jillian Johnsrud, a master of intentional career breaks and author of the upcoming book Retire Often (out in September). As we take a summer hiatus from new podcast episodes, we dive deep with Jillian into the art of stepping away from work. We explore overcoming the fear of pausing, navigating boredom, the stages of a meaningful break, how to discuss time off with others, and much more! We cut straight to it during this personal and inspirational convo! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a Bone Church by Creature Comforts! 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.

Today’s guest, Doug Lynam, has lived an extraordinary life! From overcoming bankruptcy to achieving financial security, taking vows of poverty as a Benedictine monk to managing over $250 million in assets as a wealth advisor, and graduating top of his class as a Marine to spending 20 years in monastic life, Doug’s journey is as diverse as it is inspiring. We have plenty of questions about how his unique experiences shape his approach to money and life, and what we can all learn to improve our own financial outcomes. We’ll also dive into his new book, Taming Your Money Monster: Nine Paths to Money Mastery with the Enneagram, which comes out next month. Doug takes spiritual wisdom, blends it with some psychological insight, all in an effort to help folks to successfully handle their money! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed an Elaborate Metaphor by Burlington Beer 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.

Let’s kick off 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 - Is Matt planning to take his old clunker on his 2 week road trip? 2 - After getting married, what are the practical steps in combining our finances? 3 - I’m considering dropping my escrow… what are the pros and cons? 4 - Paying for daycare with a credit card now comes with an additional fee… is the juice worth the squeeze? 5 - What is the new, inflation adjusted, dollar amount for Money Gear #1?! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a whiteferrari 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.

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: matched 529 funds, luxury dumpster diving, the apps are spying on us, insurance dodging, wealthy home chefs, fresh Costco perks, God mode investing, leveraged fund retirement accounts, pudgy penguins, tighter used car market, Cybertruck losses, and Smartless cellular. Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill 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.

Will our guest today convince us to ditch digital payments?! Listen to find out! Because here’s something that we hear all the time: “You can just Zelle me” or “Venmo me!”. It’s sort of like “I’ll just Uber to the airport” – once a company name has become a verb, is it possible to decouple it from culture? And of course the fact that they’re incredibly fast and easy makes the various payment options very attractive. They certainly make life easier when it comes to paying rent for our little office. It definitely takes the hassle out of receiving rent from tenants and I think they’d say the same thing. You don’t have to worry about lugging around your wallet and don’t get us started on credit card benefits! But you better believe that our guest today wholeheartedly disagrees! We’re joined by Professor Jay Zagorsky who is an economist at Boston University’s Questrom School of Business. And he's the author of a new book that was published a couple months ago: The Power of Cash: why using paper money is good for you and society. He makes arguments for why we’ll spend less, live healthier lives, and have a more resilient society when we treat actual, physical cash as king. Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a Sun Kissed by Edmund's Oast! 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.

Let’s kick off 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 I participate in securities lending if that’s a service my brokerage is offering? 2 - Life insurance is on the horizon so should I get an indexed universal life plan like some friends of ours did? 3 - I’d like to purchase a home in the next few years… would it be beneficial to apply for a new Apple card? 4 - Does it make more sense to repair or replace an old Cadillac that’s due for some repairs? 5 - Should I keep the fancy portfolio that Bloom, now defunct, created for me or is there a better option? Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a Doom Volume 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.

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: Southwest sale extension, unemployment uptick, you too U3?, 401k contribution cutbacks, 4% rule debunked, avoiding the annuities, high priced mocktails, Gen Z forgoing the bar tab, Kirkland Sig old fashioned, dressed by the internet, golden age of secondhand shopping, and ridiculous returns. Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill 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.

I’m pretty sure everyone listening will want to either get out of debt, reduce the amount of clutter in their life, crush other financial goals, become healthier and happier… OR, why even choose? Why not select: d - all of the above?! That’s because that was the outcome of our guest today, Ashlee Piper, who documented her journey in her new book No New Things: A Radically Simple 30-Day Guide to Saving Money, the Planet, and Your Sanity. Ashlee is a political strategist turned sustainable living expert who has shared her message as a professor in Chicago, on Good Morning America, to her TED Talk, & everywhere between. We discuss the data and how much time we spend shopping or the time taking care of the items we’ve purchased, why she recommends making a “Love List” and how that curbs spending, the vital role our community plays in avoiding new things, utilitarian reasons vs emotional stimuli to purchase, and plenty more in this episode! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a Hanami by Japas Cervejaria! 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.

Let’s kick off 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 target date fund should I go with if I’d like to retire early? 2 - Frugal or cheap: pouncing on an incorrectly priced item at the store? 3 - Do I prioritize my HSA if I don’t receive a state tax deduction? 4 - My homeowners insurance says I need to cut back trees and paint the house… should I push back?! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a Black Quad by Real Ale Brewing! 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 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: CPAP on the cheap, Southwest charging extra, TACO trading, tariffs getting blocked, investing via the Big Beautiful Bill, pointless points, Discover Capital One merger, getting priced out of the housing market, millionaire renters, and house swapping. Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill 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.

Newer listeners may not realize how OBSESSED with investing in real estate we were back in the day. In fact, when we were batting around ideas for a podcast, we initially thought it might be focused only on real estate... Luckily we zoomed out enough to cover personal finance more broadly. And it’s not that we’re not excited about rentals anymore, although the current state of the economy has changed our personal approach. But our guest today, Ryan Chaw, is most certainly all-in on real estate which is why we’re stoked to have him join us. Ryan grew his net worth to an astonishing $1.5 million at the age of 28, he completely replaced his pharmacist salary when he was 31, and is now helping others to do the same as a real estate investing coach. We discuss stepping away from a lucrative career, Ryan’s unique strategy of rentals in college towns, using his PRIME method for maximizing profit, high standards when it comes to due diligence, scaling his operations, and much more! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a Hell or High Twilight by 21st Amendment! 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.

Let’s kick off 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 I use an inheritance to pay off my house? 2 - Buying a used mattress- frugal or cheap? 3 - What should I do with Roth IRA contributions that I’ve already made, if I no longer qualify by the end of the year? 4 - Is it worth paying extra for an extended warranty on our new electric vehicle? 5 - How do I go about switching brokerages if I’m wanting investment options at a different company? Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed an Anatomical Transmutation 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.

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: flipping dishwashers, credit crunch, what a US downgrade means for us, $70k high school jobs, the Humble Dollar match, MAGA money, gas gouging, competition at the gas pump, rising home internet costs, newsletter overload, where gold and real estate stack up, & small businesses leading to stealthy wealthy. Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill 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.

We’re trying something completely new for our episode today: we’re hearing from a listener. Not in the form of a question submitted via voice memo, but we’re actually sitting down and having a ‘real money’ conversation, with Nick Gangwer. We met Nick at a listener hang about a year ago and his personal story and the proactive steps that he had taken to completely change his trajectory in life was incredibly inspirational to us as personal finance creators. And then more recently we realized that his story could be incredibly motivational to the broader HTM community of money nerds as well. So have a listen as we discuss growing up in a trailer park, scholarships to pay for college, saying ‘yes’ to every opportunity, buying a house in undergrad and house hacking, FIRE goals and much more! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed an Electric Jellyfish by Pinthouse Brewing! 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.

Let’s kick off 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 - Where should I open a Roth IRA for my kiddo now that she’s earning some money? 2 - What is it about reverse mortgages that makes them inferior financial products? 3 - Given the uncertain economic outlook this year, how should I invest? 4 - How can my wife contribute to a retirement account when she doesn’t have any earned income? 5 - Is it a problem that I’m keeping my emergency fund in a local brick and mortar in order to have fast access to cash? Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a DDH Refreshing by Tired Hands Brewing! 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 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: home warranties, bringing down renovations costs, streaming sports, AMC Stubs, set-jetting to luxury resorts, Carvana making it too easy, car-free neighborhoods, ode to e-bike, AI lies, loneliness: there’s an app for that, Fortnite is back, tariff cease-fire, and financial anxiety. Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill 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.

What it means to have a practical and beautiful portfolio. How recent policy decisions have roiled the stock market. Right-sizing your risk tolerance… These are just a few of the topics we discuss with our guest Callie Cox who is a part of the Ritholtz Wealth Management team. She is also the author of OptimistiCallie, her newsletter where she seeks to deliver sane and rational advice to everyday investors, just like us (don’t think we’re completely immune to these turbulent times)! Callie works to make investors feel confident about their investments and informed about the money decisions that they’re making – we think that’ll be you after listening to this episode! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed Pineapple Vanilla Milkshake IPA by Whistle Hop! 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.

Let’s kick off 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 - How necessary is a credit card to get by in life? 2 - What are some creative ways to pay for graduate school as I’m interested in a mid-life career shift? 3 - Does it make sense to switch to Roth contributions since my wife will be retiring soon? 4 - Should we drop full coverage insurance on our cars in order to beef up our savings? 5 - Cash gifts to small kids: cash in jars, earmarked in my HYSA, or their own savings account? Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed a Guillotine of Contemplation 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.

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: Best Buy and Walmart policy updates, homes are getting smaller, paper wealth effect, target date trends, gold beating out VOO, bye bye Buffett, beneficiary brushup, credit repair companies, medical debt dings, fintech vs real banks, and boosting your Social Security benefit! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill 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.

Gone are the days of constantly job hopping in order to rapidly boost your salary! Remember when perusing new job listings during your lunch break while WFH led to a 10-30% pay bump?! Now, with the uncertainty we’re experiencing in the overall market, it’s not just the new hires who are a bit nervous about hanging onto their jobs. Even government workers who thought they had fairly secure positions might be on the chopping block. Long-time employees are experiencing job insecurity! Which is why we’re glad to speak with career coach Marlo Lyons, because not only does she have over 20 years of experience in the hiring and firing field, but she has personal experience and a unique perspective having been fired herself. Marlo is the author of “Wanted: A New Career” where she goes in-depth on pivoting to a new career, she has a new book out about landing that first job, and she’s host of the Work Unscripted podcast. Listen as we discuss the shifting job market, focusing on “can do” jobs vs “want to do” jobs, three steps that everyone looking for a job needs to take, and plenty more during this episode! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Start here.HTM newsletterHTM Facebook group.credit card toolcell phone bill During this episode we enjoyed an Art Car IPA by Saint Arnold Brewing! 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.