How to Money
By: iHeartPodcasts
Language: en-US
Categories: Business, Investing, Education
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.
Episodes
Ask HTM – Double Dipping Expense Ratios, Wealth Building with High Deductibles, and when 50 Year Mortgages Make Sense #1075
Dec 15, 2025Let’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 - Target date fund: is my brokerage double dipping expense ratios if my target date fund has other...
Duration: 00:49:40Friday Flight - Political $ Planning, Free Electricity, & Cash is Cringe (plus Instacart Iniquity, Advent Calendars, more...) #1074
Dec 12, 2025Time 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:
Fancy, frugal, or cheap advent calendars Political money planning Wild “FI Number” Guesses Free electricity AI replacing jobs And the jobs it CAN’T replace Cash is cringe Time for the... Duration: 00:35:49Jade Warshaw on Escaping the Debt Trap and Rewriting Your Story #1073
Dec 10, 2025In Greek mythology, Atlas holds the heavens on his shoulders as a punishment from Zeus. And every time you see an image of Atlas, remember the hundreds of millions of Americans who are perpetually burdened by debt. To many of those consumers, the weight of credit cards, personal loans, and car loans feels like an eternal struggle… the new normal with no end in sight. But like our guest today, you can reject that fate and rewrite your story. Jade Warshaw paid off almost half a million dollars in consumer debt over the better half of a decade. Now sh...
Duration: 00:49:40Ask HTM – Newlywed Downpayment Debate, Good Car Loans, and Failing to Max Retirement Account #1072
Dec 08, 2025Let’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 - Downpayment debate: should we put down more than 20% if we have extra money in our investment accou...
Duration: 00:50:26Friday Flight - AI Toys, Homeowners Held Hostage, & Impoverished Americans
Dec 05, 2025Time 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:
Cyber Monday malaise Gen Z paring back AI toys Reluctant retailer returns Gift cards galore BTW, here is that site that allows you to donate gift cards for good. Trump ac... Duration: 00:37:30Gen Z vs. The Old Money Rules w/ Lillian Zhang #1070
Dec 03, 2025Let’s talk about money and “the youths” today! While a lot of personal finance advice is evergreen and helpful to folks of all ages, it’s also important to reach people where they are and in the way they like to consume information. As middle-aged dads, we hope to stay relevant, but we don’t have the same street cred as our guest today. We’re joined by Lillian Zhang who, as a first generation immigrant, carved her own path by figuring out the job search, learning how money works, and building wealth from scratch. She earned a degree from...
Duration: 00:53:49Ask HTM – Mortgage Payoff Loophole, DAFs to Maximize Tax Deductions, and Legally Evading a Medical Bill #1069
Dec 01, 2025Let’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 - Accelerated Mortgage Payoff - is velocity banking a smart way to quickly pay off my mortgage?
Friday Flight: Leftover Turkey Edition! #1068
Nov 28, 2025We’re taking a moment to slow down and reflect on what HTM listeners are truly grateful for during this busy holiday season. And yes… doing this on Black Friday is intentional. Instead of swapping stories about the hottest deals, we’re choosing to hit pause on consumption and appreciate what we already have.
We also want to connect the dots between the financial sacrifices and smart money moves you’ve made and the deeper parts of life they impact, like family, time, peace, and purpose. Money matters, but what matters more is what it makes pos...
Duration: 00:50:33The World Is Getting Better w/ Marian Tupy #1067
Nov 26, 2025Though it seems like the world is in shambles, humanity has progressed quite impressively when you look at virtually any length of history. Our modern society has produced a slew of nice things that would have been hard to fathom 50 years ago, much less 250 years ago- smartphones, duct tape, GPS. They’ve all, to greater or lesser degrees, made our lives better and that’s simply looking at consumer goods. Think of other clear markers like infant mortality, literacy rates, longer lifespans and how they all point to incredible progress. But how did those innovations and that abundance come abou...
Duration: 00:53:24Ask HTM - Filing a Claim for a New Roof, Rebalancing Away from Tech/AI, & Taking Advantage of a Health Reimbursement Arrangement #1066
Nov 24, 2025Let’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 - Home repair: should I get a new roof based on a roof inspector who says my insur...
Duration: 00:52:42Introducing: The Big Short Companion from Against the Rules: How the Financial Crisis Broke Wall Street
Nov 23, 2025We’re sharing another podcast we think you’ll enjoy, The Big Short Companion from Against the Rules, hosted by bestselling author Michael Lewis. The Big Short is now 15 years old and to mark the occasion, Lewis narrated a new audiobook version of The Big Short and is looking back on how the 2008 financial crisis still affects the world today. To make sense of Wall Street’s hangover from the crash described in The Big Short, Lewis calls up Matt Levine, author of the Money Stuff newsletter for Bloomberg Opinion. He’s also a former investment banker who was working at Go...
Duration: 00:31:06Friday Flight - Soft Switching, Tariff Turnaround, & Ozempic Face #1065
Nov 21, 2025Time 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:
Help us dominate the Daffy Voices for Good Campaign! Burdensome credit card benefits Frankenstein BNPL cards Robinhood Gold 3% cashback credit card Cash delivered to your doorstep Soft switching Tariff turnaround Ea... Duration: 00:39:51Don’t Let Taxes Terrify You w/ Hannah Cole #1064
Nov 19, 2025“Taxes for creatives” could have also been the title of this episode, giving the more entrepreneurially minded the boost they need to officially launch a little business they’ve been considering. But for most folks the topic of taxes isn’t comforting, it’s straight up terrifying… even though it shouldn’t be. Today’s guest, Hannah Cole, is on a mission to create fearless folks who launch into the world of deductions, bookkeeping, tracking, tax filing, and all the other terms that strike a little fear in your heart, with full confidence. Her new book, Taxes For Humans, acts as a field...
Duration: 00:56:49Ask HTM - Vital Home Reno or Moving Factors, Dropping Credit Without Dinging Your Score, & Student Loan Forgiveness or Payoff #1063
Nov 17, 2025Let’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 - Home renovation: what factors did Matt consider when deciding to add on to his existing house?
Friday Flight - Forever Mortgages, Ruining Reward Cards & Free Tax Filing Fail #1062
Nov 14, 2025Time 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:
Help us dominate the Daffy Voices for Good Campaign! 50 year mortgages Robinhood getting into the mortgage game Cash for Christmas FindHelp.org is a great resource for those in need of... Duration: 00:36:10How AI Will Impact Your Investments w/ Vanguard's Joe Davis #1061
Nov 12, 2025Everywhere you look, people are talking about AI. Some say it’s going to save the world; others think it might break it. But while the headlines focus on sci-fi futures and big-tech battles, we’re interested in something a little closer to home: what does all of this actually mean for us as everyday, DIY investors – today, and over the next decade? Fortunately, we don’t have to wing it. Vanguard’s global chief economist, Joseph Davis, has been studying the forces shaping our financial future – AI included. And in his new book, Coming Into View, he breaks down the mega...
Duration: 00:53:08Ask HTM - Open Enrollment Entanglements, Worthwhile BNPL Scenarios, & Continuing to Investing with Outstanding Debt #1060
Nov 10, 2025Let’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 - Open enrollment: what factors should I consider when hopping to a more affordable health insurance provider?
Friday Flight - Ridiculous Car Refinancing, Occupation Consternation, & Ads Everywhere #1059
Nov 07, 2025Time 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:
Timeshare rescission periods $50k average for new cars Shorter car loans please Repos on the rise $10k new car tax break Occupation consternation AI labor market anxiety Career plan Bs $100 wo... Duration: 00:35:50Work Less, Live More w/ Juliet Schor #1058
Nov 05, 2025Nearly 100 years ago, economist John Maynard Keynes predicted that we’d be working 15-hour weeks by now due to gains in productivity and technology. Tim Ferriss claims that you can pretty much do it all in a 4-hour workweek! Neither of those seem plausible but our guest today takes a much more reasonable approach and says that 4-day work weeks are not only feasible but can lighten the load, allowing us to live more life – all while being more productive! Juliet Schor is an economist and professor of sociology at Boston College and is best known for her research on wo...
Duration: 00:56:20Ask HTM - Spending on a Tax Pro, Frugal Practices for Millionaires, & Ending a Termite Bond #1057
Nov 03, 2025Let’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 - Tax help: where should I find a tax professional and how much should one cost?
2...
Duration: 00:45:33Friday Flight - Discount Burnout, Bubble Trouble, & Rejoicing Renters (plus roadkill, gold bars, more...) #1056
Oct 31, 2025Time 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:
Candy buyback Eating roadkill?! Affordable Thanksgiving dinner Discount burnout Bubble trouble What even is “bearish” High on gold Leveraged ETFs Bummed after winning the bidding war Renters rejoice Luxury apartment con jo... Duration: 00:34:42DIY or Delegate: the Financial Advisor Conundrum w/ Pam Krueger #1055
Oct 29, 2025A financial advisor WON’T magically fix your money problems, but many folks assume that by hiring a professional, they’re well on their way to financial success. Maybe, but maybe not, because a bunch of different factors come into play. And who better to have this discussion with other than award-winning investor advocate and financial educator Pam Krueger. She began her career as a stockbroker before moving into financial media, where she created and co-hosted the PBS series MoneyTrack where her work emphasizes transparency, investor protection, and understanding how advisors are compensated. Pam is also the founder and CEO...
Duration: 01:01:49Ask HTM – Sinking Funds for BIG Purchases, PTO Advances, & Investing for Early Retirement #1054
Oct 27, 2025Let’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 - Savings rates: how should I account for a disability payment when calculating my savings rate?
2...
Duration: 00:52:54Friday Flight - Moneyless Millionaires, Credit Card Churning & AI Goes E-Commerce #1053
Oct 24, 2025Time 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:
The running industrial complex Exorbitant cost of running tourism Lead in the protein powders More money leading to sloppier habits Moneyless millionaires AI takes on ecommerce Subs for the suds Si... Duration: 00:38:19Can Love Survive a Budget!? w/ Doug & Heather Boneparth #1052
Oct 22, 2025Figuring out your money is tough enough if you’re flying solo. Doing it with your partner ramps up the difficulty level because you're throwing in varied money history, habits, and goals. It can create a lot of friction! Our guests today have a lot of great advice for couples looking to do better with their finances and create a ‘team vibe’ with their partner. If you looked up the definition of ‘power couple’ in the dictionary, you just might see a picture of Doug and Heather Boneparth next to it. Doug has built his own successful financial advisor firm while...
Duration: 00:57:47Ask HTM - Medium-Term Investing Conundrums, Naughty Credit Card Behavior, & Vapid Vesting Periods #1051
Oct 20, 2025Let’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 - Credit card no-nos: after getting a $900 welcome offer should I take advantage of one year of no in...
Duration: 00:52:10Friday Flight - Accidental Landlords, Debilitating Debt & The WFH Premium #1050
Oct 17, 2025Time 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:
Government shutdown federal layoffs Deploying a Bare Bones Budget Accidental landlords Ending capital gains on primary residences Space heaters to the rescue $30 home (mint)ternet Rent vs attending a wedding WF... Duration: 00:41:25Money Truths You Won’t Hear Anywhere Else w/ Len Penzo #1049
Oct 15, 2025Our guest today is a self professed personal finance oddball! Len Penzo spent 35 years in the aerospace industry before retiring at age 58 as an electrical engineer. Along the way he launched LenPenzo.com in December 2008 (he even helped to give Joel a start writing personal finance content back in the day). Since then, the blog has drawn millions of readers and earned awards from publications like Kiplinger. Len’s work has appeared in outlets like Forbes, Time, Business Insider, CBS MoneyWatch, and he’s been featured on radio and TV segments. And he now has a new book out call...
Duration: 00:53:33Ask HTM – Quick Cash with eBay, Making Quarterly Estimates, & a Home Appraisal Goes Awry #1048
Oct 13, 2025Let’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 - eBay: when to list and when to sell locally?
2 - Quarterly estimates: making estimates vs in...
Duration: 00:50:32Friday Flight - Refi Revival, Delay Pay Disaster, & Landline Love! #1047
Oct 10, 2025Time 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:
The refi revival 2026 investing limits Ditching the S&P Private equity in target date funds Falling behind on payments Debt collections on the rise Delay pay disaster Travel now pay lat... Duration: 00:38:01The Demographic Dilemma and Your Dollars w/ Melissa Kearney #1046
Oct 08, 2025“Demographics are destiny” is a phrase we’ve all heard. And while the future of America isn’t a foregone conclusion, declining birth rates, rising inequality, and the dramatic increase of single-parent households are having a profound impact on our society, impacting the overall economy. With all of this in mind, another question is raised: how should we respond and what money choices should we be making now? To help answer this question, we’re joined by Melissa Kearney who is an economist known for her extensive research on social policy, poverty, inequality, and the economics of families and fertility...
Duration: 00:57:48Ask HTM - Avoiding the Credit Card Burn, Timing a HELOC, & Solar to Retire Sooner #1045
Oct 06, 2025Let’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 - Credit card autopay: how do I avoid getting hit with an interest charge?
2 - Timin...
Duration: 00:52:11Friday Flight - Underwater Autos, Freelancing FTW, & E-Fund Idiocy #1044
Oct 03, 2025Time 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:
Government shutdown Streaming price hikes Underwater autos Best high mileage vehicles Car insurers that have your back Freelancers FTW Side hustle scams E-fund idiocy Employer matched savings Employer provided financial adv... Duration: 00:37:12Pulling the Most Powerful Money Levers w/ Professor Kristen Carioti #1043
Oct 01, 2025Our guest today says, “you can’t transform the world if you’re living paycheck to paycheck.” We couldn’t agree more! And money literacy is at the heart of avoiding that fate. Not only did Professor Kristen Carioti literally write the personal finance textbook, but she also found a way to make personal finance classes a requirement at her school, Mount Mary University. Kristen is boots on the ground, teaching the next generation how to think about and handle their finances effectively. We discuss:
Students are eager to learn about personal finance, indicating a demand for a money educ... Duration: 00:55:03Ask HTM - Break-Even Bank Switch, Doubling Down on a 457b, & Financing an ADU for Extra Cash #1042
Sep 29, 2025Let’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 - Switching banks and HSAs: what’s the break-even dollar amount for it to be worth it?
2...
Duration: 00:56:42Friday Flight - 'Just In Case' Planning, Consumer Caste System, & Credit Scores Crashing #1041
Sep 26, 2025Time 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:
Coffee tariffs Avoiding the import tax Just in case financial planning Startup investing Investing like Nance Quitting quarterly earnings Consumer caste system Vegas surge pricing Noble Mobile Credit scores crashing A b... Duration: 00:38:27Eat the Avocado Toast w/ Justin & Haley Brown-Woods #1040
Sep 24, 2025The supposed luxury of avocado toast, along with the latte, has become an “ok boomer” personal finance tip. “Stop frivolously spending your money and you’d be rich!”... we don’t actually believe that here at HTM and even if there’s a modicum of truth to that statement, it presents other challenges like: how long do you sacrifice in the short-term in order to achieve long-term financial success? Which is why we’re pumped to have financial counselors Justin & Haley Browns-Wood join the podcast today because these are the types of questions they guide their clients through on the reg.
...
Duration: 00:54:48Ask HTM - Best Grocery Cashback Credit Cards, Risking it with Ultra Cheap Car Rentals, & Giving Up on Home Ownership #1039
Sep 22, 2025Let’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 - Selling a home and renting instead: what do we do with cash from the closing table?
Friday Flight - Pricey Porch Pumpkins, Twitter for Trading, & Saving for a Spouse #1038
Sep 19, 2025Time 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:
RATE CUTS Pricey porch pumpkins Recency bias and expecting the rosiest returns Twitter for trading Job hugging Tips only please (no taxes on tips) 401k raiding to pay down debt Sti... Duration: 00:33:30Cutting Taxes & Retiring Sooner w/ Cody Garrett #1037
Sep 17, 2025Benjamin Franklin once wrote “... in this world, nothing is certain except death and taxes.” It was true over 200 years ago and it’s true today! But we’re here to argue that there’s another certainty pertaining to taxes: that we all have the ability to change our individual tax rate by our own actions! Our guest today, Cody Garrett, has thoroughly internalized that reality. He is an advice-only CFP at Measure Twice Financial who specializes in helping folks make a comprehensive financial plan. That includes the role taxes play in your ability to meet your goals. His new book, Tax...
Duration: 00:55:17Ask HTM - Gifting $ to Other’s Kids, Most Affordable Protein, & Snagging the 529 State Deduction #1036
Sep 15, 2025Let’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 - Health spending and protein: what are the best ways to invest in health and get affordable prote...
Duration: 00:51:44Friday Flight - Flipping For Cash, Health Insurance Hikes, & Grim Googling #1035
Sep 12, 2025Time 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: thinner iPhones, recipe for saving the most with cellular, flipping for cash, health insurance hikes, thrifty Teslas, the future of EVs, the most expensive hobbies, grim Googling, new homes cheaper than ex...
Duration: 00:36:51Financial Freedom on Less than $40k w/ Hope Ware #1034
Sep 10, 2025Want to live joyfully and abundantly on a shoestring budget? Is it even possible or is it something from a bygone era?! With headlines shouting that even high income earners making $300,000 are living paycheck, achieving financial freedom on a $40,000 salary sounds like a pipe dream. But our guest today is proof that it’s possible and that you can have a good time along the way, too. Hope Ware runs the site & YouTube channel Under the Median along with her husband Larry, to instruct and inspire others to spend less, save more, and live joyfully on a mid five-figure in...
Duration: 00:53:20Ask HTM - Condo Cold Feet, Investing in ABLE Accounts, and the Best Interest Rate Ever #1033
Sep 08, 2025Let’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 it time to sell my condo or should I continue to rent it out?
2...
Duration: 00:51:02Friday Flight - Forgotten 401k, Peaking Pessimism, & Loyalty is for Losers #1032
Sep 05, 2025Time 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: Walden Pond and your wallet, stocks at all-time highs, more ETFs than you can shake a stick at, forgotten 401k, peaking pessimism, creating your own American Dream, loyalty is for losers, lo...
Duration: 00:39:31Built to Borrow: The Hidden Forces Behind Debt w/ John Dinsmore #1031
Sep 03, 2025A lot of folks discover personal finance podcasts like this one after hitting a few bumps in the road – most often with debt. Maybe you’ve maxed out your credit cards, or you’re juggling more Buy Now Pay Later payments than you can keep up with. That kind of financial stress is heavy, and it often comes with a side of shame. But what if your money struggles aren’t just about willpower? What if the financial services industry is stacking the deck against you? Our guest today, John Dinsmore, is a marketing professor at Wright State’s College of...
Duration: 00:56:30Ask HTM - Is a 25% Savings Rate Overkill, Avoiding State Minimum Insurance Requirements, & Eliminating 401k Loans #1030
Sep 01, 2025Let’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 not take a higher paying job because of a 401k loan I still need to pa...
Duration: 00:53:17Friday Flight - Pre-K For Pay, Helicopter Savers, & Politics Shmoliticks #1029
Aug 29, 2025Time 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: job skill certificates that don’t pay, pre-K for pay, death of the one page resume, debit card spending growth, BNPL saying the quiet part out loud, helicopter savers, politics shmoliticks AKA...
Duration: 00:35:47Move to Puerto Rico to Axe Taxes w/ Rachel Farris #1028
Aug 27, 2025Some families have lived on the same plot of land for generations… what’s more Americana than passing down the family farm to the next generation?! But the US also has a history of moving towards opportunity – the settling of the west and the gold rush in California, returning veterans moved at higher rates in the aftermath of WW2, and then more recently the pandemic led to an uptick in people reconsidering their living situation. BUT, what if the next great place to move to is an island in the Caribbean Sea? Not just because it’s beautiful, but because...
Duration: 00:51:37Ask HTM - Acorns to Jumpstart Investing, Seasoning a Cash Gift, & Social Security Running Out #1027
Aug 25, 2025Let’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 pay for Acorns to help me invest and what about real estate investing?
2...
Duration: 00:52:59Friday Flight - Digital Nomad Fatigue, Treat Culture, & Retired Renters #1026
Aug 22, 2025Time 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: autopay fees, school supplies and sloppy joes, Aldi item of the week, a recipe for mediocrity, digital nomad fatigue, treat culture, crowdfunded real estate investing flop, adjustable rates mortgage applications on th...
Duration: 00:38:20Defend Your Digital Life w/ Nathan Bartram #1025
Aug 20, 2025The pace at which technology advances is straight up disorienting in our current age. So much so, that it’s likely digital natives and even our kids who can figure out new tech gadgets faster than we can! For those of you who are using apps and AI regularly but not feeling like a pro – you’re worried about your privacy, passwords, & data as you navigate the online world – this episode is for you. Nathan Bartram founded TheNewOil.org in 2018 to equip everyday folks with the resources, websites, and alternatives they need to navigate the online world with confidence. We discuss...
Duration: 00:57:05Ask HTM - Spending Cash Windfalls, Retirement Investing vs College Savings, & So You Think You Can Landlord?! #1024
Aug 18, 2025Let’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 hard should I push to be a landlord if I’m able to buy our next ho...
Duration: 00:58:04Friday Flight - Housing Boom Busts, AI-Induced Outrage, & Infinite Workdays #1023
Aug 15, 2025Time 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: ridic Peloton fee, housing boom bust, where home prices go from here, realtors slowly fading away, medical debt to be aware of, contagious financial habits, crypto and private equity in the 401k...
Duration: 00:37:28Moving Up The Wealth Ladder w/ Nick Maggiulli #1022
Aug 13, 2025We’re glad to have friend of the show and newly married, Nick Maggiulli back on the podcast! He’s been given the nickname Nicky Numbers because he has a special gift for conveying wonky money information in a straightforward and digestible way. We’ve been fans of his blog, Of Dollars & Data, for years now. This episode is for everyone out there who wants to grow their net worth while finding more spending freedom which is our focus today. We discuss plenty of great issues like investing as a couple, prenups, what level of net worth means Nick consid...
Duration: 00:50:25Ask HTM - Jumping Back Into the Workforce, HELOC Cash Grab, and Free Life Insurance Gotchas #1021
Aug 11, 2025Let’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 do I calculate whether it’s worth it to jump back into the work force?
2...
Duration: 00:51:16Friday Flight - Bad RAPs, Price Match Murder, & Premium Points Credit Cards #1020
Aug 08, 2025Time 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: a 100 year old’s purchasing power, passage of the One Big Beautiful Bill Act, boosting SALT deductions, waning EV tax credits, bad RAPs, student loan advice on TikTok, $80 popcorn buckets, Target pric...
Duration: 00:38:14WE BACK - Frugal Fun, Travel Tips, & Sabbatical Takeaways #1019
Aug 06, 2025Finally… a freshie! We’re done with bestie episodes for the summer and are excited to sit down and fill everyone in on what we’ve been up to for the past six weeks. We recount how lucky and blessed we are to be able to take a break from our 9-5, share some of our favorite ways we saved money while traveling (somehow in our first episode back we managed to discuss Aldi and Costco for those playing HTM bingo at home), and we only begin to touch on some of the lessons and takeaways from our time off. A...
Duration: 00:35:27Jesus Christ Super-Saver: Ancient Wisdom & Your Money (Bestie Ep) #1018
Aug 04, 2025We’re glad Ikea exists. The ability for a vast majority of the population to get their hands on some incredibly functional, well designed, and affordable furniture is a good thing. But, you’re also unlikely to pass Ikea furniture down to your kids or for that matter, use it for more than a handful of years. Compare that to a campaign dresser from the 1800s! It’s true that they don’t make them like they used to. The same is true when it comes to modern financial advice. There’s a lot of ‘wisdom’ floating around out there that is...
Duration: 00:47:22How Complicated Should Investing Be? (Bestie Ep) #1017
Aug 01, 2025Have you ever renovated a home? If so, then you remember all of the decisions that you had to make that initially were a lot of fun. Paint colors, light fixtures, tile, even the kind of toilet you wanted… but eventually it gets old and you just want it done. If you can’t relate, even picking up a loaf of bread at the grocery store can be overwhelming- “Should I get honey wheat, 100% whole wheat, 13 grain, the stuff with flax?!” While it can be nice to have options, complicating things doesn’t always make them better. And when it comes t...
Duration: 00:48:18Small But Mighty Real Estate Investing w/ Chad Carson (Bestie Ep) #1016
Jul 30, 2025We’re stoked to be talking with our friend Chad Carson, aka Coach Carson, which is also where you can find him online: CoachCarson.com. We’ve known Chad for years now but just because this feels like a more casual conversation to us, that doesn’t mean that he’s not going to bring the heat! We tout the benefits of small-time real estate investing, but Chad has made it his mission, and it’s the focus of his new book: Small and Mighty Real Estate Investor. During our conversation today Chad describes his experience of living abroad for a year...
Duration: 00:56:15Is Early Retirement A Smart Goal? (Bestie Ep) #1015
Jul 28, 2025Cinderella is such an absurd story! Seriously, when you stop and think- it’s pretty messed up: a prince dances with a girl he’s never met before for one night, and then he sends his goons around town to find her so they can get married. There’s a reason you go on dates for at least a few weeks before proposing. You’ve gotta kick the tires and perform some due diligence! Similarly, you might be completely obsessed with the idea of early retirement upon first hearing about it. And articles out there on the web sure do make...
Duration: 00:56:18Overcoming Our Idiot Brains (Bestie Ep) #1014
Jul 25, 2025Have you seen the meme of the guy on a bike who puts a stick in his spokes and then crashes? There are literally hundreds of different versions based on this goofy comic. For instance the first frame on one says “15 holes of good golf,” then followed by “my brain realizing I’m playing well,” as he puts the stick in the front wheel before writhing in pain on the ground. The truth is, it’s not all that hard for us to become our own worst enemy. And that reality is what makes those memes so hilarious and poignant at...
Duration: 00:53:29Food Stamps to Financial Freedom w/ Yanely Espinal (Bestie Ep) #1013
Jul 23, 2025We’re joined today by Yanely Espinal, who is also known as MissBeHelpful in the online world of personal finance. Yanely was born in Brooklyn, she is a first generation daughter of immigrants, and even though she went to Brown University it didn’t take long for her to rack up over $20,000 in credit card debt. Academic performance doesn’t automatically mean that you know how to handle your money, and Yanely knew that she needed to make some changes! Before long she was sharing her experience online in order to help others and she parlayed her teaching career into s...
Duration: 00:56:40Biking is a Money & Life Hack (Bestie Ep) #1012
Jul 21, 2025“Spend less than you make.” This is a maxim that is not only true but, if followed, will allow you to accomplish so many other goals that you might have in life. It’s a foundational concept. Similarly, we also think the same can be said for biking. Get this one thing right in your life- pedal your way to wherever you need to go, and so many other aspects of life will automatically fall into place. And we’ve actually been able to put our commitment to biking to the test since we’ve moved out of the city- you...
Duration: 00:54:06The Diminishing Returns of Frugality (Bestie Ep) #1011
Jul 18, 2025Have you ever eaten so much dessert that you thought you might puke? Or maybe you find yourself at the end of a shopping spree with too many clothes in your closet than you could ever possibly wear? In both cases we’re talking about the diminishing marginal utility that we receive from each additional item we consume- the first cup of water after a run is wonderful, but the fifteenth... less so! Diminishing returns is a common way to describe this phenomenon, and we want you to know that this applies to frugality as well. There’s a cert...
Duration: 00:54:43Life After Financial Independence w/ The Mad Fientist (Bestie Ep) #1010
Jul 16, 2025We had the pleasure of sitting down with our friend Brandon Ganch, who is The Mad Fientist, while we were recently traveling in Scotland! Brandon started his career as a computer programmer but then quickly added blogger, podcaster, musician, and producer to his expanding list of pursuits and interests. This is a more casual conversation but listen as you’ll learn a lot about Brandon- life events that may have shaped his view of money, how he discovered and then became a leading voice in the Financial Independence Retire Early movement, working with his wife towards financial freedom, possible re...
Duration: 00:49:10The Dirty Truth About Home Ownership (Bestie Ep) #1009
Jul 14, 2025You’ve gotta wait 30 minutes to get back in the pool if you’ve eaten! Don’t pee in the pool- it’ll turn red! There are a lot of things we learned in childhood that we’ve likely discarded as false or at least irrelevant at this point. But there are probably some things we still believe because they were ingrained in our brain at an impressionable age. Similarly, there are a lot of folks clinging to the ‘American Dream’ that they should have that house surrounded by that white picket fence, why? Well in large part because it’s the finan...
Duration: 00:53:05Financial Pessimism Will Eat You Alive (Bestie Ep) #1008
Jul 11, 2025Whether you saw some crazies doing it on TikTok or read about it in a fitness magazine, it seems like a lot of folks are giving ice baths a try. Evidently it’s supposed to be good for your health, but regardless, there are hordes of people who are intentionally soaking in ice cold water around the 55 degree range. Of course this goes completely counter to what ‘normal’ people subject themselves to. Most folks like their showers warm or even hot, and in the rare instance when you run out of hot water, it can be incredibly frustrating. But just t...
Duration: 00:51:12The Good Enough Job w/ Simone Stolzoff (Bestie Ep) #1007
Jul 09, 2025“Work will always be work. Some people work doing what they love. Other people work so that they can do what they love when they’re not working. Neither is more noble.” This is a quote from Simone Stolzoff’s new book The Good Enough Job: Reclaiming Life From Work, that’s set to publish in a couple weeks. And regardless of where you fall on that spectrum, whether you live to work, or work to live, Simone makes the argument that there are too many of us who are looking to our jobs to provide fulfillment in ways that are u...
Duration: 00:55:05Money Gears: Ordering Your Money Decisions Properly (Bestie Ep) #1006
Jul 07, 2025Over 1,000 years ago, somehow, the Vikings were able to sail from Norway to Greenland. Without relying on any special instruments or any rudimentary technology, they were even able to reach as far as North America! Evidently they relied on the polarization of the sky, whales or birds they came into contact with, and the color of the ocean- quite remarkable. It seems unlikely that any sailors would be able to pull that off today with modern day technology. But that’s often what it feels like as you’re trying to get your financial ship pointed in the right dire...
Duration: 00:54:10Financial Independence Exists on a Spectrum (Bestie Ep) #1005
Jul 04, 2025Are you ‘credit card FI’ or are you ‘sabbatical FI?’ But maybe we’re getting ahead of ourselves… First, does anyone else remember the home run obsession back in 1998? In an attempt to beat the single-season record, home runs became the only metric that anyone watching baseball seemed to care about. But what’s interesting is that most MLB games aren’t won by someone sending a 450 foot bomb to center field. It’s an all-or-nothing approach that most often leads to a strikeout and taking a seat back in the dugout. And when it comes to seeking financial freedom, one of th...
Duration: 00:50:15Use It Up, Wear It Out, Make It Do, or Do Without with Katy Wolk-Stanley (Bestie Ep) #1004
Jul 02, 2025Everybody has heard of a consumer advocate before- someone who helps to make sure that individuals are getting the best deal possible. Or to make sure that the quality of the products is up to snuff. For instance think of Consumer Reports and the countless reporting and tests they perform on the different items we use as consumers. But you likely haven’t heard of a ‘non-consumer advocate’ before and that’s who we’re talking with today; our friend Katy Wolk-Stanley! Katy’s site is TheNonConsumerAdvocate.com and she helps people learn to live on less, and to do so in a w...
Duration: 00:51:58Butchering Your Grocery Bill (Bestie Ep) #1003
Jun 30, 2025Do you know something that we’re all currently doing? Breathing. It’s something we rarely actively think about, but it turns out that there are ways to improve our technique- by breathing through our nose instead of our mouths, or by taking deeper slower breaths. Well we’re talking about another basic subject today: buying groceries. This elementary practice seems simple on the surface, but just like breathing there are tactics that you can implement in order to save more money at the supermarket. The cost of food has always been a big deal as it’s typically our thir...
Duration: 00:52:22Essential Habits For Financial Success (Bestie Ep) #1002
Jun 27, 2025Close your eyes and think back to high school. No matter if those were the best years of your life or if you were more of a wallflower, you were likely told that you needed to get good grades- but why? Was it because you knew that you needed a particular GPA in order to get into a specific school? Maybe, but a lot of high schoolers just know that it’s generally a good idea to get high marks because it’s going to give you more options down the road (not to mention personal development, growth, yada yada...
Duration: 00:53:40Solutions for Money Anxiety with Financial Therapist Lindsay Bryan-Podvin (Bestie Ep) #1001
Jun 25, 2025There’s more to successfully handling your money than just figuring out the financial nuts and bolts. Money has emotional and psychological components to it as well, which is at the core of what our guest today focuses on. We’re happy to be joined by Lindsay Bryan-Podvin, who happens to be the first financial therapist in the state of Michigan. She is a social worker-turned-financial therapist. She’s also the author of the book, The Financial Anxiety Solution, which is a workbook to help folks stop stressing about money by applying therapy techniques to their relationship with money. We’re...
Duration: 00:57:10Ask HTM Anything! #1000
Jun 23, 2025Join us as we celebrate our 1000th episode with an AMA!!! We are incredibly thankful and fortunate that we’re able to create a podcast for listeners who are looking to better their lives by improving how they handle their money. Of course at the core of the show are ways to earn, save, spend, and invest more effectively… all with a little bit of Joel and Matt sprinkled in. And that will continue to be the mission of How To Money. But for this episode, we wanted to take things in a different direction, and rather than answer your...
Duration: 01:05:49We're (mini) Retiring! w/ Jillian Johnsrud #999
Jun 20, 2025*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!
Duration: 00:58:51
From Monk to Money Manager w/ Doug Lynam #998
Jun 18, 2025Today’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...
Duration: 00:51:15Ask HTM - Road Trips with Old Cars, Steps to Combining Finances, & When to Drop Escrow #997
Jun 16, 2025Let’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...
Duration: 00:51:31Friday Flight - Dumpster Diving, Insurance Dodging, & Pudgy Penguins #996
Jun 13, 2025Time 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 ma...
Duration: 00:40:48The Power of Cash w/ Jay Zagorsky #995
Jun 11, 2025Will 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 ha...
Duration: 00:51:27Ask HTM - Teenage Homebuyers, Best Type of Life Insurance, & Making Easy Money with Securities Lending #994
Jun 09, 2025Let’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 - L...
Duration: 00:51:41Friday Flight - Unemployment Uptick, Ridiculous Returns & The 4% Rule Debunked #993
Jun 06, 2025Time 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 th...
Duration: 00:38:22No New Things w/ Ashlee Piper #992
Jun 04, 2025I’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 Goo...
Duration: 00:56:26Ask HTM - Early Retirement Target Date Funds, Frugal Personal Hygiene, & Coercive House Painting #991
Jun 02, 2025Let’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 - F...
Duration: 00:51:27Friday Flight - TACO Trading, Pointless Points, & Millionaire Renters #990
May 30, 2025Time 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, mi...
Duration: 00:34:17Pharmacist to Full Time Real Estate Investor w/ Ryan Chaw #989
May 28, 2025Newer 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 g...
Duration: 00:55:51Ask HTM - Buying a Used Mattress, Best Use of an Inheritance, & Disqualified from a Roth #988
May 26, 2025Let’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 mattr...
Duration: 00:50:36Friday Flight - Credit Crunch, MAGA Money, & Gas Gouging #987
May 23, 2025Time 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 co...
Duration: 00:36:13Impoverished Upbringing to Money Monster w/ Listener Nick Gangwer #986
May 21, 2025We’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 n...
Duration: 00:53:10Ask HTM - Special Roth Accounts, Investing During A Sabbatical, & Reverse Mortgages #985
May 19, 2025Let’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?<...
Duration: 00:51:28Friday Flight - Streaming Sports, Trade-In Tradeoffs & AI Lies #984
May 16, 2025Time 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...
Duration: 00:36:53Practical AND Beautiful Investing Advice w/ Callie Cox #983
May 14, 2025What 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 t...
Duration: 00:56:40Ask HTM - Unnecessary Credit Cards, Creatively Funding Grad School, & Dropping Car Insurance To Save #982
May 12, 2025Let’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...
Duration: 00:52:42Friday Flight - Paper Wealth, Target Date Trends, & Bye Bye Buffett #981
May 09, 2025Time 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, fi...
Duration: 00:36:01Creating a Post-Layoff Action Plan w/ Marlo Lyons #980
May 07, 2025Gone 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 s...
Duration: 00:54:54Ask HTM - Pro Help to Break the Paycheck to Paycheck Cycle, Down Payment Money Market Accounts, and Viable Student Loan Forgiveness Plans #979
May 05, 2025Let’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 can I find a financial coach to help me to quit living paycheck to paycheck?
Friday Flight - Thrifty Trucks, Pricey Parking, & Soaring Secondary Costs #978
May 02, 2025Time 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: secondhand gifts, the #1 thing for financial well-being, how much you actually need in an emergency fund, thrifty trucks, the most affordable cars to insure, pricey parking, paying interest at the grocery st...
Duration: 00:34:36Student Loan Shakeup w/ Travis Hornsby #977
Apr 30, 2025The Feds are cracking down on defaulted student loans! According to the new US Education Secretary, it’s time for student borrowers with federal loans to begin making payments. The clock is ticking and May 5th is the date that nearly 2 million borrowers are going to be moved into repayment plans and collections will begin for loans that are in default with over 5 million borrowers at risk of garnished wages. This is a massive shakeup from what borrowers have experienced over the past 5 years, and we’re thankful to be joined by founder and CEO of Student Loan Planner, Trav...
Duration: 00:59:33