How To Money

Though 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 about? Why does 2025 look so radically different in the developed world than 1825? Marian Tupy’s book Superabundance explains it all and demonstrates how far we’ve come in easy-to-understand language. Marian Tupy is a senior fellow at the Cato Institute. He’s also the founder and editor of HumanProgress.org, a site that seeks to evidence these dramatic improvements. Listen as we cover how: Progre

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 - Home repair: should I get a new roof based on a roof inspector who says my insurance will cover it for free? 2 - Roth conversion: as an average wage earner who is maxing out my Roth IRA, should I convert my 401k as well? 3 - Tech heavy portfolio: should I rebalance my retirement portfolio away from AI if I think it’s a bubble? 4 - Savings rates: should I ditch Ally for another bank that’s paying a higher rate on their savings account? 5 - Open enrollment: I’ve always gone with my employer provided Health Reimbursement Arrangement, but is the HSA better?   Want more How To Money in y

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: 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 Eat more chicken Delayed flight compensation iPhone pocket sock $300 water bottle Discounted drugs GLP-1 in the C-suite End of electric (cars) Credit history vs car insurers Car-play diem   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Knowing your ‘money gear’ is a crucial part of your personal finance journey. Start here.  Sign up for the weekly

“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 manual for self-employed folks to simplify their taxes and take the bull by the horns. Topics covered today: Taxes can be intimidating, but understanding them is empowering Creatives often struggle with the business side of their work, including taxes The IRS is more forgiving than many people think Receipts, tax forms, and bookkeeping are the key three systems Deductions are avail

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 - Home renovation: what factors did Matt consider when deciding to add on to his existing house? 2 - Credit cards: I want to cancel my oldest credit card, but how concerned should I be about dinging my credit score? 3 - Student loans: should I pay off my student loans or wait for forgiveness if I have the cash on hand to eliminate them? 4 - Medical expenses: could I fully subsidize my healthcare costs were I to aggressively invest my HSA dollars?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Converting your primary into an investment pro

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: 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 food, shelter, transportation and more Flights not quite as delayed Expense ratio transparency Investment nudges by Vanguard $2,000 tariff rebate checks Fancy credit cards potentially no longer accepted RIP Direct File Avoiding all the scams Voice authentication via code words   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Knowing your ‘money gear’ is a crucial part of your pers

Everywhere 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 megatrends that are poised to reshape the investing landscape. Today we discuss: How Vanguard's mission focuses on aligning investor interests with their work Predictions about lower future returns are based on economic fundamentals AI's impact on productivity will extend beyond the tech sector Cost management in investments is crucial for long-term success Demographics alone do not determine economic growth

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 - Open enrollment: what factors should I consider when hopping to a more affordable health insurance provider? 2 - Buy now pay later: how much of a discount would have to be offered to make a “pay in 4” worth considering? 3 - Money gears: should I hit pause on investing in order to finally get rid of my credit card debt? 4 - Credit score: would paying down my mortgage early hurt my credit score and my ability to invest in real estate later? 5 - Savings rate: should I include dollars automatically invested into my 401k when calculating my savings rate?   Want more How To Money in your life?

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: 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 work lunch budgets Frugal habits going mainstream Creepy dumb chore robots Ads everywhere Avoiding the marketing   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: 11 questions to ask yourself, before quitting your job. Knowing your ‘money gear’ is a crucial part of your personal finance journey. Start here.  Sign up for the weekly HTM newsletter. It’s fun, free, &am

Nearly 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 work, consumption, and economic inequality. Some of the topics discussed today include: How cultural attitudes towards work can hinder progress Four-day work week can improve productivity and employee satisfaction Companies are beginning to recognize the benefits of shorter work weeks People often prioritize work over personal life due to societal pressures Ways to advocate and push for a more reasonable work week Navigating a post

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 - Tax help: where should I find a tax professional and how much should one cost? 2 - Frugal or cheap: should I continue to reuse ziploc bags if I have millions in the bank? 3 - Revocable trust: does it make sense to update my parents' trust or should they scrap it for a brand new one? 4 - Savings rates: what’s going on with HYSA interest rates? 5 - Termites: is it time to take matters into my own hands or do I just pay to renew the termite warranty?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Learn how you can take on some DIY pe

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: 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 job Gen Z credit hurdles   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: I’m not sure who needs to hear this but Health Savings Accounts, or HSAs, are the ultimate retirement accounts. Knowing your ‘money gear’ is a crucial part of your personal finance journey. Start here.  Sign up for the weekly HTM newsletter. It’

A 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 of Wealthramp, a platform that connects consumers with vetted fiduciary financial advisors and today we discuss:  Determining if you should DIY or delegate The one silver bullet in everyone’s financial journey Conflicts of interest and the fiduciary standard Fee-only advisors, unbiased advice without commissions Expecting transparency in advisor fees Paying for &ld

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 - Savings rates: how should I account for a disability payment when calculating my savings rate? 2 - $300,000: if I want to retire early in a couple years, what should I do with a settlement payout? 3 - 401k faux pas: WTD with my 401k that I overcontributed to last year? 4 - New car: how should I save up for a new ride I might buy in 5-6 years? 5 - Credit repair: student loan autodraft got dropped, credit score busted, now pay to get it fixed?    Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Calculating your savings rate and knowing t

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: 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 Silly names are killing craft beer Credit card churning Premium cards with premium fees HSAs are going mainstream Rx vending machines   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: I’m not sure who needs to hear this but Health Savings Accounts, or HSAs, are the ultimate retirement accounts. Knowing your ‘money gear’ is a crucial part of your personal finance jou

Figuring 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 simultaneously tweeting hilarious memes. Heather is a former corporate attorney and director of business affairs for that firm, Bona Fide Wealth. They’ve written the fabulous new book ‘Money Together’ which launches next week on the 28th, and today we discuss: How understanding individual money histories is crucial for couples Impact of shame around finances Balancing individual and shared goals Creating p

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 - Credit card no-nos: after getting a $900 welcome offer should I take advantage of one year of no interest? 2 - HSA: what’s the best way of keeping up with medical expenses so I can invest my HSA funds? 3 - 403b: should I participate in my 403b if I don’t think I’ll stay long enough to vest? 4 - Roth IRA: explainlikeimfive, how exactly do I invest in my Roth?! 5 - Medium term investing: is 2-3 years long enough to invest a down payment?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Knowing your ‘money gear’

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: 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 WFH premium Debilitating debt Perceived importance of college College discounts The necessity of creative destruction   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Knowing your ‘money gear’ is a crucial part of your personal finance journey. Start here.  Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Join a thriving com

Our 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 called True Money Stories that’s about the intersection of money and family life. We discuss: Intelligence vs. financial management Running household finances like a business The importance of honesty in personal finance Allowing children to make financial mistakes The annual sandwich survey and inflation Navigating retirement and long-term care And much more!   Want more How To Money in your life? Here are some add

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 - eBay: when to list and when to sell locally? 2 - Quarterly estimates: making estimates vs increasing withholding to avoid the tax shock 3 - Backdoor Roth IRA: is the window closing to make backdoor Roth IRA contributions? 4 - Buying a home: when it makes sense to make an as-is offer? 5 - Selling a home: what should I do if the appraisal comes back below the offer price?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: We referenced this holistic tax planning conversation with CFP Cody Garrett. Knowing your ‘money gear’ is a cr