How to Money

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: Coffee tariffsAvoiding the import taxJust in case financial planningStartup investingInvesting like NanceQuitting quarterly earningsConsumer caste systemVegas surge pricingNoble MobileCredit scores crashingA better scoring model? Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Bare Bones Budget!Start here.HTM newsletterHTM Facebook group.cell 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.

The 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. Justin & Haley share their story which includes paying off six figures in debt – all on teacher’s salaries, despite burning through a $600,000 settlement. The couple behind Price of Avocado Toast discusses how lifestyle inflation led to their out of control debt, why debt consolidation is risky without behavioral change, examples of how tracking expenses are essential for gaining financial clarity, how shame around debt can be a common barrier to financial progress, but then we also talk about OkCupid and the intersection of intimacy and Dave Ramsey – it turns out that transformative experiences can strengthen relationships! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: PriceOfAvocadoToast.comStart here.HTM newsletterHTM Facebook group!cell 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! 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 - Selling a home and renting instead: what do we do with cash from the closing table? 2 - Best credit card for groceries: but what about ethical fatigue from asking for annual fee waiver? 3 - High income Roth investors: how do we go about (legally) shoehorning some dollars in there? 4 - Car rental deals: is is worth it to go with the ultra cheap car rental that’s a fraction of the regular cost? 5 - Debt payoff: what’s the best method for knocking out 4 credit card balances? Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Undebt.itbackdoor RothStart here.HTM newsletterHTM Facebook group.cell phone bill During this episode we enjoyed a Fat Pug by Maplewood 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: RATE CUTSPricey porch pumpkinsRecency bias and expecting the rosiest returnsTwitter for tradingJob huggingTips only please (no taxes on tips)401k raiding to pay down debtSticking it through a divorce (bc the mortgage rate is too good)Saving for a spouseAI for investing advice 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.cell 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.

Benjamin 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 Planning To and Through Early Retirement, helps folks plan intentionally around a giant expense we all face, taxes. We discuss the number of Americans, often involuntarily retiring before age 65, how Social Security should be factored into retirement planning but not solely relied upon, how small changes in savings rates can lead to significant retirement benefits, why flexibility in financial strategies is key to adapting to changing circumstances, and much more! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: https://www.measuretwicemoney.com/bookhttps://www.youtube.com/@MeasureTwiceMoneyStart here.HTM newsletterHTM Facebook group!cell 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! 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 - Health spending and protein: what are the best ways to invest in health and get affordable protein? 2 - VA vs. conventional Loan: which mortgage option makes more sense? 3 - 529 accounts: how do I ensure that I’m getting the best investment options AND the state tax benefit? 4 - Insurance rate hikes: are rising home and auto premiums normal, or time to shop around? 5 - Gifting 529 funds: keep for education, cash out, or roll it into a Roth? 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.cell phone bill During this episode we enjoyed a Golden Ale by Northwoods 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: 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 existing, Social Security is more valuable than you thought, & underperforming funds to avoid! 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.cell 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.

Want 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 income. She emphasizes the importance of proactively prioritizing, tracking expenses, and setting financial goals. Hope discusses the mindset shifts necessary for effective money management, the significance of teaching kids about money and the emotional aspects of spending, the importance of balancing frugality with building wealth, e-bikes, and plenty more! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: free guide to reduce expensesStart here.HTM newsletterHTM Facebook group!cell 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! 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 it time to sell my condo or should I continue to rent it out? 2 - How do I financially prepare for our special needs son? 3 - Should I utilize a line of credit at 1% to pay off some credit card debt? 4 - Passive real estate investing apps: yay or nay? 5 - What tips or tricks to get my 12 year old invested in his Roth IRA? 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.cell phone bill During this episode we enjoyed a Soulstice Sour by Almanac Beer! And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money! Best friends out! See omnystudio.com/listener for privacy information.

Time 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, locking down 5 years of internet, Prime purge, travel tips, the cheapest flights, and what’s up with tariffs. Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: National Registry of Unclaimed Retirement Benefits.Start here.HTM newsletterHTM Facebook group.cell 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.

A 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 Business. He studies how banks and lenders use clever marketing tactics to steer us toward debt. And he’s here to reveal the traps and show us how to spot and avoid them. Listen as we discuss how cultural attitudes towards debt can normalize harmful practices, when psychological factors like loss aversion affect debt decisions, avoiding status symbols that can lead to irresponsible spending, and much more! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: marketing research hereStart here.HTM newsletterHTM Facebook group.cell 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.

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 not take a higher paying job because of a 401k loan I still need to pay back? 2 - My wife and I are younger investors but are looking to ramp up the savings: 401k or Roth? 3 - Is it possible to leave match money on the table by front-loading the sacrifice? 4 - Will my homeowners premiums go up if I make a claim with my insurance company? 5 - What are some ways to curb our grocery and restaurant spending? 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.cell phone bill During this episode we enjoyed a Marbits by Southern Grist! 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: 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 partisan politics (makes you) poor, working past retirement age, & cookie cutter financial advisors. 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.cell 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.

Some 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 it offers certain tax perks that are unavailable anywhere else. Rachel Farris, CPA and tax strategist, joins the show to share the unique tax benefits of moving to Puerto Rico, particularly under Act 60, which offers significant savings for individuals and businesses. We discuss the implications of relocating including cultural adjustments of expat life, cost of living, the eligibility requirements for tax benefits, the appeal for W2 workers and entrepreneurs alike, the community of expats on the island, and much more! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: MaximizeWealth.comRachelFarrisCPA.comStart here.HTM newsletterHTM Facebook group!cell 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! 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 pay for Acorns to help me invest and what about real estate investing? 2 - How can I plan for the Social Security Trust Fund running out earlier than expected? 3 - Does it make sense to go with the financial advisor that my sister has recently hired? 4 - How long does a cash gift need to season in order for it to boost my credit score? 5 - FHA loan with a mortgage insurance premium vs waiting and saving up 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.cell phone bill During this episode we enjoyed a Dawn Patroller by Hana Koi 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: 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 the rise, retired renters, and lease purchase agreement attraction. 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.cell 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.

The 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 why to even be concerned about privacy at all, favorite password managers, why Nathan detests Amazon, basic steps that everyone should take, and plenty 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!cell 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! 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 hard should I push to be a landlord if I’m able to buy our next house without selling the current house? 2 - Should I dial back my investing for the kids’ college given the recent market volatility? 3 - What should I do with a recent inheritance of six figures? 4 - My daughter is going to Europe for a high school trip- what’s the best way for her to spend while abroad? 5 - What’s the most affordable way for my 11 year old to text and call, without internet or social media access? 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.cell phone bill During this episode we enjoyed a Cordial Saison 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: 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, crypto mortgage applications, AI-induced outrage, employer perceptions and success, hybrid workdays are out, & infinite workdays are in. 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.cell 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 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 considers to be middle class, how a Jay-Z lyric provides spending freedom, Nick’s favorite flavor of FIRE, biggest reasons individuals fall down the wealth ladder, what skills it takes to get you to the different levels of the wealth ladder, 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!cell phone billCompare rates with Policygenius. 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.