How to Money

Episódios

• Ask HTM – Liquid Cash (How Much is Too Much), AI WW3 Portfolios, & Shopping Local (for a Mortgage) #1147 01.06.2026 54min

  We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it!   1 - Retirement rollover: Should I pay the fee with Capitalize to expedite my 403b rollover, just wait, or are there other options? 2 - Too liquid: How do I know if I have too much cash since my financial goals are a number of years out? 3 - Safety vs growth: As I approach retirement, does it make sense to buy additional years of service to boost my pension? 4 - Local vs national: Should I pay more for my mortgage if it means better service with a local lender or is it only about the lowest rate? 5 - Autopilot: Is the “AI World War III” portfolio worth considering over on the Autopilot app?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   During this episode we enjoyed a If It Doesn’t Have OJ I’m Not Drinking It by Two Tides Brewery! 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.
• Friday Flight - Rent Reductions, Charity Parity, & Home Equity Sharing #1146 29.05.2026 40min

  Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: Rent reductions Escrow shortages Home equity sharing EV fees Charity parity Prediction market bans Financial crunch impulse buys Everything’s a subscription Healthcare price hikes Rx drug deals   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• The Case for a ‘Good Enough’ Financial Plan w/ Jesse Cramer #1145 27.05.2026 56min

  Optimization is everywhere in the personal finance world. If we just invest perfectly, we’ll get where we want to go, faster… What's not to love?! Well, retirement planning might be a lot more like horseshoes and hand grenades, where getting close enough is actually good enough. And chasing perfection? That can come with some real downsides. Our guest today is a dear friend who brings clarity to the world of personal finance. Jesse Cramer began his career as a mechanical and aerospace engineer designing telescopes, and now brings that same precision (plus a genuine desire to help people) into the way he thinks about money. He writes over at The Best Interest, hosts his podcast Personal Finance For Long-Term Investors, and today we discuss: Choosing to not max Roth IRAs How to know if you’re Coast FIRE Striking the balance between optimizing your finances and enjoying life Reversion to the mean and this year’s stock market returns The crushing cost of conservative retirement planning Alternative investments Does retiring earlier mean living longer Aligning your money with your life And much more!   Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances: Cashback credit cards: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• Ask HTM – Sinking Fund or Pet Insurance, Balance Transfer Card Bonus, & Backfilling an HSA #1144 25.05.2026 56min

  We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it!   1 - Pet insurance: As I’m expecting some big vet expenses, should I continue to pay for insurance for my dog? 2 - Roth vs 529: Should we save for our son’s college in a Roth since it gives us more flexibility? 3 - HSA: Can I backfill my health savings account to invest, after I pay for an expensive medical procedure? 4 - Cashless kid: What’s the best way for my 14 year old to pay for expenses while at a cashless summer camp? 5 - 0% balance transfer: Are there good balance transfer cards that have good cashback as well?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   During this episode we enjoyed a Grapefruit Substance by Bissell Brothers! 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.
• Friday Flight - Insurgent I-Bonds, Trendy Tiny Homes, & Cutting The Big 3 #1143 22.05.2026 41min

  Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: Insurgent I-bonds Small business swipe fees Credit card limits lowered Trendy tiny homes Smaller homes in walkable communities Recurring handyman subscription fees Millennial early retirement Cutting back on the big 3 AI financial advisors Chat privacy risks Why the AI hate?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• The $1M Scholarship Strategy w/ Nia Baiyeroju #1142 20.05.2026 50min

  Most of us think of college as an investment… one that hopefully pays off over decades. And for a lot of people, it does. But with costs skyrocketing, it’s not quite the slam dunk it used to be. So what if you could flip that equation? What if instead of paying for college, college paid you? Our guest today did exactly that. Nia Baiyeroju earned over a million dollars in scholarships and now she’s helping others do the same. She’s here to break down how it works and how you can take advantage of the estimated $100 billion in available funds. We specifically discuss: Leveraging your unique story An unlikely social media platform to find scholarships Casting a wide net and going for smaller opportunities Losing $20,000 bc of a missing headshot Sidestepping the headache of filling out applications The value of internships Hustling, burnout, and mental health Importance of stated goals and community And much more! Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances: Nia: See what else Nia is up to over on her site and all the socials! Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Money Gears: Knowing what to do with your money is crucial to your personal finance journey. Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group!   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.
• Ask HTM – Looking to the Stars to Save, High Price to Pay for Financial Advice, & Setting up a Roth for a Minor #1141 18.05.2026 53min

  We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it!   1 - Kid IRAs: How do I go about setting up a Roth IRA for a minor? 2 - Advisor fees: By my math, most folks are paying closer to 20-25% for financial advice! 3 - Pension credits: Should I spend $50,000 to purchase teacher service credits in order to boost my pension? 4 - US Mobile: I’m considering switching to the new Starlink home internet… good idea? 5 - Rent vs own: Why don’t y’all ever talk about the nightmares associated with renting?!   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   During this episode we enjoyed a Whippersnapper by Two Tides 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.
• Friday Flight - Mistaken Starting Salaries, Crypto Mortgages, & Self-Inflicted Inflation #1140 15.05.2026 44min

  Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: Waiting till 8th Secondhand tech Cities with all the jobs Mistaken starting salaries Slow state of play in the housing market Crypto-backed mortgages Commuting “literally breaking me” Biking actually is an alternative Self-inflicted inflation Energy bills on the rise More borrowing to get by   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• Achieving Financial Independence as a Late Starter w/ Bill Yount #1139 13.05.2026 1h 1min

  The vast majority of HTM listeners are Gen Z and Millennials - people who are starting early and taking the bull by the horns. But that’s not true for everyone in our audience, and it’s certainly not true for the average American. Our guest today didn’t even start thinking about financial independence until age 50. But he made up for lost time in a big way and now he’s helping thousands of other late starters do the same. Bill Yount is an emergency room physician on a mission to help people escape the rat race, live more balanced lives, and reclaim their time. His podcast, Catching Up to FI, is packed with practical wisdom for anyone who feels like they’re late to the game. Today we discuss: Bill’s personal journey from burnout and debt Geo-arbitrage and massively downsizing Debunking the myth that all doctors are rich Debt payoff or investing when you’re last to the game Transitioning to retirement and the “One More Year Syndrome” Emotional aspects of retirement A general take to living a full and engaging life And much more! Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances: Bill: Listen to his podcast, Catching Up To FI with co-host (and friend of the pod) Jackie Cummings Koski! Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Money Gears: Knowing what to do with your money is crucial to your personal finance journey. Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group!   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.
• Ask HTM - Budgeting for Credit Card Rewards, HELOC for Home Improvements, & Coast FI with Bonds #1138 11.05.2026 55min

  We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it!   1 - Coast FI: How intentionally should I shift my retirement portfolio to bonds if I’m nearing financial independence? 2 - Credit card bonuses: Does it make much sense for me to budget and track the thousands I receive in rewards? 3 - Trusts: Should we prioritize setting up a trust now that we have a young child? 4 - Rx sunglasses: Where can I get affordable Rx sunglasses that I won’t be afraid to lose? 5 - HELOC: What makes one HELOC better than another?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   During this episode we enjoyed a Dream Operator by Piedmont Brewery! 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.
• Friday Flight – Recycled Rags, Slow Shipping, & Sayonara Spirit (or not...) #1137 08.05.2026 42min

  Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: Bad bunnies (cost money) Negative car equity A car loan opportunity cost breakdown VOO the GOAT Flipping fleece jackets Recycled rags Slow shippers saving Spending more to live longer Outliving your money Babies or bougie EV sales are up Sayonara Spirit (or not… Spirit 2.0 -> LetsBuySpiritAir.com)   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• Building Wealth When Markets Get Messy w/ Ben Carlson #1136 06.05.2026 55min

  Shark attacks, plane crashes, and lightning strikes… these are the dramatic and headline-grabbing events that are terrifying but incredibly rare. The odds you’ll ever experience those unfortunate events are tiny, so is it technically risky? Meanwhile, something as ordinary as driving to work should be considered more often since in the US, there are 6 million car accidents a year! When you start looking closely, risk and reward show up everywhere in our lives. And for investors especially, understanding the REAL risks we face, not the ones that dominate headlines, is essential to building a strategy that truly works. Our guest today has made it his mission to bring common sense back to finance. Ben Carlson is the Director of Institutional Asset Management at Ritholtz Wealth Management, where he focuses on managing portfolios for institutions and individuals. He is the creator of the widely read blog A Wealth of Common Sense and the author of several books on investing, including his new release, Risk and Reward. Today we discuss: Over-indexing on existential risk vs personal risk “When do you need your money?” Stress testing your investments International’s spot in a portfolio Timing the AI “bubble” Role of cash in investments, but also in personal finance Protecting your wealth from inflation Bonds for younger investors Adopting a long term investing mindset Treating “future you” like a bill And much more!   Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances: Ben: Check out Ben’s new book, Risk & Reward: How to handle market volatility and build long-term wealth. Cashback credit cards: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• Ask HTM: Conquering Debt-Fuled Lifestyle Inflation, Investing a Used Car Payment, & Making the Most of a VA Loan #1135 04.05.2026 57min

  We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it!   1 - Debt-fueled lifestyle inflation: Should I sell a rental property to pay off my 401k loan used to install a pool? 2 - Car financing: Does it make more sense to pay for a new/used car in cash or make payments and invest the difference? 3 - Military service/VA loans: What are the pros and cons of going with a VA loan for a new home we’d like to purchase? 4 - 403b: Leave it, transfer it, roll it, or convert it? (or maybe even BOP it?!... Capitalize could be a part of the solution) 5 - 529 plans: How should I sort through all the options available?! (Virginia's direct-sold site is Invest529.com)   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   During this episode we enjoyed a DDH Cosmik Debris by Creature Comforts… thanks for donating this one to the pod Nick! 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.
• Friday Flight - College Cost Cutting, Predictive Credit Scores, & Work Perk Pruning #1134 01.05.2026 35min

  Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: 3-year bachelor’s degrees and degree hacking Private student loans around 3% Insurance premium factors Predictive credit scores APR reduction scams Phishing for zoomers Work perk pruning Swapping iPhones for icedreams Combatting food waste Pre-gaming to avoid high priced booze $50 movie tix Booking on a Tuesday! Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• Flights Are Getting Pricier! (*here’s how to pay less*) w/ Kyle Potter #1133 29.04.2026 1h 3min

  Most of our best memories (and stories) come from trips we’ve taken. Some were incredible international adventures while others were ridiculously cheap road trips across different parts of the U.S. It’s been said that travel is the only thing you buy that makes you richer, and we’re inclined to agree. Our guest today does too. Kyle Potter is the Executive Editor at Thrifty Traveler, a site dedicated to helping people travel more for less. He’s been to more than 30 countries, and his passion is helping people navigate the confusing world of airlines, travel points, and miles. We don’t even want to know how many miles Kyle’s got sitting around, but we do know he’s willing to spend a few of them on a nice bottle of champagne from time to time. Today we discuss: How fuel prices, supply & demand, and competition impact ticket prices Saving the most by being flexible and following the deals Why you should plan to splurge Booking a more expensive ticket allows you to save Researching fares after booking Packing smarter and traveling lighter to save How Kyle saves when renting cars Roundtrip tickets to Dublin for $134 And much more! Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances: Cashback credit cards: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• Ask HTM - Running the Financial Gamut From Squirreling Away an Emergency Fund to Real Estate Investing #1132 27.04.2026 56min

  We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it!   1 - Torn: We’re behind when it comes to investing but it seems silly when we don’t have enough liquid savings… what do we do?! 2 - Pension: How aggressively should I invest my Roth IRA dollars when I have a safe pension to fall back on? 3 - Mortgage recast: What’s a good rule of thumb when I’m considering recasting my mortgage to shrink my monthly payment? 4 - Social Security: Why do y’all always say to delay and wait to draw on Social Security? 5 - Work-provided insurance: Should I pay extra for accidental death and dismemberment insurance or stick with the free option?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   During this episode we enjoyed a Comeback Sauce by Creature Comforts and Edmund’s Oast… thanks for donating this one to the pod Nick! 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.
• Friday Flight - Allbirds AI Audacity, 529 Flexibility, & Horrific HELOCs #1131 24.04.2026 42min

  Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: $23 apples Allbirds AI audacity Returns that are too good to be true One more year syndrome ALTs in 401ks Boycotting college savings 529 flexibility Horrible HELOCs Preparing for property taxes increases (check out our review of Ownwell to automatically save) Gen Z meets credit cards WSJ finally understanding the ‘craft beer equivalent’ BNPL at Coachella The annoyance economy   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• Real Estate's Ticking Time Bomb w/ Bigger Pockets' Dave Meyer #1130 22.04.2026 1h

  The housing market is currently at a massive crossroads, and frankly, the old rules don't seem to apply anymore. We’re seeing a landscape of shifting interest rates, a potential reset in supply, and a level of volatility we haven't seen in decades. That’s exactly why we're going to hear from Dave Meyer - the Chief Investment Officer at BiggerPockets and a grounding voice in real estate data. We’re going to dig into the forces shaping the market right now in 2026, and then zoom out to look at the bigger trends that could influence how we buy homes in the years ahead... both as individuals and as investors. Today we discuss: Defining “The Great Stall” More analysis needed before purchasing a home Factors leading to reduced housing demand The impact of interest rates Adjustable rate mortgages gaining in popularity How investors should approach real estate today Strategies for getting a 10% discount Recency bias on homeowners and investors Rising vacancy House hacking And much more!   Can’t get enough How To Money? Here are some additional ways to get ahead with your personal finances: Dave: More housing talk on The Real Estate Podcast and On the Market and Dave’s over on Insta too. Cashback credit cards: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.
• Ask HTM - Set for Life w/ Trump Accounts, Cash vs a Car Loan, & Vetting a Financial Advisor #1129 20.04.2026 52min

  We’re kicking off the week by answering your listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it!   1 - Financial advisors: What’s a good price for a financial advisor and is it worth the cost? 2 - Paying for a minivan: Should I pay cash or take the 1.9% loan they’re offering? 3 - Set for life: Why aren’t y’all talking about the Trump accounts to supercharge your kids retirement accounts? 4 - eSIM: Is this the best option for travel abroad and where should I get one?   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   During this episode we enjoyed a Satisfied by Piedmont 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.
• Friday Flight - Frustrating Fees, Degree Doubts, & Upper-Middle Class Ascendancy #1128 17.04.2026 40min

  Time for a Friday Flight- our little sampling of the week’s best financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: Stocks at all-time highs Bag fees and fuel surcharges Surging HOA fees This old house Spending those tax refunds You’re owed some money (Unclaimed.org & MissingMoney.com) Don’t be a victim Degree doubts Free degrees Upper-middle class ascendency Tough times for rideshare Life insurance in the back of a Lyft (better -> Life Insurance: A Step By Step Guide)   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Credit card perks: Check out our favorite credit cards that we use to maximize rewards and optimize our spending. Other money nerds: Find a thriving community of fellow money nerds by joining the HTM Facebook group! Newsletter: Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Money Gears: knowing what to do with your money is crucial to your personal finance journey. MG7: and maybe you’re well on your way to financial independence but you’re looking for some financial reassurance, that’s when heading over to HowToMoney.com/Advisor and getting matched with a highly vetted financial advisor makes sense.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!   Best friends out!See omnystudio.com/listener for privacy information.