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!

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&rsquo;s not true for everyone in our audience, and it&rsquo;s certainly not true for the average American. Our guest today didn&rsquo;t even start thinking about financial independence until age 50. But he made up for lost time in a big way and now he&rsquo;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&rsquo;re late to the game. Today we discuss:
<ul>
<li aria-level="1">Bill&rsquo;s personal journey from burnout and debt</li>
<li aria-level="1">Geo-arbitrage and massively downsizing</li>
<li aria-level="1">Debunking the myth that all doctors are rich</li>
<li aria-level="1">Debt payoff or investing when you&rsquo;re last to the game</li>
<li aria-level="1">Transitioning to retirement and the &ldquo;One More Year Syndrome&rdquo;</li>
<li aria-level="1">Emotional aspects of retirement</li>
<li aria-level="1">A general take to living a full and engaging life</li>
<li aria-level="1">And much more!</li>
</ul>
Can&rsquo;t get enough How To Money? Here are some additional ways to get ahead with your personal finances:
<ul>
<li aria-level="1">Bill: Listen to his podcast, <a href="https://catchinguptofi.com/">Catching Up To FI</a> with co-host (and friend of the pod) <a href="https://www.howtomoney.com/catching-up-to-fi-w-jackie-cummings-koski-episode-848/">Jackie Cummings Koski</a>!</li>
<li aria-level="1">Credit card perks: Check out <a href="https://go.nextcard.com/shau19-htmomny">our favorite credit cards</a> that we use to maximize rewards and optimize our spending.</li>
<li aria-level="1">Money Gears: Knowing <a href="https://www.howtomoney.com/start-here/">what to do with your money</a> is crucial to your personal finance journey.</li>
<li aria-level="1">Newsletter: Sign up for the weekly <a href="https://www.howtomoney.com/newsletter/">HTM newsletter</a>. It&rsquo;s fun, free, &amp; practical.</li>
<li aria-level="1">Other money nerds: Find a thriving community of fellow money nerds by joining the <a href="https://www.facebook.com/groups/1623670287732189">HTM Facebook group!</a></li>
</ul>
&nbsp;
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&rsquo;re not already a regular listener, and <a href="https://podcasts.apple.com/us/podcast/how-to-money/id1337718773?mt=2">give us a quick review in Apple Podcasts</a> 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!
&nbsp;
Best friends out!

Best friends Joel and Matt are the co-hosts of How to Money which is all about providing the knowledge & tools that normal folks need to thrive in areas like debt payoff, DIY investing, and crucial money tricks that will provide continuous help along your journey. We believe that access to unbiased and jargon-free personal finance guidance is more necessary than ever before. When you handle your money in a purposeful, thoughtful way that works for your lifestyle, you can really start living a rich life.

How to Money

Achieving Financial Independence as a Late Starter w/ Bill Yount #1139

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/c63d92ae-75cf-4c01-864f-b40b014eb725/transcript

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!

We&rsquo;re kicking off the week by answering your listener questions! And if you have a question that you&rsquo;d like for us to answer on the show, we&rsquo;d love for you to submit your own via <a href="https://www.howtomoney.com/ask/">HowToMoney.com/ask</a> , send us your voice memo. Regardless of how random or bizarre you might think it is, we want to hear it!
&nbsp;
1 - Coast FI: How intentionally should I shift my retirement portfolio to bonds if I&rsquo;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&rsquo;t be afraid to lose?
5 - HELOC: What makes one HELOC better than another?
&nbsp;
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
<ul>
<li aria-level="1">Credit card perks: Check out <a href="https://go.nextcard.com/shau19-htmomny">our favorite credit cards</a> that we use to maximize rewards and optimize our spending.</li>
<li aria-level="1">Other money nerds: Find a thriving community of fellow money nerds by joining the <a href="https://www.facebook.com/groups/1623670287732189">HTM Facebook group!</a></li>
<li aria-level="1">Newsletter: Sign up for the weekly <a href="https://www.howtomoney.com/newsletter/">HTM newsletter</a>. It&rsquo;s fun, free, &amp; practical.</li>
<li aria-level="1">Money Gears: knowing <a href="https://www.howtomoney.com/start-here/">what to do with your money</a> is crucial to your personal finance journey.</li>
<ul>
<li aria-level="2">MG7: and maybe you&rsquo;re well on your way to financial independence but you&rsquo;re looking for some financial reassurance, that&rsquo;s when heading over to <a href="http://www.howtomoney.com/advisor">HowToMoney.com/Advisor</a> and getting matched with a highly vetted financial advisor makes sense.</li>
</ul>
</ul>
&nbsp;
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&rsquo;re not already a regular listener, and <a href="https://podcasts.apple.com/us/podcast/how-to-money/id1337718773?mt=2">give us a quick review in Apple Podcasts</a> 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!
&nbsp;
Best friends out!

Ask HTM - Budgeting for Credit Card Rewards, HELOC for Home Improvements, & Coast FI with Bonds #1138

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/df35cbdb-42ea-4a52-af11-b43a0106266f/transcript

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!

Time for a Friday Flight- our little sampling of the week&rsquo;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:
<ul>
<li aria-level="1">Bad bunnies (cost money)</li>
<li aria-level="1"><a href="https://www.wsj.com/business/autos/car-owners-debt-negative-equity-3cfcd031?mod=hp_lista_pos3">Negative car equity</a></li>
<li aria-level="1"><a href="https://www.kiplinger.com/investing/how-much-money-youd-make-in-the-stock-market-instead-of-financing-a-new-car?">A car loan opportunity cost breakdown</a></li>
<li aria-level="1"><a href="https://www.etf.com/sections/features/voo-becomes-first-etf-ever-cross-900-billion-assets">VOO the GOAT</a></li>
<li aria-level="1"><a href="https://www.businessinsider.com/resellers-secondhand-shopping-vintage-stores-goodwill-ebay-thredup-whatnot-2026-4?">Flipping fleece jackets</a></li>
<li aria-level="1"><a href="https://www.rd.com/article/outdated-clothes-back-in-style/?">Recycled rags</a></li>
<li aria-level="1"><a href="https://www.wsj.com/business/retail/fast-free-shipping-retailers-fedex-ups-amazon-e6ba5967?mod=wknd_pos1">Slow shippers saving</a></li>
<li aria-level="1"><a href="https://www.nytimes.com/2026/04/27/your-money/longevity-wellness-industry.html?">Spending more to live longer</a></li>
<li aria-level="1"><a href="https://www.nytimes.com/2026/04/29/your-money/longevity-finances.html?">Outliving your money</a></li>
<li aria-level="1"><a href="https://www.nytimes.com/2026/04/26/business/children-rising-costs.html">Babies or bougie</a></li>
<li aria-level="1"><a href="https://www.cnbc.com/2026/05/03/ev-ownership-costs.html?">EV sales are up</a></li>
<li aria-level="1"><a href="https://www.wsj.com/lifestyle/travel/ill-miss-spirit-and-the-haters-will-too-d1d965d9?mod=lead_feature_below_a_pos3">Sayonara Spirit</a> (or not&hellip; Spirit 2.0 -&gt; <a href="http://letsbuyspiritair.com/">LetsBuySpiritAir.com</a>)</li>
</ul>
&nbsp;
Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
<ul>
<li aria-level="1">Credit card perks: Check out <a href="https://go.nextcard.com/shau19-htmomny">our favorite credit cards</a> that we use to maximize rewards and optimize our spending.</li>
<li aria-level="1">Other money nerds: Find a thriving community of fellow money nerds by joining the <a href="https://www.facebook.com/groups/1623670287732189">HTM Facebook group!</a></li>
<li aria-level="1">Newsletter: Sign up for the weekly <a href="https://www.howtomoney.com/newsletter/">HTM newsletter</a>. It&rsquo;s fun, free, &amp; practical.</li>
<li aria-level="1">Money Gears: knowing <a href="https://www.howtomoney.com/start-here/">what to do with your money</a> is crucial to your personal finance journey.</li>
<li aria-level="1">MG7: and maybe you&rsquo;re well on your way to financial independence but you&rsquo;re looking for some financial reassurance, that&rsquo;s when heading over to <a href="http://www.howtomoney.com/advisor">HowToMoney.com/Advisor</a> and getting matched with a highly vetted financial advisor makes sense.</li>
</ul>
&nbsp;
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&rsquo;re not already a regular listener, and <a href="https://podcasts.apple.com/us/podcast/how-to-money/id1337718773?mt=2">give us a quick review in Apple Podcasts</a> 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!
&nbsp;
Best friends out!

Friday Flight – Recycled Rags, Slow Shipping, & Sayonara Spirit (or not...) #1137

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/d4815214-2c37-4b0d-b53e-b443013a7275/transcript

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!

Shark attacks, plane crashes, and lightning strikes&hellip; these are the dramatic and headline-grabbing events that are terrifying but incredibly rare. The odds you&rsquo;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:
<ul>
<li aria-level="1">Over-indexing on existential risk vs personal risk</li>
<li aria-level="1">&ldquo;When do you need your money?&rdquo;</li>
<li aria-level="1">Stress testing your investments</li>
<li aria-level="1">International&rsquo;s spot in a portfolio</li>
<li aria-level="1">Timing the AI &ldquo;bubble&rdquo;</li>
<li aria-level="1">Role of cash in investments, but also in personal finance</li>
<li aria-level="1">Protecting your wealth from inflation</li>
<li aria-level="1">Bonds for younger investors</li>
<li aria-level="1">Adopting a long term investing mindset</li>
<li aria-level="1">Treating &ldquo;future you&rdquo; like a bill</li>
<li aria-level="1">And much more!</li>
</ul>
&nbsp;
Can&rsquo;t get enough How To Money? Here are some additional ways to get ahead with your personal finances:
<ul>
<li aria-level="1">Ben: Check out Ben&rsquo;s new book, <a href="https://amzn.to/4bWMhUv">Risk &amp; Reward: How to handle market volatility and build long-term wealth.</a></li>
<li aria-level="1">Cashback credit cards: Check out <a href="https://go.nextcard.com/shau19-htmomny">our favorite credit cards</a> that we use to maximize rewards and optimize our spending.</li>
<li aria-level="1">Other money nerds: Find a thriving community of fellow money nerds by joining the <a href="https://www.facebook.com/groups/1623670287732189">HTM Facebook group!</a></li>
<li aria-level="1">Newsletter: Sign up for the weekly <a href="https://www.howtomoney.com/newsletter/">HTM newsletter</a>. It&rsquo;s fun, free, &amp; practical.</li>
<li aria-level="1">Money Gears: knowing <a href="https://www.howtomoney.com/start-here/">what to do with your money</a> is crucial to your personal finance journey.</li>
<li aria-level="1">MG7: and maybe you&rsquo;re well on your way to financial independence but you&rsquo;re looking for some financial reassurance, that&rsquo;s when heading over to <a href="http://www.howtomoney.com/advisor">HowToMoney.com/Advisor</a> and getting matched with a highly vetted financial advisor makes sense.</li>
</ul>
&nbsp;
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&rsquo;re not already a regular listener, and <a href="https://podcasts.apple.com/us/podcast/how-to-money/id1337718773?mt=2">give us a quick review in Apple Podcasts</a> 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!
&nbsp;
Best friends out!

Building Wealth When Markets Get Messy w/ Ben Carlson #1136

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/558f8dc9-ccd2-4674-b718-b41e0155c31e/transcript

Achieving Financial Independence as a Late Starter w/ Bill Yount #1139

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