Joel met Phil halfway through a marathon a few months ago – literally in the middle of the race. It’s funny how life works and after running side by side and chatting for half an hour it was clear he’d only scratched the surface of his story. Phil Sanders is a serial entrepreneur and like most entrepreneurs, not every venture has been a home run. He’s experienced the highs, the lows of bankruptcy, and everything in between when it comes to building businesses. Today, Phil runs a company called Multiply, where he helps business owners sharpen their strategy, build more successful companies, and he’s here today to share some of his hard-earned wisdom. We discuss:
How Phil is balancing current enjoyment with future savings
Profitability should be a primary focus from day one
Overcoming ego and temptation to find identity in work and business
Identifying what you want out of your business
How bankruptcy can lead to personal growth and new opportunities
Vulnerability and overcoming fear to building strength and resilience
Embracing change for professional and personal growth
And much more!

Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
Phil: his financial services and strategy business is Multiply, and you can keep up with him on LinkedIn and Instagram
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!

Joel met Phil halfway through a marathon a few months ago &ndash;&nbsp;literally in the middle of the race. It&rsquo;s funny how life works and after running side by side and chatting for half an hour it was clear he&rsquo;d only scratched the surface of his story. Phil Sanders is a serial entrepreneur and like most entrepreneurs, not every venture has been a home run. He&rsquo;s experienced the highs, the lows of bankruptcy, and everything in between when it comes to building businesses. Today, Phil runs a company called Multiply, where he helps business owners sharpen their strategy, build more successful companies, and he&rsquo;s here today to share some of his hard-earned wisdom. We discuss:
<ul>
<li aria-level="1">How Phil is balancing current enjoyment with future savings</li>
<li aria-level="1">Profitability should be a primary focus from day one</li>
<li aria-level="1">Overcoming ego and temptation to find identity in work and business</li>
<li aria-level="1">Identifying what you want out of your business</li>
<li aria-level="1">How bankruptcy can lead to personal growth and new opportunities</li>
<li aria-level="1">Vulnerability and overcoming fear to building strength and resilience</li>
<li aria-level="1">Embracing change for professional and personal growth</li>
<li aria-level="1">And much more!</li>
</ul>
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">Phil: his <a href="https://mltply.co/">financial services and strategy business is Multiply</a>, and you can keep up with <a href="https://www.linkedin.com/in/philsanders13/">him on LinkedIn</a> and <a href="https://www.instagram.com/philsanders">Instagram</a></li>
<li>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

Bouncing Back from Bankruptcy & Business Failure w/ Phil Sanders #1109

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/5e55b951-97ba-4d4f-880b-b3b601122202/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 - Housing costs: What’s a good rule of thumb to stick with to help me keep my mortgage payment in check?

2 - 401k rollover: Can you share the penalties and benefits of a retirement account rollover?

3 - Boat payment: How much should I pull out of my savings to finally get rid of my boat loan?

4 - World Cup: How do I ensure that I make the most money and avoid any pitfalls when renting my place for the World Cup this summer?

5 - Down payment: My down payment is in stocks but I might be buying a house next month… what do I do?!

 

Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
401k rollovers:Capitalize is the site we discussed where you can easily roll over an old 401k for free- don’t let your retirement dollars languish with an inferior provider!
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 Harpeth by Living Waters! 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 - Housing costs: What&rsquo;s a good rule of thumb to stick with to help me keep my mortgage payment in check?
2 - 401k rollover: Can you share the penalties and benefits of a retirement account rollover?
3 - Boat payment: How much should I pull out of my savings to finally get rid of my boat loan?
4 - World Cup: How do I ensure that I make the most money and avoid any pitfalls when renting my place for the World Cup this summer?
5 - Down payment: My down payment is in stocks but I might be buying a house next month&hellip; what do I do?!
&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">401k rollovers: <a href="http://capitalize.sjv.io/kjQX7v">Capitalize</a> is the site we discussed where you can easily roll over an old 401k for free- don&rsquo;t let your retirement dollars languish with an inferior provider!</li>
<li aria-level="1">Credit card perks:&nbsp;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;
During this episode we enjoyed a Harpeth by Living Waters! 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 - Housing Rule of Thumb, Axing a Boat Payments, & Making Bank on the World Cup #1108

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/52a0da7c-5188-4550-850b-b3fa01390a79/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:
Tariff turmoil
New retirement plan on the horizon, with a match
Housing maintenance costs
Gen Z content to rent
Frozen home sales in January
Lowest mortgage rates since 2022
Trolling from beyond the grave
Prenups in vogue again
Got insurance, but still not immune to bankruptcy
Border hopping for bargains
Always check the pantry
Passing on the steak

 

Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
Prenups… are for lovers according to Aaron Thomas!
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"><a href="https://www.thefp.com/p/trumps-tariffs-are-downbut-not-out">Tariff turmoil</a></li>
<li aria-level="1"><a href="https://www.axios.com/2026/02/25/trump-state-of-union-retirement-plan">New retirement plan on the horizon, with a match</a></li>
<li aria-level="1"><a href="https://www.hippo.com/blog/housepower-report-2026">Housing maintenance costs</a></li>
<li aria-level="1"><a href="https://www.wsj.com/personal-finance/gen-z-investments-home-ownership-ec0bbe98?mod=hp_lead_pos3">Gen Z content to rent</a></li>
<li aria-level="1"><a href="https://www.wsj.com/economy/housing/homes-sales-in-january-post-biggest-monthly-decline-in-nearly-four-years-eae1ab61?mod=hp_lead_pos7">Frozen home sales in January</a></li>
<li aria-level="1"><a href="https://www.cnbc.com/2026/02/23/mortgage-rates-below-6percent-lowest-in-4-years.html?">Lowest mortgage rates since 2022</a></li>
<li aria-level="1"><a href="https://www.businessinsider.com/meta-granted-patent-for-ai-llm-bot-dead-paused-accounts-2026-2?">Trolling from beyond the grave</a></li>
<li aria-level="1"><a href="https://www.nytimes.com/2026/02/14/business/artificial-intelligence-relationships-income-gap.html">Prenups in vogue again</a></li>
<li aria-level="1"><a href="https://www.cnbc.com/2026/02/12/medical-debt-bankruptcy.html">Got insurance, but still not immune to bankruptcy</a></li>
<li aria-level="1"><a href="https://www.usatoday.com/story/nletter/2026/02/17/moving-abroad-for-cheaper-health-care/88716528007/">Border hopping for bargains</a></li>
<li aria-level="1"><a href="https://www.kiplinger.com/personal-finance/family-savings/backwards-shopping-grocery-strategy?">Always check the pantry</a></li>
<li aria-level="1"><a href="https://www.wsj.com/business/beef-prices-higher-cattle-2e0a9b65?mod=hp_lead_pos11">Passing on the steak</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">Prenups&hellip; <a href="https://www.howtomoney.com/prenups-are-for-lovers-with-aaron-thomas/">are for lovers according to Aaron Thomas!</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">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 - Tariff Turmoil, Winning So Much, & Border-Hopping for Bargains #1107

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/e535b4f7-daea-4df3-92ff-b3fd01515ca2/transcript

Most money advice is a broken record: save more, invest early, and wait for freedom. But what if the real risk isn't running out of money but instead is running out of time? In this episode, we’re challenging the "accumulation at all costs" mindset with Bill Perkins, author of the cult classic Die With Zero. It turns out that a healthy money relationship isn’t just about building wealth but it’s also about intentional spending. Bill argues that time is the most precious asset we have, and that waiting too long to enjoy it can be a costly mistake because we don’t want to reach the finish line with a full bank account and a lifetime of missed opportunities! We discuss how:
Time is the most precious asset we have
Travel makes you a richer person
Your health impacts your wealth
Timing your life experiences
Memory dividends are inflation protected fulfillment
Delayed gratification as a form of prison
His concept of time buckets
Life is full of risk and we have to decide what's worth it
And much more!

Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:
Bill Perkins: Check out the book yourself: Die With Zero, be sure to not follow (Bill’s own recommendation) on Insta or X, and more resources can be found at the site for the book as well.
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!

Most money advice is a broken record: save more, invest early, and wait for freedom. But what if the real risk isn't running out of money but instead is running out of time? In this episode, we&rsquo;re challenging the "accumulation at all costs" mindset with Bill Perkins, author of the cult classic Die With Zero. It turns out that a healthy money relationship isn&rsquo;t just about building wealth but it&rsquo;s also about intentional spending. Bill argues that time is the most precious asset we have, and that waiting too long to enjoy it can be a costly mistake because we don&rsquo;t want to reach the finish line with a full bank account and a lifetime of missed opportunities! We discuss how:
<ul>
<li aria-level="1">Time is the most precious asset we have</li>
<li aria-level="1">Travel makes you a richer person</li>
<li aria-level="1">Your health impacts your wealth</li>
<li aria-level="1">Timing your life experiences</li>
<li aria-level="1">Memory dividends are inflation protected fulfillment</li>
<li aria-level="1">Delayed gratification as a form of prison</li>
<li aria-level="1">His concept of time buckets</li>
<li aria-level="1">Life is full of risk and we have to decide what's worth it</li>
<li aria-level="1">And much more!</li>
</ul>
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">Bill Perkins: Check out the book yourself: <a href="https://amzn.to/4qL7rLK">Die With Zero</a>, be sure to not follow (Bill&rsquo;s own recommendation) on <a href="https://www.instagram.com/billperkins/">Insta</a> or <a href="https://x.com/bp22">X</a>, and more resources can be found at the <a href="https://www.diewithzerobook.com/welcome">site</a> for the book as well.</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!

Die with Zero w/ Bill Perkins #1106

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/7f81a0a0-e380-41ce-b151-b3df01178fef/transcript

Bouncing Back from Bankruptcy & Business Failure w/ Phil Sanders #1109

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