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PODCAST

How to Money

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

business investing

All Episodes

41:48

Friday Flight - AI Money Impacts, Side Hustle Salad...

How to Money ·

2026/03/13

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: Rivian repair Robinhood Platinum AI in our mortgage underwriting and our taxes Side hustle salad days 56% of Zoomers

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57:20

Are Teachers Doomed to a Broke Retirement? w/ Shaun...

How to Money ·

2026/03/11

Joel married into a family of teachers. His father-in-law has spent nearly 40 years in the classroom, his mother-in-law has taught for 30, and his brother-in-law is an outstanding Spanish teacher. While it’s clear that every one of them truly loves their work, we also know that passion alone doesn’t pay the bills. Teaching requires some real sacrifice, especially in today’s economy. And while no one enters the profession expecting to get rich, we believe that shouldn't mean

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57:46

Ask HTM - Debating a Raise vs WFH Flexibility,...

How to Money ·

2026/03/09

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 - Raise vs lifestyle: Should I take a 50% pay increase or maintain the flexibility of working from home? 2 - Nvidia: How do I go about rebalancing my portfolio when I have

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41:29

Friday Flight - Jump at the Pump, Lessening Leverage,...

How to Money ·

2026/03/06

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: Jump at the pump We have ‘oil insurance’ Most fuel efficient cars Cheapest new cars Fewer work from home roles

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55:56

Bouncing Back from Bankruptcy & Business Failure w/...

How to Money ·

2026/03/04

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

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56:13

Ask HTM - Housing Rule of Thumb, Axing a Boat...

How to Money ·

2026/03/02

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

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40:39

Friday Flight - Tariff Turmoil, Winning So Much, &...

How to Money ·

2026/02/27

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

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49:16

Die with Zero w/ Bill Perkins #1106

How to Money ·

2026/02/25

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

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57:32

Ask HTM - High Net Worth but still Paycheck to...

How to Money ·

2026/02/23

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 - Student loans: what can I do to avoid being in student loans for the rest of my life?! 2 - Lower income, higher net worth: should I be nervous that our monthly spending is more

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42:14

Friday Flight - 401k Mullets, Crappy Coffee, &...

How to Money ·

2026/02/20

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: 401k mullets and quarter-zips Don’t sleep on the solo 401k Crappy coffee Surveillance pricing 1.3 trillion in credit

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54:57

Why Being “Good With Money” Still Feels So Hard w/...

How to Money ·

2026/02/18

How often do you stop to consider that your hormones might be the ones clicking "Add to Cart"? We like to pretend money is just logic and spreadsheets, but let’s be real: it’s emotional, it’s messy, and it’s never just about the numbers. If you’re tired of carrying the weight of old financial mistakes or wondering why you’re stuck in the same self-sabotaging loops, this episode is your manual for a reset. Today, we’re joined by Shannah Game, a CFP and Money

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53:23

Ask HTM - Student Loans in Administrative...

How to Money ·

2026/02/16

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 - Collections: Is waiting for my unexpected medical bill to head to collections a good or great strategy? 2 - Student loans: What should I do while my student loans are in

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42:03

Friday Flight - Stealthy Skimpflation, Janky Job...

How to Money ·

2026/02/13

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: Hidden skimp-flation Plunging prices Full coverage premiums on the decline Costco bests Aldi DoorDash dependency Headhunters

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53:35

Talk About Money Without Fighting w/ Dr. Sonya Lutter...

How to Money ·

2026/02/11

Money fights are one of the most common, and most damaging, sources of tension in a relationship. Whether it’s spending, debt, or mismatched financial goals, those arguments can quietly erode trust and connection over time. But here’s the good news: money doesn’t have to be the thing that drives couples apart. When partners develop healthy financial habits and learn how to communicate about money, it can actually strengthen their relationship. Which is why we’re excited to

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52:09

Ask HTM – ADU vs iBonds, Timing a Silver Sale, and...

How to Money ·

2026/02/09

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 - iBonds: What is the actual rate that I’m earning and should I dump them to fund an ADU (Accessory Dwelling Unit)? 2 - Trusts: Should I implement a trust in order to

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41:51

Friday Flight - ‘The Lipstick Effect’, Cheap Chinese...

How to Money ·

2026/02/06

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: Mr. Beast meme coin The Lipstick Effect Non-negotiable travel Travel as a work perk Stretching your dollar with Goodwill

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60:24

The Case for Frugal Hedonism w/ Annie Raser-Rowland...

How to Money ·

2026/02/04

Jumbo shrimp. Open secret. Bittersweet. We call these oxymorons - ideas that shouldn't work together, yet somehow do. Most people put 'frugality' and 'hedonism' in that same category, assuming you can't have a blast while saving a buck. But our guest today, Annie Raser-Rowland, is here to shatter that myth. An Australian horticulturalist and author, Annie argues that true pleasure isn't bought, instead it’s found in the more sensual and free moments we overlook when we're too busy working to

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52:05

Ask HTM – Money Gears Mixup, Stewarding an...

How to Money ·

2026/02/02

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 - Money Gears: I’m confused… why do you recommend getting a 401k match before paying off high interest credit card debt? 2 - Cash windfall: What should I do with the

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42:35

Friday Flight - Richer Refunds, Best Costco Buys, &...

How to Money ·

2026/01/30

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: $119 for an entire year of cell service NYC tipping company Don’t panic tip Richer refunds Tax refund advance loans

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43:22

Student Loan Chaos Explained w/ Stanley Tate #1094

How to Money ·

2026/01/28

The whiplash student loan borrowers have experienced over the past few years has been staggering. Payments paused, forgiveness promised, forgiveness blocked, repayment systems rewritten, and now wage garnishment is back on the table for some folks. It’s no wonder navigating student loans has become a specialized skill. Few people know that landscape better than attorney Stanley Tate. He’s helped hundreds of borrowers get out of default, qualify for forgiveness programs, secure affordable

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321 results

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