How to Money

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16 snips
Sep 17, 2025 • 55min

Cutting Taxes & Retiring Sooner w/ Cody Garrett #1037

Cody Garrett, an advice-only CFP at Measure Twice Financial and author of *Tax Planning To and Through Early Retirement*, shares invaluable insights on tax strategies that can ease the path to early retirement. He discusses the importance of proactive tax planning, emphasizing how small savings adjustments can lead to significant benefits. The conversation also highlights the evolving mindset towards financial independence, effective withdrawal strategies, and the role of Social Security in retirement planning. Get ready to rethink your financial future!
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10 snips
Sep 15, 2025 • 52min

Ask HTM - Gifting $ to Other’s Kids, Most Affordable Protein, & Snagging the 529 State Deduction #1036

The hosts dive into listener questions about affordable protein sources, emphasizing the balance between health and financial wellness. They explore the versatility of 529 accounts for education, including tax benefits and gifting strategies. Rising insurance rates spark a discussion on whether it's time to shop around or stay loyal to providers. Additionally, they share insights on navigating home loans and the emotional weight of financial planning for kids' futures, all while keeping the conversation light and engaging.
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Sep 12, 2025 • 37min

Friday Flight - Flipping For Cash, Health Insurance Hikes, & Grim Googling #1035

Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ahead with your money. In this episode we explain some relevant and helpful stories like: thinner iPhones, recipe for saving the most with cellular, flipping for cash, health insurance hikes, thrifty Teslas, the future of EVs, the most expensive hobbies, grim Googling, new homes cheaper than existing, Social Security is more valuable than you thought, & underperforming funds to avoid!   Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances: Knowing your ‘money gear’ is a crucial part of your personal finance journey. Start here.  Sign up for the weekly HTM newsletter. It’s fun, free, & practical. Join a thriving community of fellow money in the HTM Facebook group. Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.   And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money. Have an awesome weekend!   Best friends out!See omnystudio.com/listener for privacy information.
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5 snips
Sep 10, 2025 • 53min

Financial Freedom on Less than $40k w/ Hope Ware #1034

Hope Ware, who runs the site and YouTube channel Under the Median with her husband Larry, shares her journey of achieving financial freedom on a modest income. They discuss practical strategies for living joyfully on less than $40k, including proactive budgeting and setting financial goals. Hope emphasizes the importance of teaching kids about money management and the emotional triggers behind spending. With tips on balancing frugality and wealth-building, she proves that a fulfilling lifestyle is possible without breaking the bank.
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Sep 8, 2025 • 51min

Ask HTM - Condo Cold Feet, Investing in ABLE Accounts, and the Best Interest Rate Ever #1033

This podcast delves into listener queries about selling condos versus renting, sparking a lively discussion on the intricacies of real estate investing. They tackle financial strategies for families with special needs children, emphasizing the use of ABLE accounts. There's also a focus on teaching kids about investing through Roth IRAs, alongside the importance of early financial education. With humorous anecdotes and insights about passive investing apps, the episode balances practical advice with fun, making finance accessible for all!
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17 snips
Sep 5, 2025 • 40min

Friday Flight - Forgotten 401k, Peaking Pessimism, & Loyalty is for Losers #1032

Discover how much money is tied up in forgotten 401ks, with a jaw-dropping $1.7 trillion unclaimed. Explore how loyalty to brands could be costing you more, as companies exploit your commitment. Delve into the evolving American Dream, especially for Gen Z, who are redefining success outside traditional paths. Get travel tips on snagging the best deals and hear about the latest buzz surrounding AI in travel. Plus, examine the impact of tariffs on the economy and your wallet's well-being!
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14 snips
Sep 3, 2025 • 57min

Built to Borrow: The Hidden Forces Behind Debt w/ John Dinsmore #1031

Join John Dinsmore, a marketing professor from Wright State University, as he uncovers how lenders expertly market debt to consumers. He discusses the psychological traps of debt, revealing how cultural attitudes can normalize harmful borrowing practices. The conversation highlights the influence of societal status symbols on spending and explores how nostalgia and emotional factors shape financial decisions. Dinsmore emphasizes the need for better financial literacy to navigate the complex world of marketing and consumer debt more effectively.
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10 snips
Sep 1, 2025 • 53min

Ask HTM - Is a 25% Savings Rate Overkill, Avoiding State Minimum Insurance Requirements, & Eliminating 401k Loans #1030

Listeners dive into intriguing financial dilemmas, exploring whether to take a higher-paying job with a 401k loan hanging over them. The discussion shifts to the differences between 401k and Roth accounts for young investors aiming to boost savings. There's a deep dive into insurance claims and the risk of increased premiums, alongside practical tips for cutting grocery and dining expenses. With personal anecdotes sprinkled throughout, the hosts blend finance with relatable stories, making complex topics engaging and accessible.
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15 snips
Aug 29, 2025 • 36min

Friday Flight - Pre-K For Pay, Helicopter Savers, & Politics Shmoliticks #1029

Explore the debate over pre-K for pay and its impact on parental finances. Learn how job skill certificates may not guarantee job opportunities. Discover the pitfalls of helicopter saving and buying now, paying later. The hosts discuss how politics could affect your wallet and encourage teaching financial literacy to empower future generations. Get insights into evolving job application processes and the necessity for personalized financial advice. Wrap up with a cheerful reflection on the week's financial news!
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Aug 27, 2025 • 52min

Move to Puerto Rico to Axe Taxes w/ Rachel Farris #1028

Join Rachel Farris, a CPA and tax strategist, as she reveals the perks of moving to Puerto Rico under Act 60, including a 0% capital gains tax. She shares insights on the lifestyle changes expats face, from the cultural adjustments to the vibrant expat community. Rachel also discusses the financial implications for W2 workers and entrepreneurs, offering a balanced view of tax incentives and local engagement. Discover how this Caribbean paradise combines significant savings with a unique living experience!

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