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Jan 23, 2026 • 41min

Friday Flight - Points for Paying your Mortgage, Credit Card Consultants, & AI UBI (to each according to his need!) #1092

This week covers intriguing financial updates, starting with the unexpected expenses of Dry January. Learn about a new mortgage rewards card that lets homeowners earn points, with some caveats. The conversation also dives into hiring credit card consultants and the rising trend of AI-based financial guidance. Additionally, smaller weddings are gaining popularity, often featuring cash gifts. Finally, explore whether AI could reduce medical bills significantly and the implications of tapping 401(k) funds for home purchases.
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17 snips
Jan 21, 2026 • 48min

The Art of Spending w/ Morgan Housel #1091

Morgan Housel, a behavioral finance writer and author of the critically acclaimed "The Psychology of Money," dives into the art of spending in this insightful chat. He discusses how spending should be viewed as a meaningful purpose of money, emphasizing the importance of independence. Morgan explores the nuances between internal and external benchmarks, shared insights on how identity shouldn’t be tied to financial labels, and highlights the joys of independent spending. He challenges listeners to embrace purpose beyond money for a fulfilling life.
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Jan 19, 2026 • 53min

Ask HTM - Combatting Healthcare Premium Hikes, Purchasing Long Term Disability, and WTD with Nine-Figure Wealth #1090

This episode dives into a range of fascinating listener questions. After a company sale of $300 million, they discuss how to structure your newly acquired wealth. Rising healthcare costs are tackled with insights on health sharing plans and comparing market options. The hosts also debate the merits of holding rental properties in LLCs to protect assets. Finally, they explore the importance of long-term disability insurance, outlining what to check in your policy and when it truly makes sense to invest.
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Jan 16, 2026 • 40min

Friday Flight - Credit Card Caps, Free Rent, & Pokemon Investing #1089

This lively discussion tackles a range of intriguing financial topics. Discover the proposed credit card interest cap and its potential impact on borrowers. Learn why Gen Z is opting for debit over credit to avoid debt. The hosts share insights on free rent incentives in growing markets and how GLP-1 medications might cut grocery bills. They also explore Pokémon investing and discuss the rise of private-label goods. Plus, find out why long car loans could be a financial trap. Perfect for those looking to improve their money savvy!
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Jan 14, 2026 • 52min

Own Your Time: Build a Life You Control w/ Andy Hill #1088

Andy Hill, author of 'Own Your Time' and host of the 'Marriage, Kids & Money' podcast, shares impactful strategies for reclaiming your time. He emphasizes the importance of tracking finances, having meaningful conversations with partners, and prioritizing joyful spending. Andy introduces the 'debt hatred method' for tackling burdensome debts and discusses the benefits of transitioning to solopreneurship. He also critiques overwork culture, advocates for work-life balance, and reveals how intentional choices can lead to a fulfilling life.
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9 snips
Jan 12, 2026 • 55min

Ask HTM - Gym Edition Frugal or Cheap, Blaming the Baby for Lifestyle Upgrades, and Dipping into Savings for a Camper #1087

This conversation tackles listener questions with a fun twist! From discussing whether to use a HELOC for camper expenses to prioritizing 529 accounts for newborn twins, no topic is too quirky. They debate the frugality of keeping old gym rates and share tips on negotiating with landlords when space becomes an issue. Investing insights, including small allocations in crypto and individual stocks, round out the discussion, providing practical advice and a light-hearted approach to personal finance challenges!
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13 snips
Jan 9, 2026 • 40min

Friday Flight - Return Rabbits, Double Majoring, and Nihilistic Renters #1086

This week, the hosts dive into the shocking prices of World Cup tickets and how to budget accordingly. They tackle the rising fees retailers are imposing for post-holiday returns and even discuss hiring services to manage returns. Student loans are back in focus with garnishments and a handy comparison tool for college costs. A study on nihilistic renters reveals their tendency to spend more and invest less in their future. Plus, the pitfalls of timeshares and the increasing trend of overdraft fees make for engaging topics.
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23 snips
Jan 7, 2026 • 59min

Spending Life Wisely: Vicki Robin on Money, Meaning, and Time #1085

Vicki Robin, a renowned author and activist, discusses the profound relationship between money and meaning. She shares her belief that money is just a tool, emphasizing the importance of consciousness in spending and the need for community support. Vicki reflects on her frugal lifestyle, shaped by Depression-era lessons, while navigating the balance between freedom and financial constraints. She highlights the complexities of consumer culture and its impact on community bonds, urging listeners to redefine financial independence through service and connection.
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Jan 5, 2026 • 57min

Your Smart Money Guide for 2026 #1084

Dive into a fresh financial strategy for 2026 as the hosts encourage crafting your own financial future. Explore the Money Gears framework, starting with establishing an emergency fund of $3,045 and prioritizing debt repayment. Learn the art of frugality, shifting from saving out of necessity to saving for enjoyment. Delve into the K-shaped economy, emphasizing individual trajectories and resilience. Lastly, enjoy personal anecdotes on goals, family, and the importance of community in budgeting.
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Jan 2, 2026 • 52min

The High Cost of Crappy Credit (Bestie Ep) #1083

Discover why bad credit can be like a power outage, causing far-reaching consequences. The hosts share personal anecdotes on the hidden costs of poor credit and how it impacts loans, insurance, and even job prospects. Learn the importance of healthy credit, why perfection isn't necessary, and practical steps to improve your score. They also discuss the generational differences in credit scores and provide tips on how to check your credit and repair it effectively. Tune in to avoid costly financial mistakes!

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