ChooseFI | Financial Independence Podcast

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618 | You Learned How to Save. Now Learn How to Spend | Jesse Mecham

September 21, 2026

Every dollar you save is just money you're planning to spend later—so why does no one talk about the skill of spending well? Jesse Mecham, founder of YNAB, couldn't justify buying a fifty-cent donut despite being objectively "good at money," and that moment of extreme frugality sparked a crisis that would reshape how he thinks about every financial decision. Key Topics Discussed What's Money For? 00:02:30 Jesse explains why the fundamental question "What is this money for?" is more important ...

617 | The Hidden Assumption in Every Retirement Calculator

September 14, 2026

Most retirement calculators assume your money needs to last until age 95. But if you're 55 years old today, average life expectancy is actually 79 for men and 82 for women. This single hidden assumption could mean the difference between retiring five years earlier or leaving millions unspent. Key Topics Discussed 00:00:00 - Introduction: The Hidden Assumption Brad introduces the concept that retirement calculators make an invisible assumption about longevity—typically planning to age 90-95—an...

616 | How Should You Give Money to Your Kids? | 529s, UTMAs, Trump Accounts & More

September 07, 2026

Most parents rush to open 529 plans for newborns, convinced they're building their child's future. But here's what financial experts won't tell you: that decision might be destroying more value than it creates. The accounts marketed most aggressively to new parents often provide minimal benefit while eliminating the flexibility you'll actually need. Topics Discussed Introduction and Episode Framework (00:00:00) Brad Barrett sets the stage with Sean Mullaney and Cody Garrett for a discussion o...