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Why Everyone Is Drowning In Debt (and how to get out) - Caleb Hammer - #1123

Explore episode Jul 13, 2026
Government
Social Security Is Heading for a 25% Cut by 2032

Why Everyone Is Drowning In Debt (and how to get out) - Cal… · Jul 13, 2026 Government

Social Security is projected to make a mandatory 25% cut by 2032 as the fund depletes and only incoming contributions cover outgoing benefits. The worker-to-retiree ratio has collapsed from roughly 100:1 when Social Security started to something close to 10:1 today. Nothing has been seriously reformed since Reagan.

Where this was said

What Real Financial Education Should Look Like

At 1:22:22 · chapter starts 1:07:37

Chris questions what good financial education actually looks like and whether the alignment of incentives makes it teachable. Caleb notes the progress: close to 40 US states now require a personal finance course to graduate high school, up from fewer than half just a couple of years ago. His ideal syllabus starts with the 50-30-20 budgeting framework — 50% needs, 30% wants, 20% investing — then moves to the money-guy car rule (20% down, 3-year term, monthly payment no more than 8% of gross income), and then tackles the hardest question: degree selection. The key rule Caleb offers is simple but devastating: don't borrow more for your degree than you expect to earn in your first year's salary. He walks through the cost pyramid from community college ($1,000-2,000/semester) to out-of-state private institutions, and returns to a contentious observation about degree gender patterns — women tend to choose lower-ROI fields, which matters enormously for financial outcomes. Chris adds the AI dimension: the 'lanyard class' of middle management and HR is precisely what AI will automate first, disproportionately affecting women who have only just achieved earning parity with men in younger cohorts. That looming collision between arrival and automation, both agree, will be one of the defining economic stories of the next decade.

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