78% of airline miles never redeemed
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Where this was said
Question of the Day: Cooper in Maine — $225K Income, $9K Student Loan Riding the Employer Match
At 1:06:47 · chapter starts 1:06:20
Cooper in Maine earns $225,000 with only a $9,000 student loan remaining and a mortgage. His employer matches his $150/month student loan payments, and he's tempted to stretch it over 2 more years to maximize the benefit. Dave is blunt: on $225K a year, this should be gone in one month. The segment becomes a broader lesson about the trap of 'financially sophisticated' micro-optimization — chasing airline miles, getting 1% cashback, matching a $150 payment — while missing the forest for the trees. The irony Dave hammers: you didn't care about the money when you took on the debt, but now you're precious about $150 a month.
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