Every so often—monthly, if I can manage it, which is more often than you might think for a man my age—I sit down at the desk above the Chatterbox Cafe and write you a letter about what's happening with your money. These aren't the kind of letters that hedge funds send, full of jargon and charts designed to make you feel stupid. These are the kind of letters your neighbor might write if your neighbor happened to know a thing or two about markets and had too much time on his hands.

December 27, 2025

On Squirrel Accounts

A million dollars squirreled away. I like that phrase—squirreled away—because that's exactly what it is. Squirrels don't make a big fuss about their acorns. They just tuck them here and there, and then winter comes, and they're fine.

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December 2025

Your 2025 Year in Review

Well, it's been a year. That's the thing about years—they keep happening, one after another, like relatives arriving for Christmas dinner, whether you've finished setting the table or not.

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