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Each year I do the taxes. TurboTax prints out a ready made form with the taxes due quarterly, with dates. I paper clip the forms together, along with 4 envelopes, and put them in the "bill paying drawer."

Finally, I enter the four dates (well three, since the first is around April 15) into my Smartphone calendar (with alert) which chirps at me a couple days ahead of time. I unused to use Google Calendar, free, and which would send me a reminder email.

Walk to drawer, write check, stamp, mail. Yes, you could send it all at the beginning, but then sometimes things happen. Maybe you get fired and the numbers would change. Or you get a big promotion and the numbers would still change. Or you buy a house. Or...

I pay my taxes quite happily ... But never early. YMMV.
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