If you owe a lot of estimated taxes then you can do it quarterly, for most people, at least once a year
Originally Posted by
355F1
I've done this with AMEX and Barclays every year for the last 15 years.....zero issues.
(
Hint, you can overpay and get a refund pretty quickly, too

)
The best times to get a card (or cards) for the SUB is just before you are ready to pay the tax.
e.g., if you pay in April, get the cards in early March, hit spend with tax in April and get refund by June
If you time it after the statement closes in April, you get ~60 days interest free and then about 30 days of coverage using a home equity line or savings