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Descant · 07-05-2020, 11:20 AM

You can do extensions and paymenst online at IRS.gov. No extra postage, you get a confirmation to print out. Just don't wait until midnight when the website can't handle the traffic.

I got "caught" a couple of years ago because I paid my estimated taxes on January 13, and then the rest with my extension in April. The IRS wanted some penalty and interest because I only paid 80% and the rule now is that 90% must be paid by January 15. So, I sent a check for $125. They cashed it as $25 and sent me a bill for $103. Then I sent the $100 again and a letter requesting they waive the penalty and interest. Every 45 days until the next January, I got a computer generated letter saying we're looking into this, please don't write agan. Eventually they waived the $3.00 fee. Probably cost that much every time the computer sent out a "do not disaturb" letter.

07-05-2020, 11:20 AM	#10
Descant Senior Member Join Date: Mar 2006 Location: Merrimack and Welch Island Posts: 4,404 Thanks: 1,360 Thanked 1,633 Times in 1,065 Posts	Extensions and payments You can do extensions and paymenst online at IRS.gov. No extra postage, you get a confirmation to print out. Just don't wait until midnight when the website can't handle the traffic. I got "caught" a couple of years ago because I paid my estimated taxes on January 13, and then the rest with my extension in April. The IRS wanted some penalty and interest because I only paid 80% and the rule now is that 90% must be paid by January 15. So, I sent a check for $125. They cashed it as $25 and sent me a bill for $103. Then I sent the $100 again and a letter requesting they waive the penalty and interest. Every 45 days until the next January, I got a computer generated letter saying we're looking into this, please don't write agan. Eventually they waived the $3.00 fee. Probably cost that much every time the computer sent out a "do not disaturb" letter.