Best way to pay the tax bill as late as possible without penalty

Anonymous
What is the best way? Mailing in the check?
Anonymous
File an extension?
Anonymous
Anonymous wrote:File an extension?


Even if you file for an extension, you still have to pay what you owe by April 15 or you'll face fines/penalties.
Anonymous
postmarked check?
Anonymous
Mail it on the 15th. As long as it's postmarked the 15th it is not considered late. It will take another 2-3 to get there and maybe a week before they process it. Don't count count on that but that has been my experience in the past.
Anonymous
If you mail the check on 4/15, I would get a receipt or confirmation that it was mailed on that date just to be safe.
Anonymous
Penalty for filing late is much greater than the penalty for paying late. Whatever you do, file your return or extension on time. Penalty for paying late is 0.5% of tax owed, per month. So if you owe $1000 and pay 5 months late, your penalty will be $25 (plus interest). By contrast, the penalty for [i]filing[i] late is 5% per month.
Anonymous
mail it on april 15 by registered, certified, or overnight mail - anything with a receipt showing irs signed for it.
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