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In general, you can't file a second extension. See below for exceptions however. Once upon a time you could request a second extension (Form 2688) until mid-October if you couldn't file by the first extension's mid-August deadline.
Traditionally, federal tax returns are due on April 15 or the first business day thereafter. However, the IRS does grant you an automatic six-month extension to file your taxes every year, as long as you complete Form 4868.
No, you don't absolutely have to file your tax return with the IRS by mid-April each year. The IRS will obligingly move this deadline back for you by six months. Up until 2005, it used to be that you could request a second extension of time to file your personal income tax return with the IRS.
Traditionally, federal tax returns are due on April 15 or the first business day thereafter. However, the IRS does grant you an automatic extension to file your taxes every year, as long as you complete Form 4868. 2019 federal tax returns are due July 15.
You can't extend your tax deadline past October 15, but you can still file your return after October. Just remember that after the October deadline, you'll have failure-to-file penalties added to your account until you file your tax return.
What happens if you miss the tax extension deadline? Taxpayers who don't file by Oct. 15 can face even higher penalties, tax experts say. The IRS will sock you with a failure to file penalty of 5% a month on your unpaid tax bill for up to five months, maxing out at 25%.
What happens if you miss the tax extension deadline? Taxpayers who don't file by Oct. 15 can face even higher penalties, tax experts say. The IRS will sock you with a failure to file penalty of 5% a month on your unpaid tax bill for up to five months, maxing out at 25%.
The IRS will work with you. The penalty for filing late is normally 5 percent of the unpaid taxes for each month or part of a month that a tax return is late. If you file your return more than 60 days after the due date or extended due date, the minimum penalty is the smallest of $135 or 100 percent of the unpaid tax.
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