Tax Deadlines, Extensions & Penalties

The filing deadline, Form 4868 extensions, failure-to-file vs failure-to-pay penalties, interest, estimated taxes and payment plans. 25 questions. Pick one answer each, then see your score with the IRS source for every answer.

Pick the best answer for each question. After you submit you will see the correct answer, a short explanation, and the IRS source.

Question 1 of 25

For most individual taxpayers, when is a calendar-year federal income tax return generally due?

Question 2 of 25

If the April 15 filing deadline falls on a Saturday, Sunday, or legal holiday, what happens to the due date?

Question 3 of 25

What does filing Form 4868 give an individual taxpayer?

Question 4 of 25

When a taxpayer files Form 4868, when is any tax owed still due?

Question 5 of 25

A timely Form 4868 extends a calendar-year individual's filing deadline until what date?

Question 6 of 25

What is the general rate of the failure-to-file penalty?

Question 7 of 25

What is the maximum the failure-to-file penalty can reach?

Question 8 of 25

What is the general rate of the failure-to-pay penalty?

Question 9 of 25

What is the maximum the failure-to-pay penalty can reach?

Question 10 of 25

When both the failure-to-file and failure-to-pay penalties apply in the same month, what is the combined penalty for that month?

Question 11 of 25

Comparing the two penalties, which statement is correct?

Question 12 of 25

If a return is filed more than 60 days late, what is the minimum failure-to-file penalty for returns required to be filed in 2026?

Question 13 of 25

How does interest on unpaid tax accrue?

Question 14 of 25

For individual taxpayers, how is the interest rate on underpayments determined?

Question 15 of 25

Does filing Form 4868 stop interest from accruing on unpaid tax?

Question 16 of 25

For calendar-year individuals, the four estimated-tax installments are generally due around which dates?

Question 17 of 25

Although often called quarterly payments, the estimated-tax installments are actually spaced how?

Question 18 of 25

Generally, most taxpayers can avoid the underpayment of estimated tax penalty if the tax they owe after withholding and credits is below what amount?

Question 19 of 25

One common safe harbor lets you avoid the underpayment penalty if you pay at least what share of the current year's tax through withholding and timely estimated payments?

Question 20 of 25

Under the prior-year safe harbor, what percentage of the prior year's tax must higher-income taxpayers (prior-year AGI over $150,000) generally pay to avoid the underpayment penalty?

Question 21 of 25

Which form does an individual use to figure whether they owe an underpayment of estimated tax penalty?

Question 22 of 25

If you cannot pay your full tax bill by the deadline, what does the IRS recommend?

Question 23 of 25

How does an approved installment agreement affect the failure-to-pay penalty rate for an individual who filed on time?

Question 24 of 25

Which form can an individual use to request an installment agreement to pay their balance over time?

Question 25 of 25

A taxpayer with a clean recent compliance history who incurs a late-filing or late-payment penalty may qualify for which form of relief?

Educational only, not tax advice.