“Last Chance for 2024 Tax Filing: Is a 2nd Extension Your Best Option?” or “2024 Tax Deadline Approaching: Can You Get a 2nd Filing Extension?” (49 characters

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Written By kevin

A financial strategist with a knack for demystifying taxes and insurance, Kevin distills complex concepts into actionable advice.

As the tax filing deadline looms, the pressure to file on time mounts. However, life’s unpredictability can sometimes obstruct our plans, causing us to miss this crucial deadline. If you’ve missed the initial tax filing deadline or have already been granted an extension but still need more time to file your taxes, you might be wondering, can you request a second extension?

Last Chance for Tax Filing: Can You Request a Second Extension?

Understanding the IRS Rules on Second Extensions

The Internal Revenue Service (IRS) does not typically grant automatic second extensions for individual taxpayers. According to IRS rules, if you need additional time beyond the six-month extension period (which usually extends the filing deadline to October 15), you will be required to calculate what interest and penalties may apply. This calculation is due by June 15, adding another layer of complexity to your tax filing process.

However, exceptions exist for certain circumstances. For instance, military personnel serving in combat zones are allowed an additional 180 days after leaving the combat zone to file their taxes. Similarly, taxpayers affected by federally declared disasters or those who reside outside of the United States may qualify for special extensions. In these cases, you must first obtain approval from the IRS before being granted extra time.

Considerations Before Requesting a Second Extension

Before you rush to request another extension from the IRS, it’s important to consider several factors:

Additional Interest And Penalties

Filing late or not paying your taxes on time could result in interest and penalties accruing over time. These could potentially add up quickly if another extension is requested and subsequently denied.

Previous Payment Timeline

If you’ve recently received an income boost via stock options vesting, or if you have other forms of income such as rental property that has increased your income level substantially since last year, you might want to check with an accountant or financial advisor about how much estimated payments should be made each quarter. This way, they match closely enough with your actual liability, avoiding any tax underpayment penalties.

Flawed Estimates Of Tax Liability

If you initially estimated that you owe taxes, and by this time, the actual taxable amount is exactly as expected, it might be better to file your return with payment. Your tax professional can explain that a more accurate estimate will reduce your chances of accruing late payment or interest penalties.


In conclusion, taxpayers are generally not granted a second extension automatically. However, unique circumstances may arise that require additional time beyond what was previously allotted in order to meet the IRS deadline requirements. Requesting another extension requires careful consideration of potential consequences such as added interest and penalties over time. It’s best to speak with an accountant or financial advisor for more information about requesting a second extension from the IRS while ensuring compliance with Google SEO guidelines when writing content on this topic so readers can easily find trustworthy information online.


Q: Can I request an additional extension after the first one has expired? A: Generally, no. The IRS does not grant automatic extensions beyond the initial six-month period (October 15th for most taxpayers). However, in rare cases of hardship or extenuating circumstances, you may be able to request a discretionary extension by sending a letter explaining your situation to the IRS.

Q: What if I still owe taxes after filing an extension? A: Even if you have filed for an extension, you are still required to pay any estimated tax owed by the original due date (April 15th). If you do not pay at least 90% of what you owe by this deadline, you may face penalties and interest on top of your outstanding balance.

Q: How many times can I request an extension on my taxes? A: Technically speaking, there is no limit on how many consecutive tax extensions you can request. However, it’s important to note that extensions only apply to the filing deadline – any taxes owed must still be paid on time each year. Additionally, while taking advantage of multiple extensions may give you more time to file your return without penalty fees or interest charges accruing right away but keep in mind that overuse of this option can also raise flags with the IRS.


**H3: Can I apply for a second tax filing extension in 2024?**
Answer: Yes, you can request a second extension to file your 2024 tax return. The IRS grants an automatic 6-month extension to the original deadline using Form 4868. However, you can only use this option once without requesting a reasonable cause from the IRS.

**H3: What is the deadline for requesting a 2nd tax filing extension in 2024?**
Answer: The deadline for requesting the first extension is April 18, 2024. To obtain a second extension, you must submit Form 4868 by October 15, 2024. Highly affected taxpayers may apply for additional extensions after this deadline, but it requires special consideration from the IRS.

**H3: What happens if I miss the 2nd tax filing extension deadline?**
Answer: If you fail to file your tax return by the October 15, 2024 deadline, penalties and interest will start accumulating. It’s crucial to file your taxes as soon as possible to minimize late filing penalties and potential complications. You can work with a tax professional or the IRS to help get your tax situation in order

Categories Tax