Is a Second Tax Extension an Option for You?

The standard tax extension grants you an additional six months to file your tax return with the IRS. However, even with that extra time, some people might still need more. Here's what you need to know about requesting a second tax extension beyond the initial six-month period. 

Need more time than the standard six months? 

• You cannot simply file multiple extensions. There's only one automatic six-month extension available. 

• To request additional time beyond that, you need to write a letter explaining your situation. 

• The IRS will only grant this extension in cases of "undue hardship." 

• Even if your request is denied, you are still obligated to file your return as soon as possible. 

Steps to take 

1. Gather your documents: Start by collecting all the documents and information you'll need to complete your tax return. This includes W-2s, 1099s, receipts for deductions, and any other relevant tax forms. 

2. Write a request letter: In a clear and concise letter, explain why you need an extension beyond the six-month window. Be specific and provide details about the hardship that's preventing you from filing on time. Here are some examples of situations that might qualify as undue hardship: 

• Serious illness, injury, or natural disaster: If you've been incapacitated due to a medical condition, natural disaster, or other unforeseen event, explain the situation in detail and provide any documentation you have (e.g., doctor's note, news reports). 
• Missing tax documents: If you're waiting for crucial tax documents like W-2s or 1099s that are delayed, explain this to the IRS and provide expected arrival dates. 
• Military service: Active military personnel serving overseas may be eligible for additional filing extensions. Research specific requirements for service members. 

3. Submit your request: Mail your letter along with a copy of Form 4868 (Application for Automatic Extension of Time To File U.S. Individual Income Tax Return) to the IRS address listed on the form under "Where to File." 

Additional tips 

• Submit your request well before the October 15th deadline for the six-month extension. This gives the IRS time to process your request and allows you to file your return even if your extension is denied. 

• Consider consulting with a tax professional for guidance on your specific situation and to help you draft your request letter. 

• Remember, even if your request is granted, it's only an extension to file, not an extension to pay any taxes owed. Make sure you estimate your tax liability and pay any amount due by the original deadline to avoid penalties and interest. 

• State tax extensions: While this guide focuses on federal tax extensions, be aware that some states may have different procedures for requesting extensions. Check with your state's tax authority for more information. 

By following these steps and providing a compelling explanation for your hardship, you can increase your chances of getting an extension beyond the standard six-month period. 

Make It easier with BookkeeperLive 

Filing on your own can be a headache. BookkeeperLive can help: 

• Know if you need an extension. We'll assess your situation and guide you. 

• No more document scramble. We'll help you gather everything you need. 

• Extension letter help. We can guide you through the request process. 

• Stress-free filing. Our tax pros can handle your entire return. 

Get ahead now! Grab your free consultation with BookkeeperLive. We'll guide you smoothly through extensions and filing. And don't forget those estimated tax payments to steer clear of penalties. 

FAQs

1. How do I request an extension beyond six months? 

You'll need to write a letter to the IRS explaining your situation in detail and why you need more time. Include any documentation to support your hardship claim. Mail your letter along with a copy of Form 4868 to the IRS address listed on the form. 

2.What are the chances of getting an extension beyond six months? 

The IRS considers each request on a case-by-case basis. Providing a clear and compelling explanation of your hardship will increase your chances of approval. 

3. What if my extension request is denied? 

Even if your request is denied, you are still obligated to file your tax return as soon as possible. Penalties and interest can add up quickly for late filing, so prioritize getting your return submitted. 

4. Are there any alternatives to an extension? 

Consider filing your return electronically. E-filing is generally faster and more accurate than filing a paper return. You may also want to consult with a tax professional. They can help you determine the best course of action for your situation and ensure your return is filed accurately and on time. 

5. Where can I find more information about tax extensions? 

The IRS website has a wealth of information on tax extensions, including instructions for filing Form 4868 and guidance on undue hardship situations.