When tax day comes up fast, many taxpayers ask, “Can you file a tax extension every year?” The short answer: yes, you can file for an extension annually, if needed. Filing taxes isn’t always straightforward — circumstances like missing documents, life events, or pending schedules can delay your return. Thankfully, the IRS allows you to file for an extension back to back years by submitting Form 4868 each spring before the April deadline.
That said, requesting an extension is simply getting an extension to file — it’s not an extension to pay. You’re still expected to estimate and pay any tax owed on time. With smart planning, you can file for a tax extension every year. However, it’s important to understand the process to avoid unexpected interest or penalties.
Technically, yes. Should you though?
Filing an extension every year may seem like a safety net but should you rely on it annually? Here’s what to consider:
- Six months of extra time sounds generous — but only for filing, not payment.
- To legally extend, understanding the requirements and following the rules is essential; submit Form 4868 or use an IRS-approved electronic payment option by the April deadline.
- Crucially, paying taxes on time is still required. If you estimate too low or delay payment, the IRS will charge interest from the original due date until full payment.
- Plus, if you consistently underpay and file late, you may face both the failure-to-file and failure-to-pay penalties which can stack up fast.
- If you’re not completely confident in navigating the extension process — or worried about accurate estimations — consulting an accounting professional or CPA can pay for itself.
You can file for a tax extension every year but without proper preparation, it can shift from a helpful safety net to an expensive habit.
Let your CPA handle the details
Want peace of mind when annually filing a tax extension? Let your CPA handle it. Here’s why it makes sense:
- A CPA ensures you file for an extension every year correctly — whether electronically via IRS Free File or by mailing Form 4868.
- They’ll verify your October 15 due date, which is the standard extended deadline if April 15 falls on a weekend or holiday.
- They’ll assist with options to pay online — IRS Direct Pay, EFTPS, debit/credit card, or digital wallets — to submit estimated tax and extension simultaneously.
- A CPA can also estimate your tax liability, reducing the likelihood of owing more or facing penalties after filing.
- They will also help you understand what happens if you just don’t pay your taxes, (in addition to being late filing). Consequences can include accruing interest and penalties, potentially triggering IRS notices or collection actions.
- Best of all? You’ll avoid last-minute scrambles, freeing up time in October to manage any tax challenges or year-end planning.
Final takeaway
Yes, you can file for a tax extension every year but it’s important to treat it as a structured tool, not a procrastination tactic. Use the six-month extension wisely by estimating tax owed accurately, paying on time and consulting an accounting professional. A trusted CPA not only manages the paperwork but makes certain you’re compliant — minimizing interest, penalties and stress.