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Filing Taxes Late? What Small Business Owners Should Do Now

Written by myPocketCFO Team | April 15, 2025

Missed the April 15 tax deadline for your business? You’re not alone.

Remember: Filing taxes late doesn’t mean you’ve failed. But it does mean it's time to act quickly and strategically.

Whether you were buried in day-to-day operations, your books weren’t ready, or it simply slipped through the cracks, it’s fixable. In this guide, we’ll walk through what small business owners need to know about filing taxes late, plus the financial steps to get caught up and stay on track.

What Does "Filing Taxes Late" Actually Mean?

If you're filing taxes late, it means your business didn’t submit its required return by the IRS deadline, typically April 15 for calendar-year filers.

Two key points to understand:

  • “Filing late” and “paying late” are separate issues, each with their own penalties.
  • Even if you can't pay right now, you should still file to avoid larger penalties.

Most importantly — accurate books come first. You can't file confidently without them.

The Financial Cost of Filing Late (and Why It Adds Up Fast)

Late filing can trigger penalties that quickly snowball. Common penalties typically include:

  • Failure-to-File Penalty: 5% per month of the unpaid amount, up to 25%
  • Failure-to-Pay Penalty: 0.5% per month, also up to 25%
  • Daily interest: On any unpaid balance
  • Financing issues: Unpaid taxes can impact loan eligibility or vendor trust

With late filing, there’s no grace period. You’ll need to file ASAP to stop penalties from compounding.

The reality: You probably already have enough on your plate keeping your business finances in a good place. You don’t want these late filing or penalty items hanging out there as well.

Can You Reduce or Remove IRS Penalties?

Maybe? Again, consult with a tax professional. Tax professionals can potentially request abatements or reasonable cause relief for some hardships in some cases (like illness, disasters, or emergencies).

If you’re potentially eligible for relief, you’ll need clean books, clear documentation, and a proactive approach. That’s where we’ll focus for the rest of this post.

Getting Things Back On Track

If you’re in the situation where tax day has flown by and you still haven’t filed, here are the steps to getting back on track.

Step 1: File a Tax Extension (for Free)

If you're not ready to file your business taxes by the April 15 deadline, you can request an automatic extension to file until October 15. However, this extension only applies to filing your return, not to paying any taxes owed. To avoid penalties and interest, estimate and pay any owed taxes by April 15.

Key Points About Filing a Tax Extension:

  • Deadline to file the extension: April 15, 2025 (for the 2024 tax year)
  • What it gives you: An automatic 6-month extension to file your tax return (until October 15, 2025)
  • What it does not give you: More time to pay any taxes owed. You must estimate and pay your taxes by April 15 to avoid penalties and interest.

Steps to File a Tax Extension:

  1. Determine the appropriate form:
  2. Choose a filing method:
    • Online: E-file through IRS Free File or authorized providers.
    • By mail: Download, complete, and mail the appropriate form to the IRS. Ensure it's postmarked by April 15.
  3. Estimate and pay any taxes owed: Even with an extension, you must pay any estimated taxes by April 15 to avoid penalties.

Free Resources to File Your Tax Extension:

  • IRS Free File: Offers free electronic filing for eligible taxpayers.
  • TaxAct: Provides free federal tax extension filing.
  • FreeTaxUSA: Allows free filing of federal tax extensions.
  • eFile.com: Offers free e-filing for tax extensions.
  • TurboTax: Provides free federal tax extension filing.

These platforms guide you through the process, ensuring your extension request is submitted accurately and on time.

Step 2: Get Your Financials in Order

If your taxes are late, chances are your financials are behind, too. That’s where we come in.

myPocketCFO offers a 2024 bookkeeping catch-up service designed specifically for small business owners who’ve fallen behind. We’ll help you get organized, usually within a week. That means cleaning up your books, reconciling your accounts, and generating the financial reports you (or your tax preparer) need to file and minimize errors.

Filing taxes without clean books is like driving with your eyes closed. You’re making decisions based on guesses, not facts, which can lead to missed opportunities and incorrectly stated financials.

Why this matters: Sloppy or incomplete financials don’t just delay tax filing. They also create future risk across your entire business. Lenders, investors, and vendors often request financials, and if yours aren’t in good shape, you could miss out on opportunities or face compliance issues down the line.

Clean books give you clarity. They let you file confidently, plan ahead, and avoid repeating the same tax-time scramble next year.

And once you’re caught up? We can help you stay that way.

Clean books equal confident filing.

Step 3: File Now — Even If You Can’t Pay in Full

Whether you use a tax professional or do it yourself, it’s important to file your return as soon as possible to minimize penalties. Filing, even without full payment, may reduce the failure-to-file penalty, which is significantly higher than the failure-to-pay penalty.

Even partial payments can help limit both interest and penalty charges.

If you need help understanding your payment options, consult a qualified tax professional. Our role at myPocketCFO is to make sure your financials are accurate and up-to-date before you enter those conversations so you can make informed, confident decisions.

Step 4: Understand the Implications of Your Payment Options

We’re not tax preparers — but we can show you how your payment approach will affect your business finances.

As you figure out your strategy, we can help with guidance on how to assess cash flow, prioritize obligations, and forecast how tax repayment fits into your broader financial plan.

 

💡 How myPocketCFO Helps

We’re not a tax firm. But when your taxes are late, accurate, up-to-date financials are the foundation of everything else.

We can help you:

  • Catch up and clean up your books
  • Build real-time visibility into cash flow and expenses
  • Set up systems to prevent this from happening again
  • Get proactive financial guidance — year-round, not just at tax time

How to Avoid Filing Taxes Late Next Year

The best way to deal with late taxes is to make sure it doesn’t happen again. Once you’re caught up, put systems in place now to stay ahead of next year’s deadlines.

Here’s how small businesses that are on top of their game do it. They:

  • Implement real-time bookkeeping so financial records are always current
  • Automate compliance reminders in their calendar so nothing slips through the cracks
  • Review financial performance monthly and quarterly to spot trends, improve cash flow, and make smarter decisions year-round (not just at a year-end scramble)
  • Work with a guide (like myPocketCFO!) who help them set up the right processes and stay accountable

When your books are clean and your financial systems are dialed in, tax time becomes just another part of the process — not a crisis.

Final Thought: Filing Taxes Late Isn’t the End, It’s a Signal

Late taxes are usually a symptom of something deeper: disorganized financials, overextended internal systems, or simply having too much on your plate. As a core part of what we do, we help small businesses get control of their finances so this doesn’t keep happening.

Let’s get your books cleaned up and put a system in place that actually works for you.

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