Daniel T. Goodwin Law
IRS Penalties & Small Business
There are many kinds of tax penalties the IRS can assess against a small business, and the facts and circumstances behind when they may be applied are very different. What they all have in common, however, is they can significantly increase your tax bill!
This post will provide a quick overview of some of the tax penalties you may encounter if you are a small business owner. This post also provides information on how to abate or waive tax penalties the IRS may have imposed.
The IRS uses tax penalties to “encourage voluntary compliance” with the federal tax system. However, the tax code and rules are admittedly complex. Some taxpayers are unable to comply despite their best attempts to do so. Many small business owners have so much on their plates, they make mistakes.
The good news is the tax code authorizes penalty relief for taxpayers who may have made a mistake. The bad news is the IRS tends to do a very poor job of administering these tax relief programs in a fair or consistent manner, especially if the taxpayer is not being assisted by a tax professional such as a CPA or attorney.
Understandably, the IRS would rather not waive penalties – it means less money for them! The IRS is also chronically understaffed, and does not choose to devote much of its limited resources to those certain departments that work on taxpayer penalty abatement requests.
As such, successfully obtaining relief from tax penalties usually requires the assistance of a tax professional who is familiar with the IRS’s various internal offices and administrative procedures. If you would like to speak with us about your tax penalty problem after reviewing the information below, please do not hesitate to contact us.
There are 4 kinds of delinquency penalties that frequently hit small businesses:
- Failure to File (I.R.C. § 6651(a)(1))
This penalty is assessed when you file your tax return late. If you properly request for an extension on filing due dates, it can alleviate this penalty. However, some kinds of returns, such as the quarterly Form 941 employer tax return, cannot be extended.
- Failure to Pay Tax Shown on Return (I.R.C. § 6651(a)(2))
This penalty is assessed when you don’t pay the entire amount of your taxes showing as due on your returns on time. If you file your return and make the payment late, you will be hit with both penalties.
Remember, even if you correctly request an extension on a tax return, you do not get an extension to pay your taxes, only an extension to file!
- Failure to Pay Tax Not Shown on Return (I.R.C. § 6651(a)(3))
This penalty is assessed if you owe additional amounts after an audit or adjustment on your return, and you do not pay the new amounts within 21 days. If you owe more than $100,000 after the audit or adjustment, you have only 10 days to pay the bill!
- Failure to File Informational Returns (I.R.C. § 6721)
This penalty is assessed against a small business that did not file its annual W-2 or 1099 forms. There are 2 tiers of penalties here:
- Negligence Standard
The first is similar to the “Failure to File” penalty above. It is a negligence penalty, meaning you simply forgot or made a mistake. This is calculated at $100 per return up to a maximum of $1,500,000. Thus, the more employees or contractors you have working for you, the higher this penalty can be.
- Willfulness Standard
The second is a willful “intentional disregard” standard, calculated at $250 per return or 10% of the aggregate amount of the items reported on the W-2/1099 forms. This goes beyond forgetting or making a mistake – you purposefully refused to file the returns or tried to hide information from the IRS.
So, if your total payroll was $500,000 that year, your penalty would be $50,000 – a sum that might be equal to the cost of another employee! Paying this level of penalty would be unsustainable for many businesses.
In my experience, when the IRS notices a business did not file its W-2/1099 forms, it assumes the “intentional disregard” standard and slaps you with the higher penalty. Once it has done so, the burden will be on you to prove you did not fail to file the returns willfully. Usually, simply sending in the missing returns after receiving notice the government is missing them is not enough. You must submit a statement explaining your late filings were due to a mistake or unplanned accident.
Unfortunately, nothing in the IRS notices or letters informing you of the missing returns or your new Section 6721 penalties will inform you about the lower “negligence” penalty level! If you have been impacted by this kind of penalty, please contact our tax resolution team at once.
Accuracy-Related Penalties (I.R.C. § 6662)
This penalty comes up after an audit or other adjustment on the tax you reported on your returns. The policy behind this particular tax penalty system is to make sure taxpayers are taking reasonable and well-researched positions in support of the numbers they list on their returns. In layman’s terms, if you take a position that is so far out there and completely unreasonable, you will be at risk for this penalty.
The IRS will hit you with a 20% accuracy-related penalty if your incorrect position was due to negligence, a disregard of rules and regulations, or a substantial undervaluation misstatement.
The IRS will hit you with a steeper 40% accuracy-related penalty if your incorrect position was due to gross valuation misstatements or undisclosed transactions or information.
All the tax penalties discussed above can be abated or removed if you can show your delinquency was due to “reasonable cause”. You must show you exercised “ordinary business care and prudence” in preparing your return, determining what you owe, and when/how to pay it, but nevertheless, were unable to prepare an accurate return, file it on time, or pay on time with suffering undue hardship, due to circumstances beyond your control.
The internal IRS offices require taxpayers to meet a very high burden under the reasonable cause standard before they will waive penalties. Undoubtedly, the IRS has heard every excuse under the sun! You will have to demonstrate your “ordinary business care and prudence” in managing and operating your business, and then carefully document your special set of “circumstances beyond your control.”
Major illness, death, strikes/riots, and natural disasters are surefire “circumstances beyond your control” that will allow for penalty abatement. Sometimes, a business’s severe economic distress can also justify penalty abatement, but only if this is argued very carefully before the IRS. For example, perhaps your biggest customer filed for bankruptcy and did not pay you for tens of thousands of dollars of product or service. If you can carefully draw the line between losing that anticipated income and missing your tax payment deadlines, this may justify abating tax penalties. (In my experience however, a lot of employees at the IRS will assert financial distress never justifies paying your taxes late, even though this argument is provided by the Treasury Regulations and discussed by many tax court cases!)
Importantly, if you try to blame your tax noncompliance on a bookkeeper, accountant, bad office manager, or any third party who you brought on to help with your taxes, this will never be reasonable cause. The IRS holds the taxpayer ultimately responsible for compliance, and this is a nondelegable duty.
Unfortunately, convincing the IRS to waive your penalties is generally an uphill battle. More often than not, you will be summarily denied and will have to file an administrative appeal to get the IRS to actually look at your case carefully. There are also some tricks and special programs that may help you, but the IRS does not readily provide this information to taxpayers. If you need any help with a penalty abatement or even understanding if you may qualify for one, contact DTG Law today.
 Please be aware that the tax code is complicated, and this is by no means a comprehensive summary of all the issues and technicalities behind tax penalties!
 The FTF penalty is assessed at a rate of 5% of the tax due on the late tax return up to 25%.
 The FTP penalty is assessed at 0.5% per month update to 25% of the amount of tax that was not paid by the due date.
 This penalty is assessed at 0.5% per month update to 25% of the amount of tax that was not paid by the due date.