When You Can’t Deduct Annual Business Expenses – Houston Tax Attorneys


Many businesses have significant recurring expenses that occur like clockwork each year. Think of annual maintenance shutdowns for manufacturing plants, seasonal refurbishments for hotels, or equipment rebuilds for industrial operations. While these expenses are predictable and virtually certain to occur, the timing of when they can be deducted for tax purposes isn’t always straightforward. The recent Morning Star Packing Co. v. Commissioner, No. 21-71191 (9th Cir. 2024), case provides an opportunity to consider when these expenses can be deducted.

Facts & Procedural History

The taxpayer in this case operates one of the largest tomato processing operations in the United States. During its 100-day processing season, the company runs its equipment at the maximum capacity, running 24-hours a day. This intensive operation requires extensive reconditioning of the equipment after each season. The historical cost has been between $16.7 and $21 million annually leading up to the year at issue in this case.

The taxpayer is an accrual method taxpayer. The taxpayer has always deducted these reconditioning costs on its income tax returns in the tax year when the wear and tear occurred–at the end of each processing season. Even though the costs were expected and known, the actual reconditioning work is performed just before the start of the next season.

The IRS had previously audited the taxpayer and accepted this method. Then, years later, the IRS conducted another audit and challenged the use of this method. The IRS argued that the expenses couldn’t be deducted until the work was actually performed. The U.S. Tax Court agreed with the IRS, which resulted in this appeal.

Why Does This Type of Timing Issue Matter?

Before getting into the rules, it is helpful to pause to consider why this type of timing issue matters.

At first glance, this might seem like something that is not all that important. After all, the taxpayer will eventually get to deduct these expenses–it’s just a question of which tax year. But timing can have significant financial implications.

Unlike government agencies like the IRS, businesses have to answer to a number of third parties. This includes investors, lenders, landlords, and others and for smaller businesses, the business’ owners. The timing of large deductions can impact the interaction with these third parties. There are two extremes here. There are instances where a business may want a level tax liability each year. There are other instances where the business wants to time expenses so that the tax liability fluctuates. For the former, an unexpected cash-tax liability can impact operations given that taxes are often one of a business’ largest annual expenses. For the latter, the tax windfall in the low tax year may be cash that is needed to be used for capital improvements or expansion.

Underlying this is also the concept of time value of money. Taxpayers may simply prefer to get a deduction sooner rather than later. Getting a $21 million tax deduction a year earlier has real economic value due to the time value of money. Even at a modest 5% interest rate, the difference in present value is substantial.

There is also planning for tax rate changes. Tax rates may vary between years, either due to legislative changes or a taxpayer’s changing circumstances. Deducting expenses in higher-rate years can be more valuable. The same goes for loss years. The timing of large deductions can affect whether a business shows a loss in particular years, which has implications for loss carrybacks and carryforwards that can free up cash.

As you can see, this is one of the tools the tax planner has to work with to help a business achieve its financial goals.

About the Accrual Method

The timing of expense deductions depends largely on whether a taxpayer uses the cash or accrual method of accounting. The accrual method is required for many larger businesses–businesses that are large or businesses that have inventory. The accural method aims to match income and expenses to the period when they are earned or incurred–regardless of when cash changes hands. It can also be used to defer paying taxes in some cases. This differs from the cash method, where expenses are simply deducted when paid.

While the cash method is simpler, it can distort the true financial picture when large expenses are paid in different periods than the related income is received. Cash-basis businesses know this well. Cash-basis business owners or managers may feel that they are doing well financially, only to realize that they failed to account for an accrued liability that they will have to pay all at once. During this window, the business owner or manager may spend money they have on hand under the mistaken belief that they have it available to spend. This can result in default on legal obligations and, often, the business going out of business.

The “All Events” Test

This brings us to the “all events” test. The “all events” test is the name of the game when it comes to the accrual method. This test has two main requirements for liabilities:

  • All events must have occurred that establish the fact of liability
  • The amount must be determinable with reasonable accuracy

The Morning Star case focused on the first requirement–whether the fact of liability was established when the processing season ended, even though the work hadn’t been performed yet.

The “Fact of Liability” Prong

So what is the “fact of liability?” A liability is considered “fixed” when it is legally established and unconditional. The courts have established that a liability must be ‘fixed, absolute, and unconditional’ to satisfy this requirement. The liability cannot be contingent on some future event.

For example, if a business agrees to pay a bonus if certain targets are met, the liability isn’t fixed until those targets are actually met. However, once a liability is legally binding, the fact that payment will be made in the future doesn’t prevent it from being “fixed” for tax purposes.

That brings us to this case. The taxpayer in this case argued that the final production run of the season created a fixed liability because:

  • The amount was known based on historical costs
  • The loan agreements required maintaining the equipment in good working order
  • The customer contracts required continued production capabilities
  • The equipment could not be used again without reconditioning

The taxpayer essentially argued that these combined obligations created a legal duty to recondition the equipment once the season ended.

The majority of the judges in this case held that the taxpayer’s reconditioning expenses weren’t fixed at the end of the tomato season. This was largely because they did not accept the taxpayer’s arguments about its financing agreements. The court noted that because the financing agreements only required maintaining equipment in “good condition and repair, reasonable wear and tear excepted,” that is all these expenses were. The majority found these expenses to be repair costs for ordinary wear and tear that could be done at any time–not necessarily annually.

What is “Fixed” for an Annual Recurring Expense?

The dissent made several compelling arguments in this case for when an annual recurring expense like this is actually “fixed.”

The dissent argued that $21 million in damage could not possibly constitute “reasonable wear and tear.” As Judge Bumatay noted, “Ordinary wear and tear is when your bathroom’s tiles fade… It is not catastrophic damage that requires millions to repair.” The dissent also pointed out that the company’s lenders would hardly allow $21 million in unaddressed damage to their collateral. When combined with customer contracts requiring continued production, this created a fixed obligation to perform the reconditioning.

The dissent also noted that the court’s decision is at odds with other cases involving fixed liabilities. For example, the dissent cited United States v. Hughes Properties in which the Supreme Court allowed a casino to deduct guaranteed slot machine jackpots before they were won. The Court in that case focused on the fact that state law made the liability fixed and determinable. Similarly, in Gold Coast Hotel, deductions were allowed for slot club points when members accumulated enough points to qualify for prizes, even though the prizes hadn’t been claimed yet. There are also court cases that reach the same result for gift cards. These cases suggest that a liability can be “fixed” even when payment or performance occurs later.

The Takeaway

This case highlights how difficult it is to determine when an expense is really fixed. This issue is ultimately a timing issue. A little tax planning can still achieve the desired timing. Businesses with large recurring expenses should review their contracts and consider whether modifications could help establish the “fact of liability” earlier in their business cycle. These taxpayers may need to restructure their contracts to explicitly create the liability, at least on paper, for the desired tax year. This case shows exactly how the taxpayer might do that.

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Our federal tax system depends on voluntary compliance by a large segment of taxpayers. Encouraging compliance, while deterring and punishing non-compliance, remains the IRS’s greatest challenge.

To meet this challenge, Congress has armed the IRS with a myriad of civil and criminal tax penalties. These penalties are designed to address different types of non-compliance, from simple mistakes to intentional fraud.

One might expect that these penalties would increase in severity as tax positions become more egregious–that a merely negligent position would face lesser penalties than an outright frivolous one. However, the recent case of Swanson v. Commissioner, T.C. Memo. 2024-105, shows how this may not always be the case. The case raises a counterintuitive question: could a taxpayer be better off by taking a completely frivolous position rather than one that is arguably valid but ultimately incorrect?

Facts & Procedural History

The taxpayer in this case was a high school teacher. He was paid $79,186 in 2018. On his 2018 income tax return, he claimed that his wages were not taxable income. He argued that they represented “capital” rather than wages and that capital is not subject to income tax. He included a Form 4852 (substitute W-2) reporting zero wages and stating that his job was his “source of capital.” As noted below, the courts have rejected these types of tax protester arguments.

The IRS audited the tax return and, not surprisingly, proposed an accuracy-related penalty under Section 6662(a). The tax adjustment and penalty ended up in the U.S. Tax Court. During the litigation, the IRS attorney filed a motion to ask the tax court to sanction the taxpayer by imposing a frivolous position penalty under Section 6673. The court opinion addresses whether the taxpayer was liable for Section 6662 or 6673 penalties.

About Accuracy-Related Penalties

The penalty in Section 6662 is the IRS’s go-to penalty when it comes to audit adjustments. It is rare to see a case when the IRS does not automatically propose this penalty.

The Section 6662 penalty is a 20% penalty on underpayments attributable to substantial understatements of tax or negligence. To understand this penalty, we have to consider both substantial understatements of tax and negligence, as either circumstance can trigger the penalty.

A. Substantial Understatement Penalty

The accuracy-related penalty can apply if there is a “substantial understatement.” For there to be an “understatement” the taxpayer has to file a tax return and the IRS has to audit the return or adjust the account to reflect a higher amount of tax.

The understatement is said to be “substantial” if the understatement exceeds the greater of 10% of the tax required to be shown on the return or $5,000. The amount is $10,000 for corporations.

There are nuances to these rules. For example, the understatement is reduced for any portion of the underpayment for which the taxpayer had “substantial authority.” Also, the understatement does not include amounts if the relevant facts were adequately disclosed on the return and there was a reasonable basis for the tax treatment. These rules recognize that some tax positions, while ultimately incorrect, are supported by enough authority that they should not trigger penalties.

In this case, the taxpayer’s wages of $79,186 would have generated a tax liability that likely exceeded the $5,000 threshold. However, the substantial understatement penalty did not apply because the tax court determined the return was invalid, as discussed below.

B. Negligence Penalty

Section 6662(c) and the regulations define “negligence” as any failure to make a reasonable attempt to comply with tax laws. The regulations provide examples of the types of conduct are negligent. An example is a taxpayer who fails to maintain proper books and records. The same goes for a taxpayer who cannot properly substantiate claimed tax deductions or tax credits.

The penalty is intended for taxpayers who claim tax positions that have little or no merit. This includes positions that would seem “too good to be true” to a reasonable and prudent person under the circumstances.

Courts have developed this standard further, holding that a taxpayer is negligent if they fail to exercise the level of care that a reasonable and ordinarily prudent person would exercise under similar circumstances. This standard recognizes that different taxpayers have different levels of sophistication and knowledge.

In this court case, the taxpayer’s position that wages were not taxable as income was so clearly contrary to established law that it went beyond mere negligence. Rather than making a reasonable attempt to comply with the tax laws (even if done negligently), he advanced an argument that had been repeatedly rejected by courts.

The tax court held that “because [the] petitioner failed to report both his wages and his rental income on the basis of frivolous legal positions, the Form 1040 is not an honest and reasonable attempt to satisfy the requirements of the tax law.”

This is based on the Supreme Court’s test in Beard v. Commissioner, which established that for a document to constitute a valid tax return, it must (1) contain sufficient data to calculate tax liability; (2) purport to be a return; (3) represent an honest and reasonable attempt to satisfy the requirements of the tax law; and (4) be executed by the taxpayer under penalties of perjury.

The taxpayer’s frivolous position that wages are not taxable income failed the third prong of this test–it was not an honest and reasonable attempt to comply with tax law. Because the document was not a valid return, it could not support the imposition of a Section 6662 penalty. As such, the court concluded that the taxpayer was not subject to the accuracy-related penalty.

The Frivolous Return & Position Penalties

Avoiding the accuracy-related penalty does not mean that the taxpayer is in the clear. A taxpayer advancing completely baseless arguments isn’t being careless–they are doing something qualitatively different that Congress addressed through Section 6702’s frivolous return penalty and Section 6673’s frivolous position penalty.

A. The Frivolous Return Penalty

Section 6702 allows the IRS to impose a $5,000 penalty for filing a frivolous tax return. Unlike the Section 6673 penalty described below, which requires tax court litigation, the IRS can assess this return penalty administratively.

The penalty applies to tax returns that reflect a position identified by the IRS as frivolous or which reflects a desire to delay or impede tax administration. It can even apply to a mentally incompetent person who might not otherwise be held legally liable for other penalties.

This penalty can apply even if the return is otherwise valid. For example, a return that correctly reports income but includes frivolous arguments in an attachment can trigger this penalty. The penalty can also apply to amended returns and requests for collection due process hearings that raise frivolous arguments. The IRS can assess multiple $5,000 penalties if the taxpayer files multiple frivolous returns or documents.

B. The Frivolous Position Penalty

Section 6673 allows the tax court to impose a penalty of up to $25,000 when a taxpayer maintains frivolous or groundless positions. Unlike the Section 6702 penalty, this penalty can only be imposed by the Tax Court, not by the IRS administratively. The purpose, as the court noted citing Takaba v. Commissioner, is “to compel taxpayers to think and to conform their conduct to settled principles before they file returns and litigate.”

The key distinction is that this penalty focuses on the taxpayer’s conduct during litigation, not just the filing of the return. The Tax Court can impose this penalty if it finds that:

  • The taxpayer instituted or maintained proceedings primarily for delay
  • The taxpayer’s position is frivolous or groundless
  • The taxpayer unreasonably failed to pursue available administrative remedies

The amount of the penalty – up to $25,000 – is discretionary and often reflects factors such as:

  • Whether the taxpayer has a history of raising frivolous arguments
  • Whether the taxpayer has been warned about frivolous positions
  • Whether the taxpayer has been previously sanctioned
  • The amount of court resources wasted

This penalty serves a different purpose than the Section 6702 penalty. While Section 6702 penalizes the act of filing a frivolous return, Section 6673 penalizes the persistence in advancing frivolous arguments after having the opportunity to abandon them. This is why the tax court often warns taxpayers during tax litigation that continuing to advance frivolous arguments could result in sanctions under Section 6673.

C. What Makes a Return “Frivolous?”

So what makes a position “frivolous?” The short version is that a frivolous position is one that has been repeatedly rejected by the courts or has no basis in law. The IRS maintains a list of these positions in Notice 2010-33. These positions are often advanced by tax protesters and include arguments such as:

  • Wages are not income because they are an equal exchange of labor for money
  • Only foreign-source income is taxable
  • The 16th Amendment was not properly ratified
  • Federal Reserve Notes are not legal tender
  • A taxpayer is not a “person” subject to tax
  • Filing a tax return is voluntary

Courts do not entertain these types of arguments because they have no basis in law and have been repeatedly rejected. When a taxpayer advances such arguments, they are not making a good faith attempt to comply with the tax laws. Rather, they are taking a position that is contrary to well-established law. This is different from a taxpayer who makes a mistake or takes an aggressive but colorable position on an unsettled area of tax law.

D. The IRS’s Frivolous Return Program

The IRS has a team that is tasked with identifying and processing frivolous tax returns. This is handled by the IRS service center when returns are filed.

When a return is identified as potentially frivolous, it is routed to the Frivolous Return Program in the Campus Operations unit. This specialized unit reviews the return to determine whether it contains positions identified as frivolous in Notice 2010-33 or otherwise reflects a desire to delay or impede tax administration. This allows the IRS to track patterns and identify emerging frivolous arguments.

Once a return is identified as frivolous, several things may happen:

  • The IRS may freeze any claimed refunds
  • The return may be adjusted to reflect the correct tax liability
  • The Section 6702 penalty may be assessed
  • The taxpayer may be referred for potential criminal investigation
  • The return preparer, if any, may be investigated for potential penalties

The IRS also maintains a database of taxpayers who have filed frivolous returns. This helps identify repeat offenders and can influence penalty determinations in future cases, as demonstrated by the court’s consideration of the taxpayer’s history in this case. These actions are all handled by the service center and generally not by the IRS auditor who is assigned to work the tax return if it is pulled for audit. This is a key aspect of how one might navigate these penalties.

Navigating the Various Penalties

In this case, the court imposed the maximum $25,000 penalty under Section 6673. The court noted that the taxpayer had a long history of taking frivolous positions regarding his tax liability and had been previously sanctioned by both the tax court and the Eleventh Circuit. Despite these prior sanctions and repeated warnings, the taxpayer continued to advance arguments that courts had uniformly rejected. The taxpayer’s persistence in the face of clear precedent and prior sanctions led the court to impose the maximum penalty.

However, the interplay of these penalty provisions creates an interesting strategic consideration. Consider a modified version of the facts: A taxpayer files a frivolous return asserting wages are not taxable income. The IRS examines the return and proposes only the accuracy-related penalty, not the Section 6702 frivolous return penalty. When the case reaches tax court, instead of persisting with the frivolous argument, the taxpayer argues only that the Section 6662 penalty cannot apply because the return was invalid under Beard. Following the reasoning in this case, the court would likely agree that no valid return was filed, meaning no accuracy-related penalty could apply.

By abandoning the frivolous position before litigation, the taxpayer could potentially avoid both the Section 6673 penalty (which requires maintaining the position in court) and the accuracy-related penalty (which requires a valid return). This seems to create a counterintuitive result where filing a frivolous return might lead to a better outcome than filing a merely negligent return.

This is not to say that taxpayers should plan on filing frivolous tax returns. The IRS has many other tools to combat frivolous positions, including the Section 6702 penalty, civil fraud penalties, and in egregious cases, criminal prosecution. As such, this article is focused on how one might proceed if they have already filed such a return and the IRS has audited the tax return or made adjustments to it.

Takeaway

This case shows the distinction between different penalties for false or incorrect tax returns. A taxpayer who makes an honest mistake due to the complexity of the tax law may face a 20% accuracy-related penalty. The same is true for a taxpayer who takes an aggressive but arguably supportable position that is ultimately rejected. However, paradoxically, a taxpayer who takes a completely frivolous position may escape the accuracy-related penalty altogether. Then they would just have to avoid the Section 6673 penalty by not maintaining their position during litigation.

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In 40 minutes, we’ll teach you how to survive an IRS audit.

We’ll explain how the IRS conducts audits and how to manage and close the audit.  



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