Taxes and Flow-Through Entities in Divorce – Houston Tax Attorneys


When a marriage involving owners of a flow-through entity is on the rocks, the intertwining of personal and business finances can create significant tax complications. This is especially true when one spouse is more involved in the business operations than the other.

There are more than just tax issues to consider in divorce. But taxes are often one of the largest expenses and they do present obstacles and tax planning opportunities in divorce. The recent Veeraswamy v. Commissioner, T.C. Memo. 2024-85, case provides an opportunity to consider this question. It involves a couple that owned an S corporation and how to allocate the income and expenses from that entity leading up to and during the divorce process.

Before getting into this case, it’s important to note that significant differences apply in community property states, such as Texas and California. This article focuses on common law states, as the Veeraswamy case does not involve a community property state. We have other articles on this site that address those topics, such as this article on innocent spouse relief and this article on the election process for S corporations, among others.

Facts & Procedural History

In this case, the taxpayer-wife and her husband formed an S corporation in 2000. They each owned a fifty percent interest in the business. The business’s primary asset was an apartment complex purchased in 2005, which had about 70 tenants, including three commercial units.

As their marriage deteriorated, the husband began to isolate the taxpayer-wife from the business operations. By 2011, the taxpayer-wife had moved out and filed for divorce. In 2013, the husband filed for Chapter 11 bankruptcy protection on behalf of the business. He represented to the bankruptcy court that he was the sole owner.

In 2014, the business’s primary asset, the apartment complex, was sold for $7.6 million, resulting in a substantial gain. After paying the business’s debts, there was a nearly $2 million surplus. The taxpayer-wife, believing she was no longer a shareholder, did not report any of this income on her tax return. In fact, she did not file a tax return for 2014.

The husband then died in 2019. After his death, the taxpayer-wife discovered corporate documents proving her continued fifty percent ownership interest in the business. She used these records to file an amended proof of claim in her late husband’s bankruptcy case, asserting her right to half of the business’s surplus funds from the 2014 sale.

In 2022, the bankruptcy court approved a settlement that paid the taxpayer-wife $486,038 to satisfy her equity claim in the business, along with $480,000 in domestic support. However, she didn’t report these amounts on her 2022 tax return.

The IRS then audited the taxpayer-wife‘s income tax returns and, given that no tax return was filed for 2014, prepared a “substitute for return” for her. The IRS’s substitute return determined that the taxpayer-wife owed taxes on her fifty percent portion of the business’s 2014 income, including half of the $1.9 million capital gain from the sale of the apartment complex.

The case ended up in the U.S. Tax Court. The primary issue was whether the taxpayer-wife was a fifty percent owner of the business in 2014 and, thus, liable for the taxes on her share of the company’s income for that year.

Flow-Through Taxation

Let’s start with the concept of flow-through taxation. Flow-through entities, such as partnerships, S corporations, and certain trusts, generally do not pay taxes at the entity level. Instead, the income, deductions, and credits “flow through” to the owners, who report these items on their individual tax returns. This tax treatment applies regardless of whether the owners actually receive distributions from the entity.

We can see this in the Veeraswamy case. In the Veeraswamy case, the business elected to be an S corporation. As the owner of an apartment compelex (and probably engaged in tax planning for real estate), the S corporation likely had rental income, depreciation expenses, mortgage interest expenses, and property management costs. These items would be reported by the business owners of the S corporation. The owner would then report their share of these items on their individual tax returns, regardless of whether they received any actual distributions from the business.

Tax Filing Status for Divorcing Couples

This gets into questions about the tax-filing status for the couple. This is one of the preliminary tax decisions that divorcing couples have to make and other tax implications build off of this decision.

Leading up to and during the divorce process, many taxpayers choose to file as married filing separately. By filing as married separately, each spouse agrees to pay tax on just their income and deduct their expenses. If the parties can work together, they can usually find ways to reduce their combined income tax liability. For example, they can agree on who is to claim children on their tax returns as dependents, for child tax credits, etc. when the custodial parent is not able to benefit from these tax attributes on their own return. They may also agree to different allocations of income and expenses.

This type of tax planning is often not possible given the spouse’s positions in the divorce proceeding or acrimony, and the impact that these decisions can have on the outcome of property awards or divisions during the divorce proceeding. In these cases, the default is often that the spouses have their accountants exchange notes, with each reporting fifty percent of the items of income and expense.

In other cases, one or both spouses just don’t file income tax returns at all pending the divorce. This wait-and-see approach leaves the spouses on the hook for substantial late filing penalties and late payment penalties. We saw that approach in the Veeraswamy case. In the Veeraswamy case, the taxpayers eventually filed separately, but the husband apparently was not sharing information about the business with the wife. As a result, she did not file returns and did not report her share of the income from the business. This left the IRS in a position to go back and make adjustments later, which they did. Had the taxpayer-wife filed her returns, even without complete information, she could have started the assessment statute running and it may have prevented the IRS from making later adjustments to her income. It may have also helped her avoid having to pay significant tax penalties to the IRS.

Disputes as to Business Ownership

While parties or the family law court may decide who owns a business after divorce, determining responsibility for taxes prior to divorce can be complex. In common law states, the actual owner(s) of the business is responsible. But who exactly is the owner? This was the primary issue in the Veeraswamy case.

In Veeraswamy, the husband had shut the taxpayer-wife out of the business and had represented that he was the sole owner of the business to the bankruptcy court. The taxpayer-wife did not believe that she had an ownership interest in the business prior to the time her husband and then ex-husband died. The taxpayer-wife discovered her ownership and was able to claw back a distribution of the sales proceeds from the business in bankruptcy, but, as the tax court found, this resulted in her being an owner and liable for the flow-through income for 2014.

This fact pattern raises the question of whether the taxpayer-wife abandoned her interest. Put another way, did she acquiesce in the transfer of ownership of the business to the husband such that she abandoned her interest in the entity (and could she have abandoned the interest and then re-acquired it)? The taxpayer-wife did not raise the issue, but the tax court did on her behalf.

There is case law that says one can in fact abandon an interest in a business. These court cases generally say there has to be some overt act of abandonment, and no hope of recovering the asset. In this case, the tax court said that the taxpayer-wife’s pursuit of her distribution in the bankruptcy showed that she had not abandoned her interest.

For someone in the taxpayer-wife’s position, there’s a cost-benefit analysis to consider: Is the potential income from a distribution worth more or less than the potential tax liability on omitted flow-through income? This analysis can be particularly challenging in cases where the business hasn’t sold a significant asset, potentially leaving flow-through tax liability higher than any cash the spouse might receive.

Records of Business Income and Expenses

Since the tax court found that the taxpayer-wife was a part owner in the business, she was responsible for paying tax on half of the items of income and expense for the business. This in turn raises the question as to how would she report these amounts if she did not track these amounts each year?

The husband did not share this information with the taxpayer-wife. How is the taxpayer-spouse to know that the husband reported the amounts correctly–or if he reported them at all? The facts could have been different in that the husband may not have filed a Form 1120S for the business. That is a common scenario in divorce proceedings. This situation compounds the problem as the spouse who does not have records of the business income or expense has no basis for even knowing how to report the income and expense from the business on their tax returns. This usually needs to be addressed through the family law court, and in some cases, the non-business spouse may need to file a return reporting an estimate with the intent of filing an amended return later to correct the estimate.

The other records issue in the Veeraswamy case involved the tax basis in the S corporation. Tax basis is generally the investment in the entity. It is a floating number that changes from year to year as contributions and distributions are made to the business. This is important, as it was in this case, as the tax basis represents already taxed money. Thus, on the sale of the business, like in this case, this amount is not taxed a second time.

Couples going through divorce or who are negotiating divorce terms may not be willing to share information to be able to accurately report this amount. In the Veeraswamy case, the taxpayer’s lack of documentation about her basis in the S corporation complicated her tax situation when the IRS determined she was still an owner. The IRS auditor appears to have accepted the number provided by the husband before he died, but this number may have been understated and the absence of knowledge may have put the taxpayer-wife in an unequal bargaining position and a position where she ended up paying tax on already taxed money.

This shows how important it is for the spouses to share and obtain records for several years prior to any divorce even being filed. As in this case, without this information, a spouse may end up in an unequal bargaining position or paying tax on already-taxed money.

Tax Planning or Mitigation Options

Given these issues, it is often helpful if the couple can work together, at least minimally, to reduce their combined tax liabilities. The divorce process does create some interesting tax planning opportunities.

The Tax Cuts and Jobs Act eliminated the alimony tax deduction which used to be at the heart of this type of tax planning, but, even then, opportunities still abound. This can range from simple planning involving QDROs for retirement accounts, to disporportionate distributions from S corporations, to strategic S corp conversions and terminations, to distribution of appreicated assets, to more involved income-shifting strategies.

For example, separating or divorcing spouses can often come to an agreement on how business income and losses will be reported during the separation and divorce process. Given the circumstances and that the IRS is likely to get involved, this type of agreement should be in writing and may need to be incorporated into your divorce settlement.

There are other planning opportunities too. Even those with outstanding tax balances can often find ways to use the process to cut their tax liabilities. One possibility might be to plan to take advantage of the innocent spouse relief rules. This could entail filing joint income tax returns, knowing that one spouse is going to take steps to qualify for this type of relief and the other spouse is going to discharge the tax liability in bankruptcy or with an offer in compromise.

Takeaway

The Veeraswamy case shows some of the challenges spouses face when divorcing and dealing with flow-through entities. Flow-through entities can make this very difficult. As this case shows, simply being excluded from business operations does not necessarily negate one’s ownership interest or tax liability for the business’s income. As with most things related to taxes, documentation is often key. This, plus some minimal cooperation between the spouses can go a long way in ensuring that the tax liability is correctly reported and, perhaps, minimizing the taxes as well.

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When it comes to tax deadlines, taxpayers are often held to strict standards. Miss a filing deadline by a day, and the taxpayer could lose their rights and/or ultimately be stuck with a higher tax balance.

But what happens when it’s the IRS that has a deadline to meet? The short answer is that the courts often interpret rules more liberally when it comes to IRS deadlines. While hardly ever expressly stated in the court opinions, the policy seems to be to allow the IRS more time to operate. Underlying this is the concept that the IRS uses bulk processing methods for administering our tax laws. This often unstated policy underpins many court decisions involving tax matters.

A prime example of this is the two-year deadline for the IRS to disallow an offer in compromise submitted to settle a tax debt. Despite the clear statutory language and the sheer volume of OICs submitted each year, notably absent are reported court cases where taxpayers have prevailed on this issue—even though taxpayers submit thousands of offers each year and the IRS bulk processing undoubtedly misses deadlines. This is particularly acute now, given that the IRS essentially shut down for more than a year as many of its employees were not required to work during COVID.

The Brown v. Commissioner, No. 23-70009 (9th Cir. 2024), case provides an opportunity to consider this issue. It addresses the question of whose rejection of an OIC matters–the IRS collection function’s or the IRS appeals officer’s.

Facts & Procedural History

The taxpayer received a notice of federal tax lien based on unpaid taxes for the 2009 and 2010 tax years. Exercising their rights under the tax code, the taxpayer requested a Collection Due Process (“CDP”) hearing.

In April 2018, during the CDP hearing, the taxpayer submitted an offer in compromise to settle their outstanding tax liabilities.

Instead of deciding whether to accept the OIC directly, the Appeals settlement officer forwarded the OIC to the IRS’s Centralized Offer-in-Compromise Unit within the IRS Collection Division. This unit, in turn, returned the offer to the taxpayer, citing pending investigations that might affect the tax liability.

The taxpayer disagreed with this decision and raised the issue with the appeals officer as part of the CDP hearing process. However, the appeals officer did not act quickly. More than 24 months passed so one would think that the offer was “deemed accepted” under Section 7122(f). The appeals officer did not agree, concluding that the IRS Collection Division’s earlier return of the offer had stopped the 24-month clock.

This dispute eventually made its way to the U.S. Tax Court, which ruled in the IRS’s favor, and then, in the current court opinion, to the Ninth Circuit Court of Appeals.

About the IRS Collection Due Process Hearing

The IRS is required to afford taxpayers a collection due process hearing before taking certain collection actions.

These hearings can be requested when a taxpayer receives a notice of federal tax lien or a notice of intent to levy. The purpose is to provide taxpayers an opportunity to dispute the proposed collection action before an impartial IRS Appeals settlement officer.

These hearings are intended to satisfy the Constitutional requirement that the government not take a person’s life, liberty, or property without due process of law.

The law itself is found in Sections 6320 and 6330 of the tax code. These sections set forth a number of rules and limitations for CDP hearings. For example, they say that taxpayers can raise various issues during the CDP hearing, including challenges to the underlying liability (in certain circumstances), proposed collection alternatives, and procedural irregularities. One common collection alternative is the offer in compromise, which is at issue in the Brown case.

The hearing concludes with the IRS issuing a Notice of Determination. These notices explain, usually in detail, how and why the IRS thinks that it complied with all laws in assessing and collecting the tax. They will often sustain or not sustain the IRS collection function‘s collection action. The determination in this notice can be appealed to the U.S. Tax Court.

Internally, the IRS appeals officer will prepare an appeals case memorandum and/or, if an OIC is submitted, a Form 14559, Appeals Offer in Compromise Memorandum. The Form 14559 is often used as it has a table to list the taxpayer’s income, allowable expenses, and assets. This is easier for the appeals officer to fill out than manually writing a memo on the topic. These documents are usually not released to the taxpayer if they are not requested, but they serve as the equivalent of what an opinion a court might write explaining and justifying its determinations.

About the IRS Offer in Compromise

This brings us to the offer in compromise. An OIC is a formal proposal to settle a tax debt for less than the full amount owed.

The rules for the OIC are found in Section 7122 which just authorizes the IRS to compromise tax liabilities. The IRS promulgated regulations that provide additional instructions on the OIC. And, since the OICs are a matter of discretion with the IRS, the rules in the IRS’s Internal Revenue Manual (its employee policy manual). Many of the rules are found in Section 5.8 of the IRM. The rules in its forms and instructions for the OIC are also relevant.

This guidance generally says that there are two types of OICs: doubt as to collectibility and doubt as to liability. Most OICs are submitted based on doubt as to collectiblity. For doubt as to collectibility OICs, the IRS considers the taxpayer’s reasonable collection potential (“RCP”). This includes factors such as the taxpayer’s value of assets (including dissipated assets), the taxpayer’s income, and the taxpayer’s future earning potential. The IRS typically accepts an OIC if it represents the most the IRS thinks it can expect to collect within a reasonable period given its mechanical rules for determining what it can collect. There are also various procedural rules, such as rules about how submitting an offer extends the IRS’s collection period.

This brings us to the two-year deemed accepted rule. This rule is set out in Section 7122(f), which provides that an OIC “shall be deemed to be accepted by the Secretary if such offer is not rejected by the Secretary before the date which is 24 months after the date of the submission of such offer.”

The OIC Submitted During the CDP Hearing

The Brown case raises a number of questions about how the 24-month deemed acceptance rule applies when an OIC is submitted during a CDP hearing. As we see in Brown, the IRS often sends such offers to the Collection Division for initial review before returning them to Appeals for a final decision as part of the CDP process.

The IRS will issue the taxpayer a Letter 3820 for this purpose. The letter is prepared by IRS Appeals but mailed out by the IRS centralized offer in compromise unit (i.e., it is mailed by IRS collections). The letter tells the taxpayer that the OIC has been sent to IRS collections and that the taxpayer has the ability to respond to their determination.

The IRS appeals office will then hold the case pending a response from the IRS collection function. The collection function may contact the taxpayer, as it might in other non-CDP cases, or it might just send an acceptance or rejection letter. It is more common for the collection function to simply send an acceptance or rejection letter. The appeals officer will then be notified of the outcome, and they have the final say in whether to sustain or reject the collection function’s determination.

Application of OIC Deemed-Accepted Rule

The Brown case opinion issued by the Ninth Circuit Court of Appeals addressed several issues about the OIC deemed-accepted rule when an OIC is submitted as part of the CDP hearing process.

The key contention in Brown was whether the “rejection” for purposes of the 24-month period is based on the return by the campus processing center or the Notice of Determination issued by the appeals officer. The majority opinion in Brown held that the Collection Division’s return of the offer was sufficient to stop the 24-month clock, even though it occurred outside the context of the CDP hearing.

The concurring opinion in Brown argued that the submission of an OIC during a CDP hearing negates the 24-month deemed acceptance period. Thus, according to the concurring opinion, OICs submitted during a CDP hearing do not come with a 24-month deemed acceptance rule. The concurring opinion phrased this as a tradeoff of OICs not being judicially reviewable if submitted outside of the CDP hearing process, and reviewable if submitted as part of the CDP hearing process. Basically, you get judicial review, but you do not get a 24-month deemed acceptance rule.

The dissenting opinion in Brown concluded that the IRS appeals officer’s determination was the one to be considered. It argued that only the appeals officer’s determination should count as a “rejection” for purposes of Section 7122(f) when an OIC is submitted as part of a CDP hearing. Thus, the dissent sided with the taxpayer that the 24-month period had lapsed.

From a practical perspective, even though it would have handed the taxpayer a win in this case, the dissent may have gotten this decision right. The majority holding in the Brown case is a taxpayer-favorable decision. In this fact pattern, it has been our experience that the IRS collection function often fails to notify the taxpayer that the offer was returned or rejected. It is usually the IRS appeals officer who follows up much later and informs the taxpayer that the offer was returned or rejected. Given this process, there is a high probability that the IRS may miss the 24-month period. The majority decision puts the burden on the IRS appeals officer to confirm that IRS collection sent the notice. IRS Appeals may not always be able to do this.

Takeaway

The Brown case is only applicable to taxpayers in the ninth circuit. It is persuasive authority for how the courts might rule in similar cases for taxpayers in other circuits. The case highlights the interplay between CDP hearings and the OIC process for the 24-month deemed acceptance rule. The case suggests that the IRS may inadvertently accept OICs in cases where the IRS’s internal communication breaks down, which happens quite often in CDP hearing cases. This case opens the door for taxpayers to raise this as an issue in CDP hearing cases.

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