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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Can you deduct costs incurred while investigating whether to start a business? What if you spend several years researching, planning, and preparing to launch and you incurred costs during these years to do so?

Are these expenses deductible in the years before your business officially begins operations? Does the answer change if the business actually starts and is not just a start-up that never started?

The rules for “pre-start-up” businesses are not all that clear. Court cases like the recent Eason v. Commissioner, T.C. Summary Opinion 2024-17, help explain when these pre-start-up costs are deductible.

Facts & Procedural History

The taxpayer in this case, an engineer by profession, lost his job around the start of 2016. He and his spouse decided to explore various ways to earn a living.

The couple enrolled in two courses offered by a real estate investment seminar company. They paid this company $41,934 for courses in 2016.

The couple then formed a corporation on July 29, 2016, and made an election to have it taxed as an S corporation. The stated purpose of the S corporation was to provide advice and guidance to real estate owners and investors, though the specific services it intended to offer remained unclear.

Throughout 2016, the taxpayers had business cards and stationery printed and attended some training sessions related to the courses they were taking. However, by the end of 2016, no income had been generated from these activities which seems to have been because the seminar business went out of business.

On their federal income tax returns for 2016, the taxpayers claimed deductions for expenses related to the S corporation, including the cost of the education courses.

The IRS audited the taxpayers’ 2016 tax returns and concluded that the business expenses were not deductible. It denied the deductions and proposed an accuracy related penalty. This disagreement eventually led to litigation in the U.S. Tax Court.

About Section 162

Section 162 is the section that allows for a deduction for most business expenses. More specifically, it provides a tax deduction of “ordinary and necessary expenses paid or incurred during the taxable year in carrying on any trade or business.” This seemingly straightforward provision has been the subject of extensive interpretation by courts and the IRS over the years.

The term “ordinary” in this context doesn’t mean common or frequent. Instead, it refers to expenses that are normal, usual, or customary in the particular business. An expense can be ordinary even if it occurs only once in a taxpayer’s lifetime. The “necessary” requirement is generally interpreted to mean appropriate and helpful for the development of the taxpayer’s business.

As relevant to this article, the statute also says that the expense has to be for “carrying on any trade or business.” This language implies that the business must already be in existence for expenses to be deductible under Section 162. Expenses incurred before a business begins operations are generally not deductible under this section.

The question of when a business officially begins “carrying on” its activities is not always clear. Courts have developed various tests and factors to determine this, including whether the taxpayer has made a firm decision to enter into business and whether they have taken substantial steps to prepare for business operations.

Start-Up Tax Rules Under Section 195

Recognizing the potential unfairness of disallowing all pre-operational expenses, Congress enacted Section 195 in 1980. This section deals specifically with start-up expenditures and provides some relief for taxpayers incurring costs before their business begins.

Under Section 195, start-up expenditures are defined as amounts paid or incurred in connection with:

  1. Investigating the creation or acquisition of an active trade or business,
  2. Creating an active trade or business, or
  3. Any activity engaged in for profit before the day on which the active trade or business begins, in anticipation of such an activity becoming an active trade or business.

However, these expenses are not immediately deductible. Instead, they are treated as deferred expenses. Once the business actually begins operations, the taxpayer can elect to deduct a portion of these start-up costs (up to $5,000, reduced by the amount by which the start-up costs exceed $50,000) in the year the business begins. The remainder is amortized over a 180-month period beginning with the month in which the business starts.

It is important to note that Section 195 only applies once the business actually starts. If a planned business never comes to fruition, these rules don’t apply, and the expenses generally cannot be deducted or amortized.

When Does a Business Start for Tax Purposes?

This brings us to the very question presented by this court case. When does a business start for tax purposes? (This question is very similar to the question of when is real estate placed in service for tax purposes)

The determination of when a business begins is required for applying both Section 162 and Section 195. To understand the answer, we have to start with the Richmond Television Corp. v. United States, 345 F.2d 901 (4th Cir. 1965) case. This is a landmark court case that has been cited many many times.

In Richmond Television, the court said that a taxpayer has not “engaged in carrying on any trade or business” within the meaning of Section 162 until the business has begun to function as a going concern and performed those activities for which it was organized. The company in that case was denied deductions for staff training expenses incurred two years before it received its broadcasting license and went on air.

Like Richmond Television, the taxpayers in Eason incurred significant expenses (course fees, business formation costs) before generating any income. However, the timeline in Eason was much shorter – all within one tax year. Richmond Television involved expenses incurred several years before the business operations started.

More importantly, the critical fact in Richmond Television was when the FCC license was issued. This provided a definitive fact or event that one can point to. The Eason case did not have a definitive event like this. The court in Eason notes that there is no license required for the taxpayer’s business activities in Eason. Thus, the nature of the planned business (real estate advising) didn’t require a specific license or permit to begin operations, which would have provided an identifiable marker for when the business could have started.

Given the short time frame and the absence of an identifiable marker, the U.S. Tax Court focused on the evidence that the taxpayers had actually started providing any services by the end of 2016. The court noted that there was no evidence of this. The court completely discounted the activities of forming a corporation, taking courses, getting business cards, etc. The court simply concluded that there was no indication that the taxpayers had begun to function as a going concern or performed the activities for which their business was organized.

This decision shows that merely taking preparatory steps, even significant ones like forming a legal entity and investing in education, is not enough to be considered “carrying on” a trade or business. The court’s analysis suggests that there needs to be some actual attempt to provide services or generate income, even if unsuccessful, to cross the threshold into an active trade or business. With that said, even if the business has started, this does not mean that the expenses are deductible. The IRS can also assert that a business that has started was really a hobby and not a business at all.

The Takeaway

This case shows the type of challenges taxpayers face in deducting expenses related to new business ventures. When taking deductions for these types of expenses, taxpayers should carefully consider the timing and nature of business activities when planning to claim deductions for new ventures. This case also shows why it is important to document preparation activities in addition to actual attempts to conduct business operations. This should include steps that go beyond the steps the taxpayers took in this court case. A misstep here can result in signficant tax balances, which would no doubt mean the end of the start-up as a viable business.

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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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