4Thought Blog

4thought graphic - blog 2020

Business Deductions: New Lessons from U.S. Tax Court

Posted by Concannon Miller on Thu, Sep 21, 2017

Find me on:

Business Deductions: New Lessons from U.S. Tax CourtFederal tax law allows deductions for many items, such as legitimate business expenses and charitable donations. But, if you claim deductions on your tax return, you also must maintain adequate records to support them. If your tax return is audited, missing or incomplete records could lead to additional taxes, interest and penalties, as these three recent U.S. Tax Court cases demonstrate.

  1. Alan Brookes, et ux. v. Commissioner (TC Memo 2017-146)

In this decision, the taxpayers were a married couple who filed a joint tax return. They operated the husband's financial services and consulting business, along with the wife's art business, through an S corporation. The S corporation's losses were passed through to the couple's personal tax return.

The IRS audited the couple's tax returns for the 2010 through 2012 tax years, and disallowed many of the business's deductions, increasing the taxpayers' taxable income for the three years in question. For example, deductions the taxpayers claimed for travel, meals, entertainment and auto expenses were disallowed because the taxpayers had failed to:

  • Keep contemporaneous records,
  • Categorize the expenses, and
  • Separate business expenses from personal expenses.


However, the IRS allowed partial deductions for advertising, rent, gallery fees and supplies related to the wife's art business, because the taxpayers had kept receipts from one of the tax years that showed purchase dates and amounts paid. Other deductions were allowed based on the wife's oral testimony in conjunction with some sketchy recordkeeping.

The IRS also allowed partial deductions for amounts paid for massage therapy to treat the wife's severe scoliosis, because the S corporation operated a medical expense reimbursement plan. However, deductions the taxpayers claimed for other medical expenses were disallowed due to inadequate recordkeeping.

The Tax Court concluded that the IRS had acted properly when it disallowed many deductions and also agreed that the taxpayers owed the 20% penalty for negligence on the additional tax assessed. The court opined that the taxpayers had failed to produce adequate records to support the disallowed expenses or demonstrate reasonable cause or good faith in claiming the disallowed expenses. Ultimately, the Tax Court sided with the IRS, charging the taxpayers with additional federal income tax of roughly $122,000 and a 20% negligence penalty of more than $24,000.

READ MORE: The 10 Top Tax Benefits for Businesses

  1. New Call-to-action Stephen Drah v. Commissioner (TC Memo 2017-149)

In another recent Tax Court case, the taxpayer worked as an independent contractor for FedEx. Specifically, the taxpayer's wholly owned C corporation contracted to provide services to FedEx and then paid wages to the taxpayer. On his individual return, the taxpayer claimed deductions for contract labor expenses, as well as vehicle depreciation, repair and maintenance.

The IRS audited the taxpayer's tax return for the 2011 tax year and determined that the taxpayer had generally failed to substantiate the amount and business purpose of many expense deductions. Other business expense deductions — including those related to a vehicle leased by the corporation — were properly deductible by the corporation (and presumably were) but not by the taxpayer on his personal return.

The Tax Court concluded that the taxpayer owed additional income tax of roughly $12,000, plus nearly $4,000 in penalties for failure to file his personal return on time, failure to pay personal federal income tax and failure to make estimated tax payments.

  1. Mark R. Ohde v. Commissioner (TC Memo 2017-137)

Another recent Tax Court decision involved married taxpayers who claimed charitable contribution deductions totaling more than $146,000 on their joint 2011 federal income tax return for donations of clothing, media, furniture and other household items. The taxpayers claimed to have donated more than 20,000 items to Goodwill.

The IRS audited the couple's tax return and disallowed $145,000 of the claimed charitable contribution deductions. Why? The taxpayers had failed to properly substantiate noncash contributions that were purportedly worth more than $250. The receipts supplied by Goodwill didn't describe the specific items contributed or indicate the number of items of any particular type. Instead, they simply stated that the thousands of items delivered fell into the categories of clothing, shoes, media, furniture and household items. In addition, donations that were purportedly worth more than $5,000 weren't supported by qualified appraisals.

The Tax Court concluded that the IRS had acted properly in disallowing $145,000 of charitable deductions and assessing the 20% negligence penalty (based on the taxpayers' inadequate recordkeeping). The Tax Court noted, "The term 'negligence' includes any failure to make a reasonable attempt to comply with the tax laws, and 'disregard' includes any careless, reckless, or intentional disregard" of the tax laws. The court concluded that recordkeeping failures can amount to negligence.

READ MORE: Own a Business With Your Spouse? Check Out These Self-Employment Tax Reduction Strategies

How Long Should You Retain Tax Records?

In general, any written evidence that supports figures on your tax return, such as receipts, expense logs, bank notices and sales records, should generally be kept for at least a three-year period. That's because the statute of limitations generally runs out three years from the due date of the return for the year in question or the date you filed, whichever is later. So in most cases the IRS can decide to audit your return anytime within that three-year window.

You can also file an amended return on Form 1040X during this time period if you missed a deduction, overlooked a credit or misreported income.

Important note: There are some cases when taxpayers get more than the usual three years to file an amended return. You have up to seven years to take deductions for bad debts or worthless securities, so don't toss out records that could result in refund claims for those items.

So, does that mean you're safe from an audit after three years? Not necessarily. There are some exceptions. For example, some records support figures affecting multiple years, such as carryovers of charitable deductions, net operating loss carrybacks or carryforwards, or casualty losses. The IRS recommends that you save these records until the deductions no longer have effect, plus seven years.

Alternately, if the IRS has reason to believe your income was understated by 25% or more, the statute of limitations for an audit increases to six years. Or, if there's suspicion of fraud or you don't file a tax return at all, there is no time limit for the IRS to launch an inquiry.

In addition, you should keep records related to real estate for as long as you own the property, plus three years after you dispose of it and report the transaction on your tax return. Throughout ownership, keep records of the purchase, as well as receipts for home improvements, relevant insurance claims and documents relating to refinancing. These help prove your adjusted basis in the home, which is needed to figure the taxable gain at the time of sale, or to support calculations for rental property or home office deductions.

Likewise, keep the records for securities for as long as you own the investments, plus the statute of limitations on the relevant tax returns. To accurately report taxable events involving stocks and bonds, maintain detailed records of purchases and sales. These records should include dates, quantities, prices, reinvestment of dividends, and investment expenses, such as broker fees.

Bad Records, Bad Outcome

These cases show that inadequate support for tax deductions — such as lack of receipts and other documentation, the use of confusing and inconsistent accounting techniques, and vague testimony — can have expensive tax consequences. In addition to owing additional tax, taxpayers who claim unsubstantiated deductions may also be assessed interest and penalties on their unpaid taxes.

The Internal Revenue Code, the IRS, and the courts don't distinguish between completely bogus deductions and deductions for legitimate, but unsupported, expenses. In either case, you can get into the same amount of trouble. Will your recordkeeping practices survive IRS scrutiny? Contact us for advice on how to fortify your recordkeeping procedures and help support your valuable tax write-offs.

Sign up for more Timely Tips for Businesses

© 2017

Topics: Business tax planning

Concannon Miller’s unique, holistic and intimate approach to financial health sets us apart from smaller CPA firms with more limited resources as well as mega firms where mid-sized clients struggle for attention. Contact us here to talk about improving your business.

This communication is designed to provide accurate and authoritative information in regard to the subject matter covered at the time it was published. However, the general information herein is not intended to be nor should it be treated as tax, legal, or accounting advice. Additional issues could exist that would affect the tax treatment of a specific transaction and, therefore, taxpayers should seek advice from an independent tax advisor based on their particular circumstances before acting on any information presented. This information is not intended to be nor can it be used by any taxpayer for the purposes of avoiding tax penalties.

Subscribe for more Timely Tips for Businesses

Recent Posts