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Agent Fees Often Raise A Red Flag To The IRS

Last week I published a couple of posts about taxes (see Cliff Lee Thinking About Texas Taxes and Did Taxes Have A Role In Cliff Lee’s Decision?).  I have no formal education in that particular area and I imagine that many agents similarly are not well versed on various state and federal tax laws.  Thus, it is important to bring tax professionals into your “team” to make sure that your athlete clients are covered in all areas.

Over the weekend, I read a copy of a presentation on the recent spike in the IRS examination of professional athlete tax returns, made by Mitchell Halpern at this year’s Sports Financial Advisors Association annual conference.  Halpern is a lawyer who works at O’Connor & Drew, P.C. and specializes in taxation of professional athletes.  He wrote the chapter on State and Local Taxation of Professional Athletes in Gary Uberstine’s Law of Professional and Amateur Sports and is a board member fo the Sports Financial Advisors Association.

Halpern’s presentation focused on the process regarding various deductions typically claimed by athletes.  In November, Lamar Odom sued the IRS after it said that he could not deduct taxes on his $12,000 in fines from the NBA and $178,000 spent working out to get in playing shape.  As Halpern explained in his presentation, the lawsuit existed only because the IRS selected Odom’s 2007 income tax return for what was most likely a correspondence examination, where a taxpayer is asked to provide specific documentation for certain items on their tax return.  Recently, the IRS has focused on examining returns that include “un-reimbursed business expenses” of professional athletes.  In particular, the IRS is focusing on claimed deductions for agent fees.

Usually the biggest item in question, in terms of dollar amount, is the agent fees paid by the athlete during the year.  This should not be too difficult to document by obtaining an invoice from the agent and either cancelled checks showing payment of the invoiced fees or a receipt from the agent showing the amount has been paid.  Properly documenting agent fees will generally substantially reduce any amounts of additional taxes assessed by the IRS.

I have spoken with one CPA that has a sizable practice working with professional athletes that believes it is the deduction claimed for agent fees…that is triggering the examinations.

Halpern has been involved with 8 correspondence examinations; he has received 6 “no change” reports from the IRS and the other 2 are still in the IRS pipeline.

When the IRS is interested in an athlete’s tax return, it usually sends a letter which indicates that Schedule A – Itemized Deductions and Unreimbursed Business Expenses are being examined.  The athlete has 30 days to respond, but may ask for an extension within that window.  If the athlete does not respond at all, the IRS will issue an examination report disallowing deductions for the items it is examining and showing a proposed tax due.  The athlete generally has 30 days from the date of the issuance of this examination report to disagree with the proposed changes and provide support for his allegations.

Failure to respond to the examination report within the time frame allowed will generally result in the issuance of a Notice of Deficiency; the IRS will assess the taxes it believes are owed, and the athlete will have 90 days to either pay the tax or file a petition with the U.S. Tax Court.

Keys for athletes = (1) responding to IRS requests on time and (2) keeping documentation to support each claim.  I will add a (3), which is having an experienced tax professional to aid the athlete in this process.

By Darren Heitner

Darren Adam Heitner, Esq., is a preeminent sports attorney and the founder of Heitner Legal, P.L.L.C., a Fort Lauderdale-based law firm specializing in sports law, contract negotiations, intellectual property, and arbitration. He earned his Juris Doctor from the University of Florida Levin College of Law in 2010 and a Bachelor of Arts in Political Science, magna cum laude, from the University of Florida in 2007, where he was named Valedictorian of the College of Liberal Arts and Sciences. Admitted to practice in the state bars of Florida, New York, and the District of Columbia, as well as multiple federal courts, Darren also serves as a certified arbitrator with the American Arbitration Association.

As an adjunct professor, Darren imparts his expertise through teaching Sports Law at the University of Florida Levin College of Law and Name, Image, and Likeness (NIL) at the University of Miami School of Law in the Entertainment, Arts, and Sports Law LL.M. program. His scholarly contributions include authoring several books published by the American Bar Association, such as How to Play the Game: What Every Sports Attorney Needs to Know, and numerous articles in prominent publications like Forbes, Inc. Magazine, and Above the Law. His thought leadership in NIL has earned him recognition as one of the foremost experts by The Wall Street Journal, USA TODAY, and On3, and he has been lauded as a “power player in NIL deals” by Action Network and a “top sports trademark attorney” by Sportico.

Darren’s passion for sports law led him to establish Sports Agent Blog on December 31, 2005, initially titled “I Want To Be A Sports Agent.” The platform, created as a New Year’s resolution, has grown into a cornerstone of the sports agency community, offering in-depth analysis of industry trends, legal disputes, and agent-player dynamics. His commitment to the field is further evidenced by his representation of numerous athletes and sports agents, as well as his prior role as an Adjunct Professor at Indiana University Bloomington, where he developed and taught a course on Sport Agency Management from 2011 to 2014.

Darren’s contributions have been recognized with prestigious honors, including the University of Florida’s 40 Under 40 Award, the University of Florida Levin College of Law’s Outstanding Young Alumnus Award, and designation as the best lawyer in Fort Lauderdale by Fort Lauderdale Magazine. He remains an active voice in the sports law community, sharing insights through his weekly NIL newsletter and his X posts, engaging a broad audience on legal developments in sports.

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