One of the many things I try to get across to my students is that the demands of practice are many times the demands of law study. I don’t know how many believe me, and how many think I’m just trying to make excuses for why my courses are, in the words of students and faculty, rigorous and demanding. I point out to students that one of the challenges that too often trips up lawyers is the need to meet deadlines. Students are not well-served when they are granted extensions in the absence of extenuating circumstances. Another point I make is that when dealing with areas of the law in which they are not experts they need to do exceptionally well-designed research and, especially if they are unable to do the research, call in a colleague who has the requisite expertise. Though it sounds like a joke, I tell the students who plan to practice in areas other than tax law to make friends with their tax-focused classmates, and I tell those interested in tax to make friends with their classmates generally, because they will need help from those practicing in the areas of bankruptcy, domestic relations, business organizations, labor law, securities law, real estate, and banking law, to name but a few.
A recent Tax Court case,
Bond v. Comr., T.C. Memo 2012-313, illustrates the reality of the dangers to which I try to draw my students’ attention. The taxpayer is an attorney, and although according to the court’s opinion he is admitted to practice before the Tax Court,
his biography indicates that he does not specialize in tax law. The taxpayer also was president and sole shareholder of two corporations, and served as an adjunct law professor at Albany Law School.
On September 10, 2010, the IRS sent a notice of deficiency to the taxpayer, with six adjustments to the taxpayer’s 2005 and 2006 tax returns. On August 31, 2011, the Tax Court set the case for trial on February 6, 2012. The Court ordered the parties to file pretrial memoranda by January 23, 2012. The IRS did so on January 20, 2012, but the taxpayer did not. In the meantime, on December 23, 2011, the IRS filed a motion to compel the taxpayer to respond to the IRS’s interrogatories and a motion to compel production of documents. Those motions were granted on December 28, 2011, with a requirement that the taxpayer respond by January 13, 2012, and a requirement that if the taxpayer did not respond, he must file a response by January 13, 2012, stating adequate reasons for the failure to respond. The taxpayer did nothing. The IRS, on January 20, 2012, filed a motion to impose sanctions. When the case was called for trial on February 6, 2012, the taxpayer had still not complied. At trial, the taxpayer moved for a continuance, which was denied. The case was set for trial on February 8, 2012, and the taxpayer promised to file the pretrial memorandum “in the next day or two” and to exchange documents with the IRS. When the case was recalled for trial on February 8, 2012, the taxpayer informed the court that he was “not ready for trial,” had not provided the IRS with the documents on which he intended to rely, and had no complied with the IRS’s request for information. The taxpayer explained that he “had obligations in my law practice and with clients,” and admitted he had not reviewed his own exhibits. The taxpayer again moved for a continuance, claiming that he “really have not had an opportunity to discuss . . .” at which point the Court interrupted him and said, “Well, that’s not true. You had the opportunity. You just didn’t take advantage of it.” Despite that reaction, the court continued the case, and rescheduled trial for April 23, 2012. During the trial, the taxpayer’s “testimony was in large part a criticism of the Internal Revenue Service” and on cross-examination his testimony “indicated that many of his claimed deductions appeared to be founded on frivolous legal reasoning.” At the end of the trial, the court ordered the filing of simultaneous opening briefs by July 9, 2012. On July 9, 2012, the IRS filed its brief. The taxpayer did not file a brief. On August 17, 2012, the court ordered that the record in the case be closed. On August 31, 2012, the taxpayer moved to reopen proceedings so that he could file a reply brief, which the court denied on September 4, 2012.
The taxpayer claimed that he did not file a brief because he had not received the IRS’s brief. The court rejected the excuse as making “no sense.” In light of the taxpayer’s previous failures to comply with deadlines, the court applied Rule 123(b) and held that the petitioner failed to properly prosecute his case and was in default. Accordingly, the court sustained the IRS’s determinations.
When the court then turned to the IRS’s determination that the taxpayer was liable for the accuracy-related penalty, it held that the IRS met its burden of proof. The court explained that the taxpayer had not adequately substantiated the deductions disallowed by the IRS, failed to present any legal authority for the deductions disallowed disallowed by the IRS, and had claimed deductions obviously disallowed by the statute. As an example of an unsubstantiated deduction, the court noted that although the taxpayer claimed deductions for self-employed health insurance expenses, he did not prove that he had health insurance coverage or that he paid for health insurance. As an example of deductions contrary to law, the court noted that the taxpayer claimed as deductions domestic relations litigation expenses paid in previous years, improperly characterized by the taxpayer as ordinary and necessary business expenses. As another example, the court noted that the taxpayer had claimed contributions to political campaigns as charitable contribution deductions, in violation of section 162(e)(1)(B).
Law students and lawyers can learn several things from examining this case, rather than going through the experience themselves. As unfortunate the outcome for Mr. Bond, the consequences provide lessons for others who perhaps can be spared a similar fate by paying attention.
First, missing deadlines, particularly those set by a court, and especially those set by a court that out of mercy or kindness provided continuances that it was not required to provide, is self-destructive. Sometimes a missed deadline cannot be avoided, such as the proverbial attorney hit by a truck while crossing the street on her way to the courthouse. Usually, though, some avenue exists to deal with deadlines. There are times when it makes sense to get help, especially if an attorney’s success generates so much work that the attorney is swamped with tasks and deadlines.
Second, claiming deductions for expenses clearly not allowable as deductions can bring nothing but aggravation in the long run. The opinion does not disclose who prepared the returns. If it was someone other than the taxpayer, the preparer did not do him any favors. If the taxpayer prepared the returns, the question is whether the taxpayer did so in knowing violation of the tax law, or in mistaken understanding of the tax law. The former is beyond unfortunate, and the latter is another lesson in why it sometimes makes sense to get help with a task.
Third, there are times when it is counter-productive for a person to serve as his or her own attorney, even if the person is an attorney. This is particularly true when venturing into areas of law with which the person has insufficient familiarity or expertise. The demands of handling a case in the Tax Court are easy for experienced tax practitioners to satisfy, but can be daunting for those who do not spend much of their professional time dealing with tax law.
Fourth, no attorney is immune from the pressures of tending to clients and getting work done in a timely fashion. Having a good track record of meeting deadlines and racking up worthwhile accomplishments does not guarantee immunity from life and career unraveling. The key to avoiding this sort of mess is keeping an eye out for the small slippages that can turn suddenly into avalanches.