Endicott v. Comm'r
Opinion
Decision will be entered for respondent.
RUWE,
If we find that petitioner was not a trader during the years at issue, the investment expenses that he claimed *210 as trade or business expenses on Schedules C, Profit or Loss From Business, of petitioners' tax returns will be disallowed in full as Schedule C expenses. 3*211 The parties agree that if we find that petitioner is not a trader, then: (1) petitioners will not be entitled to a $4,000 claimed deduction for tuition and fees for the taxable year 2006; (2) petitioners' Schedules A, Itemized Deductions, will be decreased by $9,976 for the taxable year 2006 and *201 increased by $5,351 and $6,976 for the taxable years 2007 and 2008, respectively; (3) petitioners' claimed exemptions for the taxable year 2006 will be reduced by $2,992; (4) petitioners' Social Security benefits for the taxable year 2008 will be taxable in the amount of $9,067; (5) petitioners will be liable for a $5,607 alternative minimum tax for the taxable year 2006; (6) petitioners will be liable for self-employment taxes of $17,699, $9,272, and $9,184 for the taxable years 2006, 2007, and 2008, respectively; and (7) petitioners will be entitled to deductions equal to one-half of the self-employment taxes of $8,850, $4,636, and $4,592 for the taxable years 2006, 2007, and 2008, respectively. 4
Some of the facts have been stipulated and are so found. The stipulation of facts and the attached exhibits are incorporated herein by this reference.
At the time the petition was filed, petitioners resided in Indiana.
Petitioner had been the president of Duffy Tool & Stamping until he retired in 2002. In 2006 petitioner began a new endeavor, purchasing and selling stocks and call options. *202 Petitioner's primary strategy was to purchase shares of stock and then sell call options 5 on the underlying stock. Petitioner explained that he did not purchase stocks without selling call options and that he did not sell call options without owning the underlying stock. Petitioner's goal was to *212 earn a profit from the premiums received from selling call options against a corresponding quantity of underlying stock that he held. Petitioner held the underlying stock as a means to reduce his risk of loss in the event the purchaser of the call option exercised the option.
Petitioner typically sold call options with a term between one and five months. Petitioner's goal was for the options to expire; thus, the entire amount of the premium *213 received would be a profit. Petitioner did not trade options on a daily basis due to the high commission costs associated with selling and purchasing call options. If the options expired, petitioner usually would continue to hold the *203 underlying stock and sell additional call options with a new term. If the options were exercised, petitioner would deliver the underlying stock to the purchaser of the call option. If petitioner felt it was no longer profitable to maintain an option position, he would exit out of the position by purchasing a call option similar to the one he sold. 6 The record demonstrates that some of petitioner's call options expired, some were exercised by the purchaser of the option, and some petitioner exited out of before the expiration date.
It is helpful to provide an example to illustrate petitioner's strategy. On February 23, 2006, petitioner purchased 20,000 shares of stock in SLM Corp. (SLM). On February 21, 2006, petitioner sold call options on 20,000 shares of SLM stock *214 with an expiration date of April 1, 2006. 7 The options expired on April 1, 2006. On May 1, 2006, petitioner sold call options with an expiration date of July 1, 2006, and exited out of the position on June 29, 2006. On June 29, 2006, petitioner sold call options with an expiration date of October 21, 2006, and exited out of the position on September 22, 2006. On September 22, 2006, *204 petitioner sold call options with an expiration date of January 20, 2007 and exited out of the position on January 4, 2007. On January 4, 2007, petitioner sold call options with an expiration date of April 21, 2007, and exited out of the position on March 6 and 15, 2007. On March 6 and 15, 2007, petitioner sold call options with an expiration date of July 21, 2007, which expired on that date. Petitioner earned net premiums of $166,060 from selling these call options. 8 This amount was reported as a short-term capital gain. During this period SLM paid a dividend to shareholders on five occasions. Petitioner did not offer into evidence all of the account statements from his brokers for the years at issue. However, by multiplying the dividend paid per share of SLM stock by the 20,000 shares he held, we can *215 determine that petitioner received approximately $24,400 of dividends. On July 20, 2007, petitioner sold the 20,000 shares of SLM stock, giving him a long-term capital loss of $212,717.
As a result of employing this strategy, petitioner could hold the underlying stock for a period of time that was much longer than the term of the individual call options. 9 During the years at issue petitioner held his stocks on average for 35 *205 days. However, petitioner held a significant number of stocks for well over a year and held some stocks for over four years. As a result of holding the underlying stock, petitioner received dividends of $51,125 in 2006, $39,553 in 2007, and $29,565 in 2008.
Petitioner would monitor his portfolio to ensure that the number of shares covered by the call options was the exact number of shares that he held *216 in the underlying stock. He would also monitor the market price of the underlying stock because if it precipitously dropped, he would sell the underlying stock and purchase a call option, equivalent to the one he earlier sold, to close out of his position. Although petitioner did not execute trades on every business day, he testified that he devoted every business day to monitoring his portfolio as well as performing research to find new positions to take once his current positions were closed.
At different times throughout the years at issue petitioner had accounts with the following brokers: Brown Co., First Alliance Asset Management, Inc., and E*Trade Securities. The brokers allowed petitioner to use margin for his stock purchases. The process of using margin entails the broker lending money to *206 petitioner for him to purchase additional shares of stock. Petitioner testified that he usually used 100% margin for his purchases of stock. This meant that if he bought $100,000 of stock with his money in the brokerage account he would borrow $100,000 from the broker so he could purchase an additional $100,000 of stock to give him a total purchase of $200,000 of stock. By using 100% margin, *217 petitioner would double the number of shares of underlying stock that he could purchase, which allowed him to double the number of call options he sold, thereby doubling the amount of premiums he received. The brokers would charge petitioner interest on the amount he borrowed. The brokers charged petitioner interest of $312,888 in 2006, $312,873 in 2007, and $69,058 in 2008.
During the 2006 taxable year petitioner executed 204 trades 10*218 on 75 days. During the 2007 taxable year petitioner executed 303 trades on 99 days. In October 2008 petitioner changed his trading strategy. Instead of purchasing stock and selling call options, petitioner began purchasing and selling shares of the *207 SPDR S&P 500 ETF Trust. 11 During the 2008 taxable year petitioner executed 1,543 trades on 112 days.
For each of his 2006, 2007, and 2008 Federal income tax returns, petitioner attached two separate Schedules C. On the first Schedule C petitioner listed as his principal business "other financial investments activities" (Financial Schedule C) and the other Schedule C as "consulting" (Consulting Schedule C). Petitioner reported the expenses associated with his trading activities on Financial Schedules C of his Federal income tax returns for 2006, 2007, and 2008. Petitioner reported expenses of $318,620 for 2006, $318,687 for 2007, and $77,747 for 2008. The interest petitioner was charged for using margin was included in these amounts and comprised almost the entire balance. 12 The gains and losses from the sale of stocks and options were reported on Schedules D, Capital Gains and Losses. To summarize, petitioner reported the gains and losses from purchasing and selling *208 *219 stocks and options on Schedules D but reported the expenses associated with this activity on Financial Schedules C.
Petitioner reported $224,700 of income on Consulting Schedules C for 2006 and $65,000 of income for 2007 and 2008. Petitioner testified that the income was from a noncompete agreement with Duffy Tool & Stamping and not for services provided as a consultant. Petitioner did not offer the noncompete agreement into evidence.
Petitioners retained the services of a tax return preparer for their Federal income tax returns for the years at issue.
On December 14, 2010, respondent issued to petitioners a notice of deficiency for the years at issue. Petitioners filed a petition disputing the determinations in the notice of deficiency.
The Commissioner's determinations in a notice of deficiency are generally presumed correct, and the taxpayer bears the burden of proving that the determinations are in error.
"In general, for Federal tax purposes, a person who purchases and sells securities falls into one of three distinct categories: dealer, trader, or investor."
A trader's expenses are deducted in determining adjusted gross income.
Petitioner argues that he is a trader. 13 Respondent contends that petitioner is an investor. Neither party argues that *222 petitioner is a dealer.
*211 The Code does not define the term "trade or business" for purposes of
In determining whether a taxpayer is a trader, nonexclusive factors to consider are: (1) the taxpayer's intent, (2) the nature of the income to be derived from the activity, and (3) the frequency, extent, and regularity of the taxpayer's transactions.
For a taxpayer to be a trader, the trading activity must be substantial.
Petitioner executed 204 trades during 2006, 303 trades during 2007, and 1,543 trades during 2008. We have held that trading was not substantial when the number of executed trades exceeded the number of trades petitioner executed in 2006 and 2007.
Petitioner made purchases and sales of approximately $7 million during 2006, $15 million during 2007, and $16 million during 2008. These amounts are considerable. However, "managing a large amount of money is not conclusive as to whether *225 petitioner's trading activity amounted to a trade or business."
"In the cases in which taxpayers have been held to be in the business of trading in securities for their own account, the number of their transactions indicated that they were engaged in market transactions on an almost daily basis."
We review the number of days a taxpayer executed trades because one of the requirements for trading to be substantial is that a taxpayer must purchase and sell securities with the frequency, regularity, and continuity to constitute a trade or business.
First, while options are different from stocks, they are similar in that both can be purchased and sold on a daily basis on exchanges. Petitioner testified that due to the high commission costs for options it was not profitable for him to purchase and sell options on a daily basis. Petitioner's inability to profit from the frequent purchasing and selling of options is not a reason to relieve petitioner from the frequency requirement. Furthermore, we note that petitioner's proposed rule leads to the opposite result intended by the frequency requirement. Using petitioner's rationale, a taxpayer that closed out of an option position after maintaining it for one day *228 would be treated as trading on one day. A taxpayer that closed out of an option position maintained for 100 days would be treated as trading on 100 days. The longer a taxpayer holds an option position, the more it *216 resembles a long-term investment. Thus, petitioner's proposed rule would result in long-term option investors' being classified as highly frequent option traders.
For the 2006 and 2007 taxable years we have found that the number of executed trades was not substantial and the number of days that petitioner executed trades did not evidence the frequency, continuity, and regularity to constitute a trade or business. As a result, petitioner's trading was not substantial for the 2006 and 2007 taxable years. For the 2008 taxable year we have found that the number of executed trades was substantial. However, we have also found that the number of days petitioner executed trades did not evidence the frequency, continuity, and regularity necessary to constitute a trade or business. Accordingly, petitioner's trading was not substantial for the 2008 taxable year.
For a taxpayer to be a trader he must seek to catch the swings in the daily market movements and *229 to profit from these short-term changes.
On his respective Schedules D, petitioner reported long-term capital losses of $122,329 for 2006, $393,037 for 2007, *230 and $612,979 for 2008. 16A loss from the sale of a capital asset that is held for more than one year is reported as a long-term capital loss.
Petitioner argues that his primary goal was to profit from the sale of short-term options; 17 therefore, the holding period of his stocks is not indicative of his intention to catch and profit from the swings in the daily market. As a result, we construe petitioner's argument to be that the Court should not *231 consider his average holding period of stocks and, presumably, should consider only the average period that he maintained option positions. We disagree for the following reasons.
First, owning the underlying stock was an integral part of petitioner's activity. Petitioner testified that selling call options without owning the underlying stock could expose him to unlimited losses. As a result, petitioner did not sell call options unless he owned the underlying stock. Second, almost all of the expenses that petitioner incurred were interest charged for using margin to purchase stock. It would make no sense to exclude stock from the average holding period when the purchase of stock was the dominant cause of incurring expenses. Finally, even if we were to consider only the average period in which petitioner *219 maintained his option positions, we would still come to the conclusion that petitioner was not seeking to catch the swings in the daily market. The record demonstrates that petitioner usually maintained his option positions for a period between one and five months. Maintaining option positions for a period of between *232 one and five months is not indicative of seeking to catch and profit from the swings in the daily market.
On the basis of petitioner's average holding period of his stocks and the periods he maintained option positions we find that petitioner was not seeking to catch and profit from the swings in the daily market.
Petitioner received dividends of $51,125 in 2006, $39,553 in 2007, and $29,565 in 2008. The dividends received by petitioner from his holdings of stock are in the nature of an investor activity.
Generally, a taxpayer engaged in a substantial trading activity will rely on that income as his or her sole or primary source of income.
For the years at issue we find that petitioner's trading activity was not substantial and he was not seeking to catch and profit from the swings in the daily market. As a result, petitioner's trading activity did not constitute a trade or business.
Petitioners claimed investment expenses on Financial Schedules C of $318,620, $318,687, and $77,747 for the taxable years 2006, 2007, and 2008, respectively. As a result of finding that petitioner was an investor for the years at issue, the investment expenses that petitioner claimed on Financial Schedules C for the years at issue are disallowed in full as Schedule C expenses.
For individuals there is a substantial understatement of income tax for any taxable year if the amount of the understatement for the taxable year exceeds the greater of 10% of the tax required to be shown on the return for the taxable year or $5,000.
"Reasonable cause requires that the taxpayer have exercised ordinary business care and prudence as to the disputed item."
Petitioners' Federal income tax returns for the years at issue were prepared by a tax return preparer. Petitioners did not call the tax return preparer as a witness. Furthermore, petitioners did not establish that the tax return preparer was a competent professional with sufficient expertise to justify reliance. As a result, petitioners have not proven reasonable cause by good-faith reliance on the advice of a professional.
The amount of an understatement is reduced by that portion of the understatement which is attributable to the tax treatment of any item by the *224 taxpayer if there is or was substantial authority for such treatment.
As discussed earlier, the weight of authorities clearly supports the conclusion that petitioner's trading activity was that of an investor, not a trader. Furthermore, in
*225 Accordingly, we hold that petitioners are liable for the accuracy-related penalties under
We have held that petitioner was not a trader during the years at issue. Therefore, the expenses claimed on petitioners' Financial Schedules C for the years at issue are disallowed in full as Schedule C expenses. As a result, the adjustments to petitioners' Federal income tax returns for the years at issue, described
In reaching our decision, we have considered all arguments made by the parties. To the extent not mentioned or addressed, they are irrelevant *239 or without merit.
To reflect the foregoing,
Footnotes
1. Unless otherwise indicated, all section references are to the Internal Revenue Code (Code) in effect for the years at issue, and all Rule references are to the Tax Court Rules of Practice and Procedure.↩
2. We note that respondent does not dispute petitioners' treatment of income and losses from the purchase and sale of stocks and call options.↩
3. A trader's expenses are deducted in determining adjusted gross income.
See . An investor's expenses are deducted underKay v. Commissioner , T.C. Memo. 2011-159, 2011 Tax Ct. Memo LEXIS 156, at *6sec. 212 as itemized deductions, and, as pertinent to petitioners, the deduction of investment interest is limited bysec. 163(d) .See .Arberg v. Commissioner , T.C. Memo. 2007-244, 2007 Tax Ct. Memo LEXIS 253, at *33↩4. The notice of deficiency incorporated these adjustments in determining petitioners' deficiencies for the years at issue.↩
5. In a call option transaction the seller of the call option promises to deliver to the purchaser of the call option a certain number of shares in the underlying stock at a certain price (exercise price). The purchaser must exercise his right to purchase the underlying stock by a certain date (expiration date). If the purchaser does not exercise the option, then the option expires and the seller does not deliver the underlying stock. As consideration for entering into the call option transaction, the purchaser pays a premium to the seller. The premium received by the seller is a certain amount of money per share of the underlying stock covered by the option agreement. See
, for a general discussion of options.Laureys v. Commissioner , 92 T.C. 101↩ (1989)6. Thus, petitioner's liability to deliver the underlying stock from the call option he sold would be netted out by his right to purchase the underlying stock from the call option he purchased.↩
7. All of the call options sold in this discussion covered 20,000 shares of SLM stock.↩
8. This amount is reduced by the amounts paid to purchase call options to exit out of his positions.↩
9. For example, the longest term for which petitioner maintained a call option position on SLM was for 4-1/2 months. However, petitioner held the 20,000 shares of SLM stock for 17 months.↩
10. The term "executed trade" refers to either a purchase of stock, sale of stock, sale of a call option, or purchase of a call option. A call option that expires is not counted as an executed trade because an expired call option does not require the seller to enter into a transaction with a broker. For example, if petitioner purchased stock, sold a call option that expired unexercised, and subsequently sold the stock, then petitioner would have executed three trades.
11. The SPDR S&P 500 ETF Trust is an exchange-traded fund that seeks to provide the investment results that generally correspond to the performance of the Standard & Poor's 500 Index. Shares of the SPDR S&P 500 ETF Trust are sold on the New York Stock Exchange.↩
12. Approximately 98% of petitioner's reported total expenses of $318,620 on Financial Schedule C for 2006 consisted of interest he was charged for using margin ($312,888). The percentage was similar for the 2007 taxable year, and decreased to 88% for the 2008 taxable year.↩
13. Petitioner repeatedly cites Topic 429, Traders in Securities (Information for Form 1040 Filers), a publication electronically published by the Commissioner, to support his argument that he is a trader. We note that informal IRS publications are not authoritative sources of Federal tax law.
See ,Zimmerman v. Commissioner , 71 T.C. 367, 371 (1978)aff'd without published opinion ,614 F.2d 1294↩ (2d Cir. 1979) .14. We use the term "trading activity" to refer to petitioner's purchase and sale of options and stocks. By using this term we do not imply that petitioner's activity was that of a trader.↩
15. The period that petitioner maintained an option position begins with the date that the call option was sold and ends on the date that the option was exercised, exited, or expired.↩
16. We excluded the long-term capital loss carryover from these amounts so as to present the long-term capital loss attributable to petitioner's trading activities for each year.↩
17. As previously stated petitioner's strategy changed in October 2008.↩
Case-law data current through December 31, 2025. Source: CourtListener bulk data.