Brown v. Comm'r
Opinion
Decisions will be entered under
HOLMES,
We have to figure out what exactly it means to put a plane "in service."
Fitzgerald asserted that "the very rich * * * are different from you and me." *286 F. Scott Fitzgerald, "The Rich Boy",
Brown has built his career on figuring out how to help the very rich do these things. He finds what Fitzgerald called the "compensations and refuges of life," Fitzgerald,
As one might imagine, individuals with the means to buy these policies are *287 not common, and Brown has to constantly prospect for new clients. Most of these he gets through referrals, and most of his referrals come from a network of CPAs and other insurance agents he has nurtured for years. When an agent or accountant in his network identified a Forbes 400 member pursuing an insurance program, that contact would often call Brown—an insurance genius often ahead of the IRS in his understanding of the Code's intricacies, or at least its apparent *278 intricacies 2—to explain and sell the insurance. If Brown closed the deal, he would share the commission with the one who brought him the lead.
The very rich are also very demanding. Early in his career Brown realized that relying on commercial flights to meet prospective clients at a moment's whim would limit *288 his success, so he began to charter jets. The ability to get to prospective clients quickly on their own schedules gave him a huge advantage over his competitors. But eventually even chartering led to missed business opportunities. Brown credibly testified that jet owners often reneged on their oral commitment to supply a plane and, as Brown said, "[i]f they decide to use it themselves, you're just out of luck." He recounted one such missed opportunity: He had set up a meeting with the Koch brothers in Kansas and arranged for a charter from Orange County to Wichita.3 But when he arrived at the airport, the plane didn't show up and the charter company told him that the owner had decided *279 to use it for himself. Brown couldn't fly commercially to Wichita to make the meeting, and the Kochs didn't reschedule. He later learned they ended up buying a policy from another agent that resulted in an $8 million commission.
That missed opportunity in 2001 persuaded Brown to buy a plane for himself. That plane was a Hawker jet managed by a company called PrivatAir—and it helped Brown *289 a good deal in meeting the needs of his upscale clientele. He could even occasionally travel to four different states on the same day to meet with prospective clients. Owning a plane also enabled him to establish a "certain rapport" with the "extreme high end of the insurance buyers," most of whom also owned their own jets. The Hawker, however, wasn't perfect. It was "only about a four[-]hour airplane," which meant that Brown couldn't fly nonstop from Los Angeles to New York—the two cities that he said had the most billionaires—unless he had a jet stream behind him. Without one, he had to stop in Kansas to refuel, which stretched a five-hour journey into a seven-hour one.
This inefficiency wore on Brown, and he decided to upgrade his ride. Recognizing the low interest rates prevalent in 2003 (compared to the 8% interest he was paying on the money he borrowed to buy the Hawker), he began to shop for a longer-range aircraft. His search intensified in May 2003 when Congress*280 increased bonus depreciation from 30% to 50% for certain kinds of property acquired and placed in service between May 6, 2003 and December 31, 2004.
Upon learning of that "big benefit"—and in combination with his "exceptionally good year"—Brown started his hunt for a better plane. But he insisted that whatever was offered to him be available for delivery in 2003. After unsuccessfully trying to buy an airplane on his own, Brown called Woody McClendon. McClendon was working for a company named Private Jet Services, Inc., but Brown had known him since his days at PrivatAir, the plane-management company that Brown had used for years. McClendon directed Brown to a Bombardier Challenger 604. And McClendon told him that the Challenger would be available for delivery by the end of 2003—an absolute must for Brown whose income, and thus whose ability to use very large depreciation allowances, could vary greatly from year to year.
Brown quickly took off after this lead. He promised a $200,000 commission to Private Jet Services, and McClendon flew to Cahokia, Illinois, to inspect the jet—then owned by a company called Jetcraft—to ensure a December delivery. The jet was in Cahokia at the Midcoast Aviation Facility, a plant where *281 owners could have their jets configured and *291 equipped to their specifications. (Jetcraft had a contract with Midcoast to configure jets that Jetcraft had bought on speculation.) After confirming that the Challenger would be ready for a December 2003 delivery, McClendon put Brown in touch with Jetcraft and they began to bolt together a deal. In early December 2003, Brown himself traveled to Cahokia to check Midcoast's progress, and took a test flight on a similar Challenger jet that Midcoast had already finished work on.
Brown liked what he saw and so, on December 16, 2003, he signed a contract to buy the Challenger for $22 million. He made sure that the contract required delivery in Oregon by December 31, 2003;4 and if Jetcraft failed to do so, the contract let Brown terminate the deal and receive a full refund of his entire deposit. Brown made no secret to Jetcraft and Midcoast that he needed to close by that date for tax reasons.
The $22 million Brown promised to pay was not the entire purchase price. While Brown was in Cahokia, Midcoast showed him some other planes, and one in particular caught *292 his eye. It had a conference table, in just about the same spot *282 where Brown's plane had two barcaloungers. Brown was inspired—he "didn't want just comfort" from the jet, he "wanted to use it for business." The conference table was now a necessity.
McClendon tried to dissuade Brown. He advised him that adding a conference table was not a good idea, and not just because of its cost and weight. As McClendon put it, "it was a big job," requiring a major rework of the airplane, including rebuilding the floor and installing a separate subhydraulic system.5*293 But because McClendon said that Brown told him that he "needed it for his mission," Brown insisted that his plane have a conference table.
Brown also wanted another change to the interior. He frequently used PowerPoint to make presentations to potential clients or fellow insurance agents. *283 This was important to the effectiveness of his sales pitch, so he wanted Midcoast to replace the standard 17-inch display screens with 20-inch screens. These seemingly minor touches about adding the conference table and upgrading display screens were important to Brown's business, and we find his testimony credible when he stated that "[he]
Midcoast hesitated to comply with these demands before delivering *294 the plane. According to Brown, these modifications were "too specific" and Midcoast didn't "like to make super specific adjustments until you've already bought the airplane." We find, however, that there was a reason
So Brown and Midcoast agreed on an alternative. On December 23, 2003—one week after Brown signed the contract to buy the plane—Midcoast sent him a revised form, called an Aircraft Work Authorization, to reconfigure the Challenger to include, among other things, the conference table and the larger display screens. The proposal quoted a price for those modifications—along with a few others—of *284 more than $500,000.6 The following day Brown agreed to Midcoast's proposal and paid an immediate 10% nonrefundable deposit.7 When Midcoast received it five days later on December 29, 2003 (the delay allegedly due to a fax-machine error), McClendon confirmed with a Midcoast representative that—after Brown took delivery of the airplane *295 before the end of the year—the plane would return to Midcoast on January 5 or 6 to start the work.
Brown and his family planned a vacation at the end of the year, but he didn't get much rest during those last few days of 2003. Although the parties had first planned to transfer the Challenger on December *296 23, 2003, delays started to creep in, and they rescheduled delivery for December 29 in Portland. Brown had his personal pilot, Rick Duggan, fly him in his old plane from Cabo San Lucas, *285 Mexico—where Brown had been at his vacation home with his family—to Chino, California (the old plane's home base). Then Brown learned that there were problems with the loan he'd arranged to finance the deal. This meant more delay.
On the morning of December 30, Brown and Duggan finally flew to Portland so Brown could take delivery of the Challenger. Brown inspected the plane, and pronounced it "perfect for some buyers." He explained that "[i]t was complete in every way except for two business requirements that [he] needed." We find this testimony credible. Brown reiterated that since he "wanted to use [the plane] for business," he "needed those two things done." But, because of the deal he had cut to have that work done in January 2004, Brown signed the closing documents and accepted delivery of the Challenger.
Brown understood that taking delivery wasn't enough to capture the bonus depreciation he was hunting. So his eventful day had only just begun. In what the Commissioner calls "tax flights," Brown *297 proceeded to take several trips in the Challenger. After fueling the plane around noon,8 a pilot certified to fly the *286 Challenger flew Brown and Duggan 9—along with Brown's aviation attorney, Mark Schneider 10—from Portland to Seattle, landing just before 1 p.m. Brown testified that he flew there to have a business lunch with Michael Mastro, a real-estate developer to whom he had sold a large insurance policy earlier in the year, and a couple that Mastro wanted to introduce to him as potential clients.11*299 Brown said that he met them at a restaurant named Carmine's for maybe an hour-and-a-half or two. He added that it "turned out like most of the meetings, they don't buy." In addition to his testimony, Brown introduced a letter dated December 31, 2003 that Mastro wrote and signed. That letter read: Dear Mike: I just wanted to thank you for taking the time to fly up here to Seattle and meet with me yesterday. As you know, it was critical that we *287 meet before yearend to review the insurance policies that you sold me earlier this year and discuss future opportunities. Because of your extraordinary knowledge of insurance and related matters, I was happy to introduce you to a business associate *298 of mine and his wife. I enjoyed watching their eyes light up as you discussed how you could help them take advantage of various estate planning alternatives. I trust you will be able to turn this introduction into a win-win situation for both parties. Again, thanks for all you have done for me and my family in the past and I look forward to working with you in the future Best regards, /s/ Michael Mastro Michael Mastro
Not only do our eyes not light up, but we sense something doesn't smell quite right with the whole Seattle visit. First, Brown's testimony didn't jibe with the flight logs he submitted at audit. Although Brown said his lunch meeting lasted between 90 minutes and two hours, the flight logs show that the Challenger was on the ground in Seattle for only 66 minutes. With respect to the timeframe, we find the flights logs submitted at audit more credible than Brown's testimony.12*301 *288 We also give zero credence to the letter. Brown acknowledged that the letter was neither contemporaneous nor even prepared by Mastro. He admitted his CFO/CPA, Gary Fitzgerald, drafted the letter sometime much later and had Mastro sign it. Although at one point Brown said he thought he had told Fitzgerald to write the letter "several months" after year end, we find more credible his later testimony that one of Fitzgerald's jobs is to write letters on behalf of Brown's business *300 associates "to get the substantiation for deductions
And that leaves us with only Brown's uncorroborated testimony about his lunch in Seattle. Brown didn't produce a lunch bill, and neither Mastro nor the *289 unknown couple testified on his behalf. We also find noteworthy that Schneider—who was on board the Challenger from Portland to Seattle (but not on any of the other flights discussed below)—worked at a law firm just outside of Seattle. We therefore find it more likely than not that there was no business lunch in Seattle.
Brown, however, was not finished. Sometime between 1 and 2 p.m. local time, Duggan and Brown flew the Challenger to Chicago, landing about three-and-a-half hours later at Midway airport. Brown flew there for the sole purpose of meeting a fellow insurance agent named Marc Pasquale.
There is no doubt that Brown was Pasquale's mentor. In the late '90s Pasquale—then only in his midtwenties—was a disillusioned CPA working for a giant accounting *302 firm. In 1998 his father, also a CPA, suggested to him that he meet Brown. Pasquale grudgingly complied, but Brown quickly won him over—and at a breakfast meeting in New York, Brown convinced him to leave public accounting and begin selling insurance.
From "day one" Brown helped establish Pasquale's insurance career. Although Pasquale acknowledged that it "was kind of an odd arrangement" because Brown was in southern California while he was in Chicago, Pasquale followed Brown around the country to apprentice with him for nearly two years. *290 The two often shared insurance commissions, and Pasquale credibly testified that he made over a million dollars on the policies that he worked on with Brown between 2000 and 2003. During that time they spoke several times a week.
So after Brown got off the plane in Chicago, he met with Pasquale at an airport pizza restaurant. Although Brown at times suggested otherwise, we find—as Pasquale testified—that Brown himself set this meeting up. The whole visit lasted about an hour—Brown gave Pasquale a tour of the plane for about 10 minutes and then had a quick dinner for the other 50 or so minutes.
What exactly did they discuss? Brown introduced another *303 letter, very similar to the one supposedly from Mastro. This letter was signed by Pasquale, dated December 31, 2003, and looks like it's on Pasquale's company letterhead. It reads:
Dear Mike: Thanks for coming through for me when I told you how vital it was for us to meet before the books are closed on 2003. As we discussed yesterday in Chicago, due to my efforts, we were able to share insurance commissions on well over a million dollars of policies in 2003. The list we reviewed, of prospective clients in the greater Chicago area, should generate even greater commissions in 2004. Our relationship has always been mutually rewarding in the past, and based on yesterday's meeting, looks like it will continue so well into the future. *291 Thanks again. Sincerely, /s/ Marc A. Pasquale Marc A. PasqualeOAK VENTURE ADVISORS, LLC
This is just not believable. Brown admitted that Fitzgerald had written the letter at his direction—like the Mastro letter—and sent it to Pasquale to sign. (Pasquale confirmed he signed a letter that had been written for him.) Pasquale "couldn't recall" exactly when he received it, saying he thought it was at some point in 2004 but also that it was possible that it was given to *304 him as late as 2006. In light of that testimony, and Brown's testimony that one of Fitzgerald's jobs was to get documentation for these events only "when the IRS requests [it]," we find—as we did with the Mastro letter—that Fitzgerald didn't send this letter to Pasquale until after the IRS began auditing Brown's return in 2006.
Now to the letter's contents. As even Pasquale admitted, this letter was "a little bit over the top." Pasquale said he couldn't stand by the letter's statement that he needed to meet with Brown before year end. But we do believe Pasquale's testimony that "any time spent with [Brown] face to face was valuable" to him. So, although Pasquale admitted that he neither wrote nor reviewed the letter, we *292 find that it was important for him in some general way to talk to Brown in person about business.
What did they discuss? Brown said that they talked about two mutual clients with whom they were having some difficulty. Pasquale couldn't remember any of those details, and we don't credit Brown's testimony. That said, Pasquale credibly testified that of the hundreds of conversations he had with Brown over the years, "[t]here was not one that didn't involve business in some *305 way." Their whole business is selling policies, Pasquale explained, and all they did was "talk about who [they're] going to see, who's [their] prospects, what's worth following up with, what's not worth following up with, [and] how to coordinate schedules." We believe Pasquale when he said that "there's no doubt" they talked business that night.
The Challenger remained grounded at Midway for about an hour and a half before Brown and Duggan boarded it at about 9 p.m. Chicago time to return to Portland. They returned there a little before midnight local time, and all said, Brown logged nearly 4,000 miles during his flights that day. The following morning—New Year's Eve—Brown and Duggan got back into Brown's old plane and returned to Cabo San Lucas where Brown rejoined his family on vacation. *293 The Challenger, however, stayed in Portland. It needed to return to Midcoast so—in McClendon's words— it could be "finish[ed] up." On January 3, 2004, McClendon flew it from Portland to Arizona (where he lived). The next day, he took it to Cabo San Lucas to retrieve Brown and his family, dropping them off in California. A different pilot then flew the plane back to Midcoast in Cahokia to complete *306 the modifications. Work began on January 5 and lasted about three weeks.13 After a few additional days of working through an issue related to obtaining replacement insurance, the completed Challenger was finally ready to return to Brown on January 30.
The Browns claimed almost $11.2 million of bonus depreciation on the Challenger as an expense for his insurance business on Brown's 2003 Schedule C, Profit or Loss from Business. That deduction, however, was far from the only item on the Browns' returns over a number of years that started the Commissioner's radar beeping loudly. Between 2006 and 2010, the Commissioner issued six notices of deficiency to the Browns—one for each year between 2001 and 2006—determining that they had underpaid their tax by over *294 $30 million, not including penalties under
About two weeks before a scheduled two-week trial in Los Angeles (the Browns were California residents when they filed their petitions), the parties still hadn't resolved many of the issues. According to the Commissioner's 76-page pretrial memo, Brown had failed to substantiate a litany of his expenses on Schedule C, claimed fraudulent consulting-fee deductions, used nominees to conceal ownership and control of entities from the IRS, and created many false documents in an attempt to support illegitimate deductions. In the week leading up to trial, however, the parties settled every issue except Brown's entitlement to bonus depreciation. We thus tried the case on the single issue of whether Brown was entitled to deduct over $11 million in bonus depreciation on the Challenger for 2003. (The parties later filed a stipulation of settled issues that adjusted the Browns' income upwards of over $50 million, approximately $10 million of which was "subject to an addition to tax" for fraud under
The dispute here is over timing. The Commissioner concedes that Brown could properly claim bonus depreciation on the Challenger for 2004. The Commissioner, however, asserts there are two independent barriers that prevent Brown from claiming the deduction for 2003. First, he contends that the Challenger was not placed in service in 2003. But even if it was, the Commissioner argues that Brown still loses because he didn't substantiate qualified business use for that year. We begin with a few passes over the lush and tangled landscape of bonus depreciation.
We start with depreciation: Since tax policy desires generally to match income with the expenses of producing that income,
Enacted as part of the Economic Recovery Tax Act of 1981,
And this was true immediately after September 11, 2001. Concerned about the effects the terrorist attacks might have on the economy, Congress enacted
Less than two years later, Congress upped the bonus.
What is "qualified property?" As relevant here, the Code defines "qualified property" as property with "a recovery period of 20 years or less."
There are, however, exceptions that can bring otherwise "qualified property" to ground.
*298
That's a hard question to answer, and we think it makes sense to keep it on standby—and move to the question of whether Brown placed his new plane in service within the meaning of the regulations.
Remember that
The Commissioner argues *314 that the Challenger's specifically assigned function was to serve as an aircraft configured in the manner Brown deemed necessary for his insurance business. And that configuration included a conference table and enhanced display screens. The Commissioner says that since those two modifications weren't made until January 2004 the Challenger wasn't ready for its specifically assigned function until then.
Brown disagrees. And with neither Code nor regulation to guide us, we must navigate using only caselaw. The earliest case the Commissioner relies on is
We rejected the Commissioner's position. We said that the "runway was not in a condition or state of readiness" in 1967 because the rock surface was "clearly only a stage in the construction of the facility" and it "was quite unsatisfactory and pilots risked damaging their aircraft by landing on it." We also said that "the rock surface could not be used on a permanent basis, since the landing area easily could be ruined by the weather." We therefore held that since the facility wasn't available for full service until the runway was paved in 1968, the taxpayer hadn't placed the landing facility in service in 1967.
The Commissioner makes a similar *316 argument here. He says the configuration of the Challenger in 2003 was "clearly only a stage in the construction" of the asset and that the delivery of the Challenger in Portland on December 30 was "nothing more than an interruption in the completion of the *302 aircraft." While that characterization likely understates how much of the aircraft had been completed by the end of 2003, we do agree with the Commissioner that
Brown disagrees, and argues that his plane was "fully functional for air transportation" and that, unlike planes landing on the runway described in
We agree with Brown that the Challenger "was fully functional for air transportation." But that's not quite the right question. The regulation tells us to decide when the plane was ready and available for a "specifically assigned function."
*303 What exactly was the specifically assigned function of Brown's new plane? Brown asserts in his brief that the 2004 modifications were merely "enhancing features" which implies that the specifically assigned function was simply to fly Brown to and from meetings with his clients or leads. But this would contradict his testimony. According to that testimony, his insurance business
The Commissioner cites two other cases that point us in the same direction—
The taxpayer claimed a depreciation deduction on the plant for 1972, but the Commissioner determined the plant wasn't placed in service that year and thus disallowed the deduction.
The analogy to this case is close. Just as Unit 1 actually pumped water and generated electrical power that was sold to customers in late 1972, so did Brown actually fly in the Challenger halfway across the country in late 2003 to talk business (with at least one of the people he said he did). But the fact that a *305 taxpayer
Brown would have us distinguish
We turn next to
We sided with the Commissioner. We ultimately found that the "assigned function of the facility was to produce and sell 198.2 proof ethanol," and concluded that the "facility was not in a condition or state of readiness and availability for its assigned function" in 1983.
While we acknowledged that the regulation doesn't "require that property be free of all flaws and defects as of the time that it is first operated," we *308 ultimately said "the property must be operating in the fulfillment of its specifically assigned function."
We agree with the Commissioner that Brown's case is similar to these two precedents. Like the unit in
The Commissioner directs us next to
We found that the partnership acquired the generators "for the purpose of producing electricity for sale to a utility."
*311 These cases teach us that not just any use of an asset will satisfy the placed-in-service standard. An asset must instead be available for
But that's not what the cases tell us to look for. The problem with the Challenger was that, although it would have been, as Brown said, "perfect for some buyers," it wasn't complete for him without the "two business requirements that [he] needed." And without those two post-2003 modifications, the Challenger wasn't "in a state of availability for the specific intended function in" Brown's insurance business in 2003.
We do agree with Brown that the caselaw does
Brown points us *329 in his reply brief to one case—
We sided with the taxpayers. We found that the *330 boat's "specifically assigned function * * * was use as a charter boat," and at the time the taxpayers purchased the boat "it was charter-ready."
Brown contends that "[i]f a sailboat without sails, and apparently without an array of safety equipment, is ready for the assigned function of charter transportation," there's "no doubt that the Challenger was fully ready for the assigned function of transporting [him] when it was lacking only the conveniences *331 of a conference table and larger video screens." Truly, if
Brown understandably *332 downplays the significance of the 2004 modifications. While acknowledging in his briefs that those modifications made the Challenger "more valuable to him" and allowed him to "more comfortably conduct business" as a passenger, he says they have "nothing to do with the Challenger's assigned function of transporting him for his business." The problem is that this posttrial framing just doesn't square with the trial testimony, in which Brown testified that those two modifications were "needed" and "required". We therefore find that the Challenger simply was not available for its intended use on a regular basis until those modifications were installed in 2004. Brown thus didn't place the Challenger in service in 2003 and can't take bonus depreciation on it that year.
However, that's only the general rule. The burden can shift in some cases—and it does so here because if the Commissioner proves that
Fraud is the intentional *334 wrongdoing with the specific purpose of avoiding a tax believed to be owed. • understating income; • maintaining inadequate records; • failing to file tax returns; • implausible or inconsistent explanations of behavior; • concealing assets; • failing to cooperate with tax authorities; *318 • filing false documents; • engaging in illegal activity; and • attempting to conceal illegal activity.
The Browns point to several facts that they contend should negate the fraud penalty with respect to the bonus-depreciation deduction. They say that it's clear that Brown bought the Challenger in 2003, didn't misstate its cost, flew in it on December 30 of that year, and used it on that day to meet with people with whom he had a significant business connection.
The Commissioner would nevertheless focus us on three factors that he says support imposition of the fraud penalty for any portion of the underpayment due to the bonus-depreciation deduction: • the false "thank you" letters; • Brown's level of sophistication; and • Brown's pattern of substantially overstating deductions.
*319 The Commissioner first contends that the "thank you" letters—purportedly from Mastro and Pasquale but really drafted by one of Brown's employees years later—were false documents. The Commissioner is correct that making false documents is one of the factors that indicates fraud.
But even if they were, we don't find that they bear on the fraud analysis here. It's well established that fraudulent intent must exist
The Commissioner also argues that we should factor in Brown's level of sophistication. He would have us weigh two other incidents that he says show Brown committed fraud—Brown's signature on a false letter to the California Board of Equalization to avoid California sales tax when he bought the Hawker and Fitzgerald's drafting of false letters for former employees to sign to corroborate that position. At trial, however, we didn't admit this extrinsic evidence to prove specific instances of Brown's conduct with respect to these collateral matters,
Lastly, the Commissioner argues that—by virtue of the stipulation of settled issues—Brown has engaged in a "four-year pattern of fraud," and that a "pattern of substantially overstating deductions supports a finding of fraud." Generally a "pattern of underreporting in years not at issue does tend to show fraud,"
We're not focusing here, however, on whether Brown committed fraud on the returns generally; rather we're looking at whether he has shown by a preponderance of evidence that he didn't commit fraud with respect to one specific *322 deduction. The Commissioner concedes that the bonus-depreciation deduction at issue is a legitimate business expense (albeit for 2004, not 2003). While that concession alone certainly doesn't shield Brown from fraud, we also find persuasive that Brown actually bought the plane and took ownership of it in 2003. And we also find noteworthy that Pasquale credibly testified that Brown flew to Chicago that year to talk business with him.
We do acknowledge that the absence of one of those facts would make it a closer call.
But that doesn't necessarily mean that the Browns escape penalty free. As an alternative to the fraud penalty, the Commissioner seeks a 20% accuracy-related penalty under
By definition, an understatement of income tax is "substantial" if it exceeds the greater of $5,000 or "10 percent of the tax required to be shown *342 on the return."
Since the Commissioner has met that burden, to avoid the penalty the Browns must come forward with persuasive evidence that the Commissioner's penalty determination is incorrect.
The Browns focus on substantial authority. If taxpayers have shown "there is or was substantial authority" *343 for the tax treatment of an item, the amount of an understatement subject to the penalty shall be reduced by the portion of the understatement attributable to that item.
That chain of reasoning doesn't persuade us. First, the Browns don't cite to the "express language" of the Code they allegedly relied on. Assuming they're referring to the term "placed in service" in
Taxpayers can also except themselves from the
*328 The Browns therefore have not met their burden, and we sustain the Commissioner's determination that they are liable for an accuracy-related penalty based on a substantial understatement.23
Footnotes
1. Mary Brown is a party only because she and her husband filed a joint return. All references to Brown are to Michael Brown.↩
2. In 2002, a New York Times article credited him and a nationally known estate-planning attorney with inventing a split-dollar life-insurance arrangement that enabled Brown's clients to avoid $9 in estate taxes for every $1 of insurance they bought. Within a mere three weeks after the article's publication, the IRS issued
Notice 2002-59, 2002-2 C.B. 481↩ , which disallowed the arrangement's use.3. The Koch brothers are part of the family that control Koch Industries, an exceptionally large privately owned company.↩
4. Brown wanted the plane delivered to him in Oregon because that state, unlike California, has no sales tax.↩
5. Adding a conference table would also increase the plane's seating capacity, and more seats meant that federal regulations would require the installation of a digital flight-data recorder. The Commissioner focuses on the fact that the flight-data recorder installation was necessary only because Brown wanted to use the aircraft in a charter business in addition to his insurance business. And because this modification was not made until 2004, the Commissioner argues that Brown could not have placed the Challenger in service in 2003. Brown argues that—even though he did sign a charter agreement for the Challenger beginning January 1, 2004—he hadn't decided in 2003 whether to charter it. Brown also credibly testified that chartering is used only "to defray some of the cost, but it's not a business that will make enough money to pay for the airplane." We make no finding as to whether Brown intended to have a charter business in 2003, and therefore we need not—and will not—decide whether the lack of a digital flight recorder in 2003 prevented Brown from placing the Challenger in service that year.
6. Specifically, Midcoast estimated the installation of the conference table would cost $220,000 and the display screen upgrade $20,000. (The other high-dollar item in that proposal was the installation of a laser inertial-reference system estimated to cost $225,000.) The proposal didn't even include the installation of a digital flight recorder, which ended up costing yet another $200,000.↩
7. The paperwork shows that Brown signed this authorization on behalf of Zulu Equipment, LLC. Brown formed this company for the sole purpose of buying and owning the Challenger. Because Zulu is a single-member LLC that didn't elect to be treated as a corporation, we disregard it as an entity separate from Brown for tax purposes.
See sec. 301.7701-2(c)↩ , Proced. & Admin. Regs. (Jet owners apparently park ownership of their planes in LLCs to limit their liability if something goes terribly wrong.)8. See
infra↩ note 12 for discussion regarding the time discrepancy between the Portland fuel receipt Brown provided at trial and the flight logs.9. Since Duggan hadn't received training specific to the Challenger—and thus was not "type rated" for that aircraft—he was not yet able to fly it himself.↩
10. At trial Brown denied that Schneider was on board. Brown had, however, previously told the Commissioner in response to an informal discovery request that Schneider was on that flight "to review and discuss the purchase documents signed in Portland and related legal matters associated with managing and operating the aircraft." Brown didn't call Schneider to testify and didn't satisfactorily explain his earlier statement, which we now find more believable.↩
11. Brown testified he couldn't remember the couple's name. And neither Mastro nor the unnamed couple testified at trial. (Mastro's absence was easy to explain since, according to the parties, he was a fugitive from money-laundering and fraud charges at the time of trial.)
12. Brown introduced new records—a summary flight log and three gasoline receipts—at trial that he hadn't previously given to the Commissioner. These records, however, not only contradict the original flight log that he had previously turned over to the Commissioner but also aren't consistent with each other. For example, the new summary flight log (like the one he provided at audit) shows the Challenger taking off at 11:50 a.m. local time in Portland, but one of the new—signed—fuel receipts introduced at trial shows the Challenger being fueled in Portland almost a half hour later. The new—unsigned—Seattle fuel receipt also indicates that Brown spent almost four hours in Seattle—about double the time that Brown himself said he was there. If Brown had been in Seattle for that long, the Challenger couldn't have landed at its next destination (Chicago) before 10 p.m. local time—which is over an hour later than the Chicago fuel-service receipt provided at trial indicates. We therefore don't give any weight to the unsigned Seattle fuel receipt or to the new summary flight log to the extent that it conflicts with what Brown originally provided.
13. Although Midcoast initially estimated in late December that the modification would take six weeks, that estimate was reduced to four weeks after Brown subsequently decided not to have some woodwork done.↩
14. All section references are to the Internal Revenue Code in effect at all relevant times, unless otherwise indicated. All Rule references are to the Tax Court Rules of Practice and Procedure.
15.
Section 168(g)↩ requires the use of an alternative (and less favorable) depreciation system for five specified categories of property.16. An exception is that "qualified business use" doesn't include leasing property to a 5-percent owner or related person.
Sec. 280F(d)(6)(C)(i)(I) . Although Zulu Equipment leased the Challenger to Brown in 2003, it's disregarded as a separate entity for tax purposes because it's an LLC wholly owned by Brown.See supra note 7. Thus, the lease is also disregarded for tax purposes.See sec. 301.7701-2(a)↩ , Proced. & Admin. Regs ("[I]f the entity is disregarded, its activities are treated in the same manner as a sole proprietorship, branch, or division of its owner").17. We note again the standard is "any use in a trade or business,"
sec. 280F(d)(6)(B) , which isn't the same as the "ordinary and necessary" standard generally required of business deductions undersection 162 . We have also held that "[n]owhere in the language ofsection 168 is there a suggestion that availability of the depreciation deduction is dependent on the satisfaction of the requirements ofsection 162 . There simply is no requirement that the use of the depreciable property be 'ordinary' or 'necessary.' The only requirement is that it be used in the taxpayer's trade or business." .Noyce v. Commissioner , 97 T.C. 670, 689-90↩ (1991)18. The regulation defining "placed in service" for purposes of the investment tax credit is identical to the "placed in service" definition in the depreciation regulations.
Compare sec. 1.46-3(d)(1)(ii), Income Tax Regs. ,with sec. 1.167(a)-11(e)(1)(i), Income Tax Regs. ;see generally (proper to use regulations of repealed section if new section nearly identical).Shirley v. Commissioner , T.C. Memo. 2004-188↩19. In the case of a joint return—as there is here—
section 6663 doesn't apply with respect to both spouses unless some part of the underpayment is due to both spouses' fraud.Sec. 6663(c)↩ . Mary Brown stipulated to the adjustments made in the stipulation of settled issues, so the burden also shifts with respect to her.20. The Commissioner also points out that even though Brown—as an experienced businessmen—was well aware of the need for contemporaneous substantiation, he failed to keep such records and instead resorted to create false, backdated letters. As we stated above, those letters don't help support a finding of fraud because they were created after the filing of the returns.↩
21. We again note that we make no determination here whether Brown met his burden to substantiate qualified business use for the Challenger in 2003.↩
22. This may have an unusual effect: The disallowance of the bonus-depreciation deduction may well be the only adjustment that causes an underpayment for 2003. And the parties stipulated not that a part of Brown's underpayment for 2003 was due to fraud but rather, that a portion of the adjustment to income "shall be subject to an addition to tax under
[section] 6663 ."Section 6663(b) doesn't kick in unless the Commissioner proves that part of anunderpayment↩ is attributable to fraud. We will fly over, but note, the strangeness of section 6663's shifting the burden of proof when one can't tell until the end of a case whether there's actually been an underpayment.23. Our finding of a
section 6662↩ penalty based on a substantial understatement means that we don't need to address the Commissioner's argument that the Browns are also subject to that penalty on account of negligence.
Case-law data current through December 31, 2025. Source: CourtListener bulk data.