William Canada, Jr. v. USA (IRS)

950 F.3d 299
CourtCourt of Appeals for the Fifth Circuit
DecidedFebruary 20, 2020
Docket18-11398
StatusPublished
Cited by23 cases

This text of 950 F.3d 299 (William Canada, Jr. v. USA (IRS)) is published on Counsel Stack Legal Research, covering Court of Appeals for the Fifth Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
William Canada, Jr. v. USA (IRS), 950 F.3d 299 (5th Cir. 2020).

Opinion

Case: 18-11398 Document: 00515316589 Page: 1 Date Filed: 02/20/2020

IN THE UNITED STATES COURT OF APPEALS FOR THE FIFTH CIRCUIT ___________ United States Court of Appeals Fifth Circuit

No. 18-11398 FILED February 20, 2020 ____________ Lyle W. Cayce Clerk WILLIAM R. CANADA, JR.,

Plaintiff – Appellant

v.

UNITED STATES OF AMERICA (INTERNAL REVENUE SERVICE); MICHAEL HALPERT, Individually and not in his official capacity; ROBERT MEYER, Individually and not in his official capacity; DENISE MCCASKILL, Individually and not in her official capacity,

Defendants – Appellees ___________

Appeal from the United States District Court For the Northern District of Texas ____________

Before HAYNES and OLDHAM, Circuit Judges, and HANEN, * District Judge. ANDREW S. HANEN, District Judge: Appellant, William Canada, Jr., successfully challenged in bankruptcy court a tax penalty assessed against him by the Internal Revenue Service (the “IRS”) that exceeded $40 million. A few months after a district court affirmed the bankruptcy court’s decision on the tax liability issue, Canada filed an independent lawsuit against the IRS and three IRS agents in their individual capacities (the “Individual Defendants”) (collectively, the “Defendants”). 1

*District Judge of the Southern District of Texas sitting by designation. 1For purposes of clarity, this court will refer to the district court that handled the IRS’s appeal on the Bankruptcy Court’s order disallowing the assessed penalties as the Case: 18-11398 Document: 00515316589 Page: 2 Date Filed: 02/20/2020

No. 18-11398 Canada pleaded a claim for damages against the Individual Defendants under Bivens v. Six Unknown Fed. Narcotics Agents, 403 U.S. 388 (1971), for allegedly violating his Fifth Amendment right to procedural due process, and further sought from the IRS the attorney’s fees he incurred litigating the penalty issue in his Chapter 11 bankruptcy case under 26 U.S.C. § 7430 and the Equal Access to Justice Act, 28 U.S.C. § 2412. The district court below granted the Defendants’ Rule 12(b)(6) motion and dismissed the lawsuit with prejudice because: (1) special factors counselled against extending a Bivens action to this new context; (2) the Individual Defendants were protected by qualified immunity; and (3) Canada’s request for attorney’s fees under the Internal Revenue Code was untimely. Canada timely appealed those rulings to this court. We affirm. I. Background Canada is a lawyer who primarily worked as a commercial litigator from 1979 through 1995. At that point, he joined the Heritage Organization, LLC (“Heritage”), which specialized in personal finance and estate planning strategies for high-net-worth individuals. Canada was Heritage’s President from 1995 to 2002 and Chief Operating Officer between 1995 and 2000. In 1998, an outside law firm informed Heritage of a new strategy designed to reduce capital gains taxes for Heritage’s clients. Although the strategy varied depending on the specific situation, generally Heritage would advise a client to open an individual brokerage account, short-sell Treasury securities through that account, and reinvest the short-sale proceeds in reverse

“initial district court.” The district court that dismissed Canada’s lawsuit at issue in this appeal will be called the “district court below.” 2 Case: 18-11398 Document: 00515316589 Page: 3 Date Filed: 02/20/2020

No. 18-11398 repurchase agreements. 2 The client would then contribute the brokerage account (including the obligation to repurchase the Treasury securities) to a newly-formed pass-through entity. This strategy allowed Heritage’s clients to reduce large capital gains by generating artificial losses, and thus reduce the taxpayer’s overall capital gains tax. Heritage successfully suggested the artificial loss strategy (the “Transactions”) to multiple clients between 1998 and 2002. Canada left Heritage in 2002 because of a compensation dispute. Two years later, he won a large arbitration award against the company, which apparently compelled it to file for bankruptcy. In 2007, during Heritage’s bankruptcy case, Canada received notice letters informing him of an IRS investigation regarding possible penalties under 26 U.S.C. §§ 6707 and 6108 for failing to report tax shelter transactions as required by 26 U.S.C. § 6111. 3 In April 2015, the IRS notified Canada of its intention to impose penalties as high as $49,108,452 against him under 26 U.S.C. § 6707. 4 According to Canada, the IRS ignored his protests on the merits of the penalties and would only discuss his ability to actually pay them. Additionally, one of the Individual Defendants allegedly told Canada’s attorney that “all of the IRS’s proposed promoter penalties like the penalties to be assessed against Canada had been sustained by the IRS Appeals division 100% of the time.” After reviewing Canada’s

2 The description of the tax strategy is taken from the initial district court’s published opinion affirming the bankruptcy court’s disallowance of the assessed penalties. See United States v. Canada (In re Canada), 574 B.R. 620, 623 (N.D. Tex. 2017). 3 The Transactions were eventually characterized as “Son of BOSS” tax shelter

transactions and were ultimately disallowed by the IRS and the courts. See, e.g., Kornman & Assocs. v. United States, 527 F.3d 443, 446–48 (5th Cir. 2008) (describing one of the Transactions conducted by a Heritage client). 4 Section 6707 imposes a penalty on any person fails to disclose to the IRS a “reportable

transaction” as required under 26 U.S.C. § 6111. Both provisions have been amended since Canada left Heritage. There is no dispute that the language of 26 U.S.C. § 6111, at the relevant time, required a “tax shelter organizer” to register a “tax shelter,” which meant “any investment” that met certain criteria not relevant to this appeal. See In re Canada, 574 B.R. at 629. 3 Case: 18-11398 Document: 00515316589 Page: 4 Date Filed: 02/20/2020

No. 18-11398 financial situation, the IRS proposed he pay it $5 million, a sum which he claims was substantially in excess of his net worth. Feeling like he had no other option, on September 15, 2015, Canada filed a voluntary Chapter 11 bankruptcy petition. On Canada’s Schedule B (disclosure of personal property), he listed $1 million for contingent and unliquidated “[c]laims against the IRS and individual IRS Agents,” among others. 5 The IRS filed a proof of claim for $40,346,167.87, all but approximately $58,000 of that amount represented the 26 U.S.C. § 6707 penalties. Canada timely objected to the claim. The bankruptcy court held a two-day trial and ultimately sustained Canada’s objections and disallowed the IRS’s claim for the penalties because: (1) the Transactions were not “tax shelters” under 26 U.S.C.

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Bluebook (online)
950 F.3d 299, Counsel Stack Legal Research, https://law.counselstack.com/opinion/william-canada-jr-v-usa-irs-ca5-2020.