In
AD Investment 2000 Fund LLC v. Commissioner, 142 T.C. No. 13 (2014),
here, the Tax Court (Judge Halpern) held that, by putting the taxpayer's intent and good faith in issue to contest the substantial understatement penalty, the taxpayer had waived the attorney-client privilege with respect to the opinion received for this tax shelter ploy. The opinion is short and direct and definitive for the case. The tax shelter involved was the Son-of-BOSS shelter, which readers already know is bullshit.
I need to state the context. I do this in order to address also the attorney-client privilege as it arose in
TIFD III, which I discussed several days ago in a different penalty context. See
GE Ducks Any Penalty for Its Bullshit Tax Shelter -- For Now (Federal Tax Crimes 4/17/14).
here.
AD Investment involved the substantial understatement penalty in Section 6662(d)(1),
here. The threshold requirement for that iteration of the accuracy related penalty is that the tax involved with the position exceed a "substantial" amount, defined rather insubstantially as the greater of (i) 10% of the tax required to be shown the return or (ii) $5,000 for individuals and $10,000 for corporations. AD Investment involved a partnership proceeding, and the existence of the threshold must await partner level proceedings where the tax is actually determined.
Assuming the threshold exists, the penalty applies to the understatement except for the portion of the understatement for which the taxpayer has either (i) substantial authority or (ii) reasonable basis and made a return disclosure of the position. As the statute now reads, the except clause excluding a portion of the understatement does not apply to tax shelters. For the year involved, the blanket exclusion of tax shelter items did not apply; in pertinent part, the reduction of the base subject to the penalty applied if the position had substantial authority (an objective test) and the taxpayer reasonably believed that the tax shelter position was more than likely correct (a combined subjective test requiring that the taxpayer believed it and objective test requiring that the taxpayer have reasonably believed it). The taxpayer in AD Investment averred the presence of these two tests to avoid the penalty.
In addition, the accuracy related penalty, including the substantial understatement penalty, may be avoided if the taxpayer acted with reasonable cause and good faith. Section 6664(c),
here. This is a defense to the application of the accuracy related penalty, although as I shall note below, in some cases, its factors blend into the elements that cause the accuracy related penalty to apply in the first place.
Stobie Creek Investments, LLC v. United States, 82 Fed. Cl. 636, 708 (Fed. Cl. 2008), aff'd, 608 F.3d 1366 (Fed. Cir. 2010).
According to Judge Halpern, the key point in issue was whether the partnership reasonably believed that its position was more likely than not correct. Under the Regulations, there are two ways to satisfy this requirement. First, the taxpayer alone makes the determination in good faith. Second, "The taxpayer reasonably relies in good faith on the opinion of a professional tax advisor."
Under traditional interpretation of attorney-client privilege waiver, there would be a waiver if the taxpayer sought to avoid the penalty under the second ground -- reliance on the opinion of a professional tax adviser. The partnership -- serving the role of the taxpayer for this purpose -- studiously avoided reliance on the second ground. Hence, the partnership urged, it had not waived the privilege: "A generalized 'good faith' defense, not specifically relying on the advice of counsel is not a waiver of the attorney-client privilege." Judge Halpern rejected the argument.
Here is the analysis in full for waiver on the issue of whether the penalty applies, an issue which will turn whether the partnership had a reasonable belief that the position was correct.