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Below you'll find a list of all posts that have been tagged as “Judge Easterbrook”

Avrahami v. Commissioner: In Captive Insurance, Win Some, Lose Some

A few days ago, the United States Tax Court handed down its long-awaited decision in Avrahami v. Commissioner, 149 T.C. No. 7 (August 21, 2017).  The 105-page opinion is not the slam-dunk for the IRS that most commentators anticipated, nor does the Tax Court give the taxpayer anything such as a free pass.  Rather, Avrahami reflects a considerable evaluation of the facts …

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AMERCO v. CommissionerAvrahami v. Commissionercaptive insurancecaptive managementcircular flow of fundscommonly accepted notions of insurancecorporate structureeconomic analysiseconomic substanceHarper Group v. CommissionerHelvering v. LeGierseindependent risksinnovative insurance productsinsurance riskIRC § 162(a)IRS tax policyJudge Easterbrooklegal complianceLeGierse approachpremium pricingR.V.I. Guaranty Co. v. Commissionerreinsurancereinsurance poolRent-A-Center v. Commissionerrisk poolrisk-distributionrisk-shiftingSears Roebuck v. CommissionerSecuritas Holdingsself-insurancesham analysissmall insurance company electionSt. Kittssubstance-versus-formtax complianceTax Court decisiontax deductibilitytax deductionsUnited States Tax Court§ 831(b) election§ 953(d) election

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