The UPS case is the last big captive case. However, there is a bit of history between UPS and Harper that we need to explain before moving forward.

In the 1990s, the IRS expanded the scope of their captive litigation, targeting bigger companies. Humana was one of the first truly large, fortune 500 style companies subject to captive litigation. It was not the last. Harper (which I discussed last week) was a large, international company. The service went so far as to argue Allstate — then a subsidiary of Sears — was a captive, even though Allstate wrote a a very small part of their business with Sears. UPS fits with this general case theory of the service generally targeting larger companies after establishing a legal foundation with smaller companies. However, this tactic did not work. The dam started to burst with the Humana (see here, here and here). Read More

Today’s posting will be a bit shorter than most. Although they lost the Humana case, the service continued to file challenges to various captive insurance arrangements. The Harper case — which was a 1991 decision — is important because it gives us a three prong test which a captive must comply with in order to be a “bona fide” captive. The following is from my book:

The court introduced a new three-prong test to determine “the propriety of claimed insurance deductions by a parent or affiliated company to a captive insurance company.” The three prongs are:

(1) whether the arrangement involves the existence of an “insurance risk”; Read More

For background, please see Humana Part I and Humana Part II:

By way of background, in Part I, we looked at the background facts of the case, and learned that Humana was a near-perfect set-up for a captive. The company was forced by business circumstances to form a captive, considered a variety of options (and obviously documented same) and then formed a stand-alone company that was adequately capitalized, independently managed and charged a fair price for its insurance. In Part II, we see a very well tried case for the plaintiff who take full advantage of the facts. In addition, we get the first real explanation (at lease in a case record) of the thinking behind the economic family doctrine. Finally, we see the first real cracks in the economic family doctrine, thanks to some of the insureds not being owners of captive stock. As such, the Read More

Below is an excerpt from my book on the Humana case. As an aside, if you get a bit confused by some of the terms used, you may want to go back and read some of the earlier posts on the captive cases.

Humana lost the trial case but filed a petition for reconsideration. The tax court withdrew its memorandum opinion and issued a full opinion after review by the 19-person court. The written opinion contains a 12-member majority opinion, an 8-person concurrence, a 2- member concurring and a 7-member dissent. The sole reason for Humana’s petition was to get a long opinion which the company could use for the basis of an appeal.

The court first notes the many captive cases heard before Humana that apply directly to Read More

Just to provide some context before moving forward, we’ve been looking at the captive cases in chronological order. We finished with the economic family doctrine. In the conclusion of my analysis to those cases I noted that, most importantly, the IRS was very prepared for captive litigation while the taxpayers weren’t. As a result, the IRS gained a strategic foothold in captive jurisprudence. With Humana, we see the first really good taxpayer push back against the IRS’ efforts. To that end,we’ll be spending some time delving into the decision’s details. The following is an excerpt from my book, U.S. Captive Insurance Law.

Humana was a groundbreaking case because it was the first major victory for a taxpayer in the captive insurance area. Humana was (and is) a publicly traded health care Read More

Next in the Captive Cases Series will be the Humana Cases.  The captive cases can be broken down into two segments: the economic family cases — where the IRS gained trial momentum for their theories, and the Humana cases, where taxpayers began scoring victories. As such, this is an appropriate place to stop and sum up the overall captive legal situation before moving onto Humana.

Here are the salient points moving forward.

1.) Business necessity drove the formation of early captives. In all economic family cases, some defining business need drove the formation of the captive. For example, the taxpayer in Ocean Drilling was engaged in a business which was new (offshore oil Read More

When looking at the economic family cases, it’s important to have an organizational template. This is the third in series of articles on the economic family argument that uses the fact patterns outlined in Revenue Ruling 77-316 as a template. The excerpt below is from my book, U.S. Captive Insurance Law.

The third situation outlined in Revenue Ruling 77-316 is the same as the first situation:

During the taxable year domestic corporation X and its domestic subsidiaries entered into a contract for fire and other casualty insurance with S1, a newly organized wholly owned foreign “insurance” subsidiary of X. S1 was organized to insure properties and other casualty risks of X and its domestic subsidiaries. X and its domestic subsidiaries paid Read More

When looking at the economic family cases, it’s important to organize them in a comprehensible way. This installment looks at cases with fact patterns similar to Scenario 2 from Revenue Ruling 77-316. The following is taken directly from my book, U.S. Captive Insurance Law.

Situation 2 of Revenue Ruling 77-316 is the same as situation 1, except that the parent and subsidiaries pay premiums to a non-affiliated third party who reinsures 95% of the risk with a captive insurance company.[1] General Counsel Memorandum 35629 fleshes out the service’s thinking regarding situation 2.[2] The service argues the taxpayer should be allowed to deduct any payment not reinsured through the taxpayer’s captive.[3] In other words, risks that are outside the “economic family” and that follow proper insurance Read More

When looking at the economic family cases, it’s important to have some type of structure. Therefore, I’ll be using the fact patterns outlined in Revenue Ruling 77-316 and then looking at the cases which most resemble those fact patterns. What follows is an excerpt from my book U.S. Captive Insurance Law.

The first fact pattern outlined in Revenue Ruling 77-316 is entirely insular:

During the taxable year domestic corporation X and its domestic subsidiaries entered into a contract for fire and other casualty insurance with S1, a newly organized wholly owned foreign “insurance” subsidiary of X. S1 was organized to insure properties and other casualty risks of X and its domestic subsidiaries. X and its domestic subsidiaries Read More

The economic family doctrine was the IRS’ primary legal argument against captive insurance. This theory was developed over a series of internal memorandums which I’ll discuss in a later post. But to understand the economy family doctrine — and the primary arguments against it — there are two legal concepts we need to explain.

The legally separate nature of corporations.

While it seems common sense that a court would treat each corporation as a separate legal entity, this is a concept that had to be established in case law in Moline Properties. The following is from my book:

In Moline, Uly Thompson organized Moline Properties as a Florida Corporation. Thompson Read More

In my previous post (Captive Cases Series – The Flood Plane Cases, Part I), we looked at the first flood plane case Consumers Oil. This week, we’ll take a look at the second flood plane case — U.S. v. Weber Paper Company.

To place this case in perspective, here is a bit of relevant history:

In mid-July 1951, heavy rains led to a great rise of water in the Kansas River and other surrounding areas. Flooding resulted in the Kansas, Neosho, Marais Des Cygnes, and Verdigris river basins. The damage in June and July 1951 exceeded $935 million dollars in an area covering eastern Kansas and Missouri, which, adjusting for inflation, is nearly $7 billion dollars in 2005.[1] The flood resulted in the loss of 17 lives and displaced 518,000 people.[2] Read More

What Was The IRS’ Beef With Captives? –

Starting in the mid-1970s, and continuing through the UPS case, the IRS fought captives tooth and nail. Over the course of these cases, they advanced three different legal arguments against captive insurance: the economic family argument, the nexus of contracts and the assignment of income doctrine.

However, it’s important to ask this question regarding the IRS’ legal battle: “what was it about captives that the IRS didn’t like?” To answer that question, we need to go back to a series of cases from the early 20th century called the reserve cases. In all of these cases, a taxpayer foresaw a particular adverse event and started to place money into a reserve fund in Read More