At some point they may have paid taxes on that $2B asset distribution, but of course they still have it, so maybe they took out a $1B loan to pay the IRS. Now they sell the asset, and they are lucky that it fetches $1B, enough to pay the loan. Now they have $0, and a huge sigh of relief. Could have been much worse.
So you see, a lot of these equity-based billionaires would owe more than they have without these 'loopholes', and some obviously not much with them.
Sorry; I'm not making myself clear. The current tax law makes it very possible to pay taxes on lost money. My perspective is that this is horrible policy.
A simple example is an equity distribution that sells for less than taxes owed on it. The distribution is taxed at last trade price, and the loss in the sale is limited to $3000 annually.
Many people do not realize how disastrous it can be to assess tax on anything that isn't legal tender, and this article seems to be promoting that.
Let's say you operate a business netting you $1B and then buy a $1B pokemon card, which you sell for $0. You owe tax on $1B - $3000.