That wealthy people are able to exploit all manner of tax loopholes is well known. Most of these loopholes do not occur by accident but are inserted by lawmakers at the instigation of lobbyists. One of the most common areas for such loopholes is in real estate because there is so much ambiguity about valuations that can be fiddled with endlessly. Trump used those loopholes all the time and was found guilty of it in one case but escaped many others.
ProPublica writes about someone who specialized in these kinds of shady dealings many times who has now been made a senior adviser to the General Services Administration, which manages the federal government’s property, even though he pushed a scam that the IRS called the “Worst of the Worst”.
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