Donald Trump Used Legally Dubious Method to Avoid Paying Taxes

“Whatever loophole existed was not ‘exploited’ here, but stretched beyond any recognition,” said Steven M. Rosenthal, a senior fellow at the nonpartisan Tax Policy Center who helped draft tax legislation in the early 1990s.

.. Moreover, the tax experts said the maneuver trampled a core tenet of American tax policy by conferring enormous tax benefits on Mr. Trump for losing vast amounts of other people’s money — in this case, money investors and banks had entrusted to him to build a casino empire in Atlantic City.

.. Mr. Trump financed his three Atlantic City gambling resorts with $1.3 billion in debt, most of it in the form of high interest junk bonds.

.. According to assessments of his financial stability by New Jersey casino regulators, there were times in the early 1990s when Mr. Trump had no more than a few million dollars in his various bank accounts. He was so strapped for cash that his creditors were apoplectic when they learned that Mr. Trump had bought Marla Maples an engagement ring estimated to be worth $250,000.

.. The company would simply swap stock for the $40 million in debt it could not repay. This way, it would look as if the entire $100 million loan had been repaid

.. Best of all, it did not matter if the actual market value of the stock was considerably less than the $40 million in canceled debt. (Stock in an effectively insolvent company could easily be next to worthless.)

.. Wealthy families like the Trumps often own real estate and other assets through partnerships rather than corporations. Mr. Trump, for example, owned all three of his Atlantic City casinos through partnerships, an arrangement that allowed casino profits to flow directly to his personal tax returns when times were good.

.. the I.R.S. frowned on partnership equity-for-debt swaps for the same reason it objected to corporate stock-for-debt swaps. “The fiction is that the partnership interest has the same value as the debt,” he said.

.. Before proceeding with his plan, Mr. Trump did what most prudent taxpayers do: He sought a formal tax opinion letter. Such letters, typically written by highly paid lawyers who spend entire careers mastering the roughly 10,000 pages of ever-changing statutes that make up the United States tax code, can provide important protection to taxpayers. As long as a tax adviser blesses a particular tax strategy in a formal opinion letter, the taxpayer most likely will not face penalties even if the I.R.S. ultimately rules the strategy was improper.

.. the phrase “substantial authority” is a red flag that the lawyers believe the I.R.S. can be expected to rule against the taxpayer roughly two-thirds of the time.

.. In other words, Mr. Trump’s tax lawyers were telling him there were at least six different reasons the I.R.S. would probably cry foul if he were audited.

.. In other words, Mr. Trump’s tax lawyers were telling him there were at least six different reasons the I.R.S. would probably cry foul if he were audited.

.. “He deducted somebody else’s losses,”

.. By that, Mr. Buckley meant that only the bondholders who forgave Mr. Trump’s unpaid casino debts should have been allowed to use those losses to offset future income and reduce their taxes. That Mr. Trump used the same losses to reduce his taxes ultimately increases the tax burden on everyone else, Mr. Buckley explained. “He is double dipping big time.”

.. Among the members of Congress who voted to finally close the loophole: Senator Hillary Clinton of New York.

Pastor Max Lucado Baffled Over Evangelical Trump Supporters

I would not have said anything about Mr. Trump, never — I would never have said anything if he didn’t call himself a Christian. It’d be none of my business whatsoever to make any comments about his language, his vulgarities, his slander of people, but I was deeply troubled … that here’s a man who holds up a Bible one day, and calls a lady “bimbo” the next. Here’s a man who calls himself a Christian and yet just has the audacity to make fun of a lady’s menstrual cycle. … He didn’t just do this on occasion, but repeatedly, unrepentantly. Somebody sent me a list of 64 people he’s called loser.

.. But it seems like we’re more than willing to give Mr. Trump a free pass. The classic one was in Iowa when he was asked, “Do you ever ask for forgiveness of sins?” and he said, “No, I don’t need to.”

The Dangers of Donald Trump

In reality, Trump’s election would be a gift to bad cops and riot-ready radicals in equal measure, and his every intervention would pour gasoline on campuses and cities — not least because as soon as any protest movement had a face or leader, Trump would be on cable bellowing ad hominems at them.

.. Putin is more likely to pocket concessions and keep pushing, testing the orange-haired dealmaker at every opportunity and leaving Trump poised, very dangerously, between overreaction and his least-favorite position — looking weak.

.. From the Pacific Rim to the Middle East, revisionist powers will set out to test Trump’s capacity to handle surprise, hostile actors will seek to exploit the undoubted chaos of his White House, and our allies will build American fecklessness into their strategic plans. And again, all of this is likely to happen without Trump doing the wilder things he’s kind-of sort-of pledged to do — demanding tribute from allies, trying to “take the oil,” etc. He need only be himself in order to bring an extended period of risk upon the world.

.. Trump’s foreign policy hazing, his rough introduction to machtpolitik, promises more danger for global stability — still a real and valuable thing, recent crises notwithstanding — than the risks incurred by George W. Bush’s interventionism, Barack Obama’s attempt at offshore balancing, or (yes) Hillary Clinton’s possible exposure of classified material to the Chinese, the Russians and Anthony Weiner’s sexting partners.

.. No mathematical proof can demonstrate that the chance of a solidly-conservative Supreme Court justice isn’t worth a scaled-up risk of great power conflict.

.. But I think that reluctant Trump supporters are overestimating the systemic durability of the American-led order, and underestimating the extent to which a basic level of presidential competence and self-control is itself a matter of life and death — for Americans, and for human beings the world over.

Donald Trump is modeling his life after Charles Foster Kane

Trump acquits himself pretty well on Kane and its lessons — although I would not characterize Kane’s fall as “modest” — and his commentary about the film is probably the first actually interesting thing I have ever heard him say. But I watched all the way to the end and he shoots himself in the foot in the most Trumpian & misogynistic way — it’s actually perfect.