Opens in a new tab

Trump’s tax deductible Trump U. settlement

November 19, 2016

Donald J. Trump prefers to fight things out in court. Over the years as a businessman, the president-elect has filed and been named as a defendant in thousands of lawsuits.

Even as he prepares to be sworn in on Jan. 20 as the United States' 45th president, he will facing, as of today, more than 70 lawsuits filed against him.

Trump University diploma certificate signed by Donald J TrumpClick certificate image for video report on settlement via KABC-TV Los Angeles.

But he's no longer worrying about Trump University allegations. Friday, Nov. 18, afternoon, Trump and his attorneys agreed to pay $25 million to settle three lawsuits that claimed the ostensible educational program bearing the billionaire's name bilked enrollees out of tens of thousands of dollars.

Why did Trump cave in these cases? Here are three likely reasons.

1. Timing. The California class action case was scheduled to go to trial later this month, Trump's lawyers were trying to get that postponed, but the prospects weren't looking good.

2. The Oval Office awaits. Trump, despite his willingness to do legal combat, now is in a totally different situation. He's no longer just another U.S. citizen.

At the urging, no doubt, of his lawyers and political advisers, Trump apparently decided it wouldn't do him or the country (but probably mostly him) any good to further testify under oath in these cases, either in court or via deposition, as either president-elect or sitting commander in chief.

3. Money. A $25 million settlement when the plaintiffs were seeking $40 million is not a bad deal. And Trump, as we all know is always looking for the best deal, be it regarding his taxes or business.

And there's a 3b here. What makes the settlement even better is that most of agreed payment amount will likely be tax deductible.

Deductible business expense: Tax attorney Robert Woods notes in his Forbes column that "most business settlements are fully tax deductible."

The only settlement amount that Trump arguably might not be able to write off, says Woods, is the $1 million in penalties that were part of the agreement.

Yes, penalties were part of the deal even though the settlement expressly says that Trump does not admit to any wrongdoing. Ah, legal double speak. You gotta love it. Or not. But I digress.

"But barring express non-deductibility commitments, many penalties can be deducted, too," writes Woods. In general, he says, fines and penalties paid to the government are not deductible, but some fines and penalties are considered remedial and deductible. That allows some flexibility.

And our next president is nothing if not flexible.

You also might find these items of interest:

Share:

The More Tax Posts tab at the top of this page will take you to, well, more tax posts. You also can search below for a tax topic. 

Latest Posts
IRS sending refunds to families that claimed adoption tax credit carryforwards

October 18, 2026

Tax reform changes to the adoption tax credit meant some families didn’t get the new…

Read More
TAX-SAVVY WAYS 
TO WRAP UP 2026

It’s over! With October’s extended filing deadline behind us, it is now time to focus on year-end moves to reduce your 2026 tax bill. 

You’ll find ways to do just that on the Tax Tips page (see the More Tax Posts drop-down menu at the top of the blog), as well as the separate tax tip pages for each month, notably October through December. If you’re on the Tax Tips page, you’ll find a monthly list at the end of this column. If you’re on another blog page, you can head straight to the October tips; at the bottom of that tips page you’ll find links to all the other 11 months’ collections of tax advice.

Not to spoil what you’ll find in that tax advice, but it does cover such things as tax deductions for charitable donations, investment moves that could reduce tax due, and ways to max out your tax-favored retirement savings. 

Finally, as the year winds down, things get hectic. There are lots of other things to occupy our time, like the much more fun upcoming holidays. But don’t lose sight of taxes, since timing is key. To be of use, most tax moves must be made by the end of the tax year. That’s Thursday, Dec. 31, which also is the last business day of the year. 

So that you don’t miss that final tax year deadline, also keep an eye on the countdown clock below. It will keep you on top of just how much time is left to make important, tax-saving moves. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)

Comments
Leave the first comment