Donald Trump has shown no reluctance to do bigoted things during his presidential campaign, whether it’s supporting a ban on Muslims entering the U.S. or attacking a “Mexican” judge as being unfit to rule on the Trump University case.

Because of this, it’s not surprising to learn that Trump once bankrolled a racist ad campaign against Native Americans who had just proposed building a casino in upstate New York.

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The Los Angeles Times reports that when the St. Regis Mohawk tribe announced plans to build a casino near a racetrack in the Catskills, Trump decided to bankroll an ad campaign aimed at convincing local communities to kill the project.

Trump plunged $1 million into a purported “grassroots” anti-gambling organization called the New York Institute for Law and Society that warned the casino would bring “increased crime, broken families, bankruptcies and, in the case of the Mohawks, violence.”

But that’s not all: Documents obtained by The Los Angeles Times show that Trump personally signed off on a strategy devised by longtime ally Roger Stone to depict the Mohawks as a violent people who would bring ruin to everyone else in the area.

“Roger, do it!” Trump scrawled on a proposed flier that said the Mohawk tribe was well known for being a violent group that sold drugs and smuggled undocumented immigrants into the country.

Trump and his associates were ordered by the New York Temporary State Commission on Lobbying to pay $250,000 for deceptive advertising by not disclosing the fact that Trump almost single handedly funded the New York Institute for Law and Society, despite the fact that the organization falsely boasted it had raised funds from more than 12,000 donors.