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Trump and Omarosa have always been kindred spirits

Crushing the competition: Omarosa Manigault Newman, the former director of communications for the White House Office of Public Liaison, listens to Vice-President Mike Pence speak (Photograph by Manuel Balce Ceneta/AP)

Donald Trump and I used to talk a lot about Omarosa Manigault Newman. The future president was fascinated by her. He was fascinated by her self-absorption and nastiness, fascinated by her fleeting star power and fascinated by her being publicly recognisable by first name alone — sort of like Prince or Madonna. Except, of course, Omarosa wasn’t Prince or Madonna.

(See story on Page 14)

This was back in 2004 and 2005, and Omarosa was a contestant on The Apprentice, a reality television show that was, briefly, an incandescent hit. She wasn’t a musical genius, like Prince, or an abiding cultural force, like Madonna. Her celebrity was spun from much more gossamer stuff.

Viewers gravitated towards Omarosa because, on a show that exploited a Lord of the Flies scenario to see how badly an average group of men and women wanted to please Trump, she could behave so horrifically that it reassured folks that they probably wouldn’t be — couldn’t be — that monstrous themselves.

Heh, heh, heh. Of course, they could. Trump has always unleashed demons in people around him, even in orbits as cartoonish as The Apprentice and the Trump Organisation.

It made for boffo TV. The producers of The Apprentice originally thought that the show’s dog-eat-dog world would be its main attraction and that Trump’s now famous boardroom firings would just be icing on the cake. They soon discovered that Trump decapitating people with his signature phrase — “You’re fired!” — and most of the other scenes he inhabited were what gave this ensemble act its real juice.

Nevertheless, the contestants mattered and in the show’s first season in 2004, Omarosa owned her own peculiar space. Viewers loved hating her. “I’m going to crush my competition and I’m going to enjoy doing it,” she declared on the show.

She played on a faux corporate battlefield where teams had unintentionally dopey names such as “Protégé” and “Versacorp”, but no one cared about the teams.

They cared about the individuals, and Omarosa delivered. A tall, forceful black woman inhabiting a set meant to evoke the bleached, predictable environs of corporate America, she dispensed with decorum and bluntly told people off.

She often belittled her own team-mates when strategy was debated. If she decided she wasn’t up for a particular challenge, she found a way to dodge it.

In one episode, a chunk of building plaster bounced off her head at a construction site, and she said she had a concussion, thereby excusing herself from that episode’s competition. (The hospital later diagnosed her as A-OK.)

She was scheming, deceitful, ruthless and unapologetic, and Trump was mesmerised. I had covered Trump occasionally for The New York Times, back then and was working on a biography of him called TrumpNation. Trump unsuccessfully sued me for libel over parts of the book about his business and wealth that he said damaged his reputation. Trump told me that he initially had been worried that some of The Apprentice contestants lacked star power.

Omarosa changed his mind. “I didn’t think she had it, but she was great casting,” he told me. “We didn’t know she was the ‘Wicked Witch’ until the audience found she was the ‘Wicked Witch’. We had an idea, but you never know how it is going to be picked up.”

As he pondered Omarosa’s new-found celebrity, he also pondered his own. Worried about what would become of him if and when NBC cancelled The Apprentice, he sought advice about how best to secure his stardom.

He told me he rang up Lorne Michaels, the producer of Saturday Night Live, for counselling.

“Which is bigger, a television star or a movie star?” he asked.

Michaels replied: “A television star. Because you are on in front of 30 million people, every week, virtually every week.”

All of this gave Trump a new-found appreciation of Omarosa. “I would have never thought that Omarosa was a star,” he told me. “I didn’t think she was that attractive. I didn’t think she was anything. And she became a star.”

Trump also grew weary of her. When Omarosa bungled her final task — shopping some art — towards the end of the first season, Trump canned her. His own star was shining brightly and he didn’t need Omarosa’s added glare. After she was fired and had no chance of winning, Omarosa went on TV to accuse another contestant of using the “n-word” when speaking to her.

She said the racial slur had been edited out of the show, which NBC disputed.

That didn’t get in the way of the pair collaborating again. She joined Celebrity Apprentice in 2008 and in 2010 worked with Trump to produce a dating show called The Ultimate Merger. In 2013 she appeared on All-Star Celebrity Apprentice. Omarosa then campaigned with Trump during his presidential bid.

He later brought her into the White House in a nebulous role that included advising on his transition and working on public relations. By most accounts, she treated her White House stay the same way she handled The Apprentice competition — full speed ahead, detractors be damned. She was fired after about ten months, at the end of 2017.

She now has a new book, aptly titled Unhinged, in which she disparages Trump and claims she knows about the existence of a tape in which he uses the “n-word”. (This is disputed.)

In a National Public Radio interview last week, she went beyond that and contradicted herself by saying she had heard the tape herself. Trump, finding time to ignore a financial crisis in Turkey and the fate of migrant children that his team has separated from their parents at the southern US border, unleashed his Twitter feed on Omarosa on Monday:

“Wacky Omarosa, who got fired 3 times on the Apprentice, now got fired for the last time. She never made it, never will. She begged me for a job, tears in her eyes, I said OK. People in the White House hated her. She was vicious, but not smart. I would rarely see her but heard ...

“ ... really bad things. Nasty to people & would constantly miss meetings & work. When Gen. Kelly came on board he told me she was a loser & nothing but problems. I told him to try working it out, if possible, because she only said GREAT things about me — until she got fired!

“While I know it’s ‘not presidential’ to take on a lowlife like Omarosa, and while I would rather not be doing so, this is a modern day form of communication and I know the Fake News Media will be working overtime to make even Wacky Omarosa look legitimate as possible. Sorry!”

That last one looked staff-written to me, but what do I know? About 90 minutes after posting those tweets, he weighed in with a sombre coda:

“Wacky Omarosa already has a fully signed Non-Disclosure Agreement!”

Trump tweets relentlessly when he feels cornered or obsessed, and he is obsessed with Omarosa. She is just as craven and self-absorbed as he is, and betrayal by a kindred spirit has never sat well with him.

So, a book with a title that evokes one of the President’s core shortcomings, and dishes about his all too-familiar racism, holds his attention even if the author’s credibility might not warrant it.

Trump’s response is also evidence that the man elected in part because of the managerial and business prowess he demonstrated on The Apprentice can’t get his country’s priorities in order. Expect him to wallow in moments such as this for years to come.

Timothy L. O’Brien is the executive editor of Bloomberg Opinion. His books include TrumpNation: The Art of Being The Donald