My Apprenticeship With Trump- ‘What Are You An Effing Baseball Player, You Want A Signing Bonus!’

He’s Baaack. Coming off a mighty election win to return to the presidency, people ask: What’s it like working for Donald Trump? It’s like riding a bronco. Every event is a day at the rodeo. Strap in and hang on. What you see is what you get. Never boring, for sure.

What follows is an excerpt from my book Connecticut Characters: Personalities Spicing Up The Nutmeg State

Donald Trump placed his right hand on the shoulder of a model – tall, blonde, striking, must have been 22 – and with his left hand steered Joe Ganim by the shoulder, easing the two together. “Let me introduce you to a friend of mine,” Trump cooed above the noise at a party for ABC soap stars in Trump’s Plaza hotel, inching her close to the mayor of Bridgeport. “You see this man?” Trump asked. “He’s the most powerful man in Connecticut.”

“Oh, really, how powerful are you?” she shimmered. “And do you dance?” I’d heard about the magical deals the tycoon had cut, but this was one quick potential hook up on a hot August night in 1994; a little dance, a little wine, those legendary plaza suites a short elevator away. Ganim, a married man of many tastes and interests, took notice of the witnesses. “No, I don’t dance,” said the mayor, “but you see this man over here,” as he grabbed my arm, “he’s really the most powerful man in Connecticut – and he dances.”

Not on this night. On this night, Donald Trump, who early that summer announced plans to build a massive theme park along Bridgeport’s impressive waterfront, was courting Joe Ganim.

The mayor of Bridgeport had a tricky balancing act. Connecticut’s General Assembly was debating a bill to expand legalized gambling in the state beyond the popular Foxwoods Casino operated by the Mashantucket Pequot Nation. The driving force behind the legislation was Trump’s chief gaming rival, Steve Wynn, he of the neon, volcanic eruptions, white tigers and rain forests of the swanky Mirage Resorts in Las Vegas. Wynn had already spent millions in Connecticut pushing the gaming agenda on lobbyists, lawyers, advertising and community rallies; schmoozing and boozing, wining and dining legislators, offering junkets to Las Vegas and spreading goodwill about what he would do for Connecticut’s tired economy. In August 1994, Ganim was not only mayor of the likely city to host a casino, he was also the Democratic candidate for lieutenant governor and an extremely influential player in the casino sweepstakes.

All this casino talk had Bridgeport buzzing. Connecticut was just hours from Atlantic City, NJ where Trump owned three casinos. Whatever happened in Connecticut would unquestionably impact Trump’s interests in Atlantic City. Just 50 miles from New York City, a Bridgeport casino could reverse the flow of gamblers from the lucrative New York market and entice slot enthusiasts from the Fairfield County gold coast.

A gaming operation in southern Connecticut that Trump did not control would devastate his Atlantic City business. From Trump’s perspective, not only was Atlantic City not big enough for him and Wynn, neither was the tri-state area that included New York and Connecticut. In fact, if Trump could figure a way, he’d drive Wynn from the Nevada desert across California and into the Pacific. Ganim was rightly suspicious of Trump’s overture to the city. Did Trump really want to do a theme park in the city, or did he just want to tie up property so Wynn couldn’t get it?

Joe Ganim knew a good invitation when he got one, and dinner with the Donald certainly sounded tasty. So when Ganim asked me to tag along to Manhattan that day in August, I was game. The night began in the Oak Room, Trump’s restaurant in the Plaza Hotel, the symbol of luxury in Donald’s trophy empire that he bought during the real estate boom of the 1980s for a cool $400 million in borrowed money. The Plaza Hotel’s rich history and French Renaissance architecture was awe-inspiring. Overlooking Central Park south at 59th Street and 5th Avenue, the Plaza was a haven for the well-heeled and high-heeled including the likes of Alfred Gwynne Vanderbilt who was the first to sign the guest register when the landmark opened for business in 1907. Even in the Oak Room, where wealth, fame and power dominate, diners paused momentarily to catch a good look at Donald, as much rock star as developer. We all shook hands, and then Donald said, “Hey, we don’t have to eat here. There are a few parties we could go to. We’ll talk business and pick along the way. C’mon, ABC is throwing a party for their soap stars around the corner, let’s go.”

In step, we followed Donald, cutting a swath through the lavish corridors of Trump’s hotel to a Plaza party room where a bunch of pretty people, soap stars and supermodels drove carrot sticks into dips, popped bubbly, chatted about their daytime dramas and danced to the music of a live pop band. “This is the place to be. It’s incredible, isn’t it?” Donald crowed. We looked at him with polite approval. The room was loaded with party-hired supermodels. Donald surveyed the scene. “There was a time…” and his voice trailed off. Ivana was long gone by this time and his new wife, Marla Maples, the Georgia peach and former model herself, was the woman in his life now, along with baby Tiffany. The supermods also took notice of Donald. They gravitated to that blue suit like lint. But this night was about Joe Ganim. Donald shifted gears.

“Okay, there’s a party for the Wilhelmina modeling girls at a club down the street,” Trump said. “Let’s go there.” Trump’s limo driver motored down 5th Avenue and Donald waxed expansively about some of his properties. The Plaza, the Empire State Building, his massive West Side Highway project, the this and the that. As we spilled out of the limo a camera crew from Germany at the entrance to the club spotted Donald and threw a spotlight on him. Trump never missed a beat. “They love me in Germany, they love me in New York and they love me in Bridgeport!”

The club was dark, mobbed, beered up and loud. On a small stage some lovely Wilhelmina models were doing their thing. They had long legs and skirts that if they’d been any shorter would have been belts. A thumping crowd hooted and cheered them on, a purplish haze floated around the ceiling lights. Even in the bedlam, everyone recognized Donald. He was like a movie star crashing a nightclub. Towering over the short mayor in size, but not in prestige, Trump shouted through the buzz, “You’ll never have this kind of fun with Wynn!”

Joe Ganim, who owned a superior scent for b.s., knew a master was playing him, but he didn’t care. Ganim loves fun. On the drive home, he said, “This is the kind of thing you could tell your friends, ‘Hey, I went bar crawling with Donald Trump the other night.’”

By 1994, halfway through Joe’s second term, people knew the mayor had knighted me his political “guru” the friend and consultant who had positioned him for a gubernatorial run just one term into his mayoralty. Four months after that night on the town, at the suggestion of Trump’s Connecticut attorney Leonard Blum, Trump wanted to hire me, Ganim’s closest political advisor, as a public relations consultant to represent his interests.

Doing p.r. for Trump was an alluring proposition. Initially, I wasn’t so much interested in what it could generate in dollars and cents as having a high profile client like the Donald. Sure, he’s an egomaniacal, shameless self-promoter, but so what. So are politicians, I thought, and I represent them all the time. This was good for the resume and if the night in August was any indication, association with the Donald could mean mucho Manhattan jaunts. Since most of the business and political establishment was backing Wynn, I knew I had value. My relationship with Joe Ganim from 1991 to 1995 was extremely close. We were close in age, loved politics and I provided him something he needed for his political future, the ability to frame a message to the electorate. Campaign work seduced me. For me it’s like a sporting competition: my candidate against the others. Ganim respected my work and I enjoyed the friendship. Without question, people eventually started coming to me because they wanted something from Ganim, be it access or a job for a nephew.

On Dec. 5, I met Donald at his headquarters on 5th Avenue. For all the media coverage I had read about Donald being a germ freak, he extended his hand. “I’m glad you’re coming on board,” he said, standing tall in his customary blue threads. He invited me to sit down. “Lennie, I want you to be my eyes and ears in Connecticut,” he started, looking at me from across his desk. “Let me know any information you pick up about gaming in the state. Let me know what the mayor is thinking, your friends in the media. I know Ganim likes to have fun in Manhattan. He loves the bullshit, doesn’t he? Here’s where I stand on the gaming bill. I’d rather kill it than see it happen, but if a casino happens I want it.”

Then Trump got down to financial business. “What are your needs. This is really important to me.”

I knew I was totally removed from Trump’s league when it came to the art of negotiation but this was fun so I went for it. I had nothing to lose. “Most of the players in Bridgeport are with Wynn. It sounds like you will need a lot of my time and I’m willing to put in the time. I would like an upfront payment of $10,000, followed by a monthly retainer of $8,000.”

“You know, a lot of p.r. guys charge me less because of what my relationship brings them,” Trump said sternly. “What are you like a fucking baseball player, you want a $10,000 signing bonus!”

“I figure since most everyone is with Wynn, I will be expending a lot of political capital working for you.”

“Well, don’t bullshit a bullshitter,” Trump snapped, as a way of putting me in my place. “Okay, here’s what we’ll do. I’ll pay you four thousand for the first month to see how you work out and then pay the eight thousand.”

“Norma!” he shouted across his desk to Norma Foerderer, his long-time administrative assistant, who swiftly entered his office. “I want you to cut a check right now for $10,000 and make it out to Lennie Grimaldi.”

A few minutes later Norma presented the check to Donald who signed it on the spot and handed it to me.

“I’m counting on you to do a good job,” Trump said, walking me to the door. “Don’t let me down.”

An apprentice was born.

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7 comments

  1. LG,
    You know something memorable (and reportable) about business with politicians within one brief lifetime.

    What wisdom will you share about a personal respect for journalist “facts”, “norms” or “law and order”?

    From your viewpoint as each “man’s” potential future years of life, in store, become fewer in total, does “legacy” factor into his current planning and purpose when he rises each day? How do physical attacks, planned or executed, on one’s physical life enter into a worldview and actions undertaken?

    You relate how “an apprentice was born”. OK. Locally, who is creating “citizen apprenticeships” for the young and first generation public of Bridgeport embracing solid factual CIVICS education? With the huge flow of dollars in recent years to election campaigns, can we get beyond the peddling of narratives that fail a “fact check”? What time period is the President Elect referring to “America Great Again”, and what activities made it so great? Time will tell.

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  2. John, who is creating “citizen apprenticeships” for the young and first-generation public of Bridgeport embracing solid factual CIVICS education, Locally or worldwide.

    Perhaps it’s system that created and assigned you your coded side you identify wiht.

    I am wrong, and you don’t have an identifying coded side? Is it Fact or Fiction?

    To be fair to “fact” Isn’t Fact, truth? What is the philosopher’s philosophy on truth? Isn’t the same as beauty, in the eye of the beholder. Considering the coded world, if fact, our brief life’s are born into. What is your view on the assassination of Trump? Has it been expanded when the bullet grazed his ear instead of blowing his head off? What would have been of the Legacie of Lincoln, MLK, JFK, RFK, Malcom X if their assassination bullets grazed them?

    Speaking of peddling narrative, fact of fiction. John it can be said that the period when America was Great was a period after the President’s Elected Party fought and won the American Civil War against the Democratic Party and enacted reconstruction Though it in was slowed, hindered because of the “assassination” of Lincoln. 1866 to 1876 ” due in part of the planation” Democrats/ Jim Crow. According ot my “fact checking youtube”

    https://www.youtube.com/watch?v=nowsS7pMApI&list=PLJreJ0oZp8lGvusO9pcjxJQ3fVZdQzaNL

    Perhaps, it is great because it’s grounded in its creation itself. Thought, not without life being briefer that its natural embody physical.

    “We hold these truths to be self-evident, that all men are created equal, that they are endowed, by their Creator, with certain unalienable rights, that among these are ”

    For shits and giggles. Don’t forget, teams need identification coded words, right, John? 🤣

    https://www.youtube.com/watch?v=q81ft5ipvNM

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    1. Does your Google source ever intimate that at the start of the ultimate confrontation in South Carolina, the “plantation owner class” was in ascendance? The way to guarantee profits into the future seemed a form of Western expansion of enslavement.
      As Lincoln took office, and held office for the most part under Civil War conditions, states in opposition, and men in uniform fighting and dying while the President sought to unify the nation…..how great does that look? Federal troops in the South to secure gains until they were pulled by a different party in Washingon, and the period of resistance to the rights of people of color continued under the brand of “Jim Crow” with a secret “white sheeted”group to carry out visible terror. Is that the GREAT in Make America Great Again? And you wander around quibbling about “coded words and sides” ?
      Keep it simple. Use your plain words, phrases, and paragraphs to expose your thinking if you wish a response.
      I am currently writing and speaking about CIVICS education for the youth, at least, of the community. It takes time, energy, and spiritual resources to commit to the process. Is that something that floats your boat and encourages greater participation? Time will tell.

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  3. So. Lenny; are you comfortable with the idea of a senescent, even-more-off-the -rails POTUS Trump steering the country where your loved ones reside into the future?!

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