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R.G. Camara's avatar

Which is why Trump was so close with Vince McMahon, another guy just like Steinbrenner: brash, willing to fire and yet willing to rehire at the drop of a hat (Vince was famous for never having anyone comfortable), and in the 1990s, Vince embraced a trick that he'd long avoided but Donald thought just peachy keen: deliberately pushing the envelope in terms of acceptability/good taste, and self-moving the Overton Window.

To summarize: by the mid-1990s Vince McMahon was near bankruptcy. After the near-fatal federal steroid criminal trial (in which Vince was acquitted but saw his reputation ruined, his finances in shambles from legal fees, and his attention drawn away to the trial rather than his business), some hushed-up company sex scandals, and the decline and then departure of superstar HUlk Hogan, the WWE was losing ratings, ticket sales, PPV sales, and fans. Rival WCW scooped up Hogan and many other big names and put on a TV show directly opposite to WWE on Mondays and was cleaning the WWE's clock.

https://infogalactic.com/info/Monday_Night_Wars

Now, Vince had always said he wanted to be the "Walt Disney of wrestling", and thus meaning it was a family friendly, kid-packaged experience designed to sell merch. But in the mid-1990s it wasn't working. Facing bankruptcy, he swerved to a teenage-friendly, swearing, sex-and-obscenity fueled type of wresting called The Attitude Era, led by new superstar Steve Austin. It worked, the WWE's ratings came back, and Vince ultimately bankrupted WCW and bought it.

After that, Vince slowly pulled back from The Attitude Era, slowly going back to more family-friendly fair, but always keeping one foot in the door of attitude in case finances dipped.

Trump likely learned a lot from this, especially as he dealt with his own bankruptcies: in order to win when you're down to nothing, you need to embrace everything controversial, to push the envelope to his preferred position. Hence why he embraces "build the wall" and "illegals eating cats" rhetoric: he knows that he can't play by conventional rules or he'll be conventionally trounced.

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Paulus's avatar

Long-time New York talk-show host Mark Simone, who has known Trump personally for decades, says that the significance of Trump's connection with Cohn that "The Apprentice" makes is greatly exaggerated. I believe you're correct that Steinbrenner was a far bigger influence on Trump.

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