Everything You Ever Wanted To Know About Donald Trump And Pro Wrestling

Start your day with TPM.
Sign up for the Morning Memo newsletter

Before Donald Trump was dominating sitting governors and U.S. senators in the polls, the top GOP presidential contender was facing off with an adversary of a different sort: Vince McMahon, the CEO of World Wrestling Entertainment.

In 2007, the two moguls staged a pay-per-view standoff known as the “Battle of the Billionaires.” Akin to how 2016 candidates use surrogates to hash it out on cable news, Trump and McMahon used proxy wrestlers — Trump, the Bobby Lashley; McMahon, the Umaga — to settle their “beef.” Their wager? The loser would have his head shaved. If only the stakes of the 2016 debates were so high.

Trump’s involvement with pro wrestling goes back more than a quarter of a century. In the beginning the logic was pretty simple: WWE was staging big events at Trump-owned venues, so he had a vested interest in promoting the “sport.” But over time, Trump got drawn into WWE’s staged storylines. And the logic there is pretty simple, too: As a showman, an impresario, an over-the-top, larger-than-life hero/villain, The Donald is in real life what pro wrestlers try to portray themselves as in the ring. It was a match made in promoter heaven.

Trump’s official relationship with WWE began in 1988 when he hosted WrestleMania IV at his Atlantic City Trump Plaza.

The event was so successful, Trump successfully lobbied for WrestleMania V to return to Atlantic City, the only time the top WWE event was held in the same place two years in a row. For WrestleMania V, Trump had 2,000 seats added to the venue, and with over 20,000 attendees broke the record for the largest event there, according to “30 Years of WrestleMania.”

“We did so well in Atlantic City with WrestleMania IV that our customers demanded that we bring WWE back for WrestleMania V,” Trump said.

Trump continued to make appearances at various wrestling matches. In 2004, he was interviewed ringside by Jesse “The Body” Ventura, a former wrestler who had recently finished up his stint as Minnesota governor.

When Trump gave Ventura his endorsement for a possible White House run, one of the announcers joked that Ventura could use a billionaire as a vice president. But Trump’s and Ventura’s political relationship began much earlier. In the 2000 election, Trump sought the presidential nomination of the Reform Party, in part to aid Ventura in an intra-party war with Pat Buchanan, who eventually became the Reform Party nominee after Trump dropped out.

A fake “Donald Trump” had better luck when he wrestled “Rosie O’Donnell” in 2007. The real celebrities had been publicly fighting. The WWE match culminated with “Donald” (played by Ace Steel) smashing “Rosie” (Kiley McLean) with a fudge cake.

But Trump’s involvement in WrestleMania XXIII “Battle of the Billionaires” was a multi-episode, headline-making event. Trump’s and McMahon’s “rivalry” started in am episode a few weeks after the Rosie match, during “Fan Appreciation Night.” Via the arena Jumbotron, Trump interrupted McMahon’s emceeing to rain “thousands of dollars” (in his retelling) upon fans.

A few weeks later, Trump appeared on the show live to announce his bet with McMahon, and WWE teased the feud further in an episode devoted to a “contract signing” overseen by Stone Cold Steve Austin.

Outlets from the New York Post to CNN covered the lead-up to the showdown, and the pay-per-view showing, for which fans paid $44.95, broke company records by bringing in 1.2 million viewers.

In the end, Trump’s Bobby Lashley was victorious over the Umaga and McMahon was forced to have his head shaved by The Donald.

Their “feud” was played up again in 2009 when Trump “bought” Monday Night Raw from McMahon (a development Bloomberg and TVGuide treated as fact). Fans — growing jaded by the WWE’s over-staged antics — were skeptical, and cable network USA, which aired WWE, copped that it was all an act.

“We intended the release to be promotional for that ongoing story arc on the series,” USA said in a statement. “There is no such actual ‘sale.’ We apologize for any confusion.”

Nevertheless, WWE teased out the narrative segments in which “The Apprentice” star “fired” the show’s characters and nonchalantly ordered around “The Boogeyman.”

Eventually McMahon “bought back” the Monday Night Raw, but not before Trump ran a ratings-busting episode of Raw commercial-free to show his appreciation for the fans.

Trump and McMahon’s lucrative relationship took a turn, however, during McMahon’s wife Linda’s second try at a U.S. Senate seat in 2012, after her failed run in 2010. With Trump pushing the Obama “birther” conspiracy, Linda McMahon’s campaign attempted to distance itself from The Donald by denying that the WWE had donated $5 million to Trump’s charity in exchange for his WrestleMania appearances.

Whatever tensions that moment provoked between the McMahons and Trump were cooled by 2013, when Trump was inducted into the WWE Hall of Fame.

Latest DC

Notable Replies

  1. if this story was really about everything I wanted to know about Donnie Dipstick and Fake-Pro Wrestling it would have no words…

  2. I know—clicked for the lulz and found myself just skimming and then not even that. It’s tacky and stupid compounded on each other. There must be a picture of cute kittens somewhere on this Internet, lessee…

  3. Was wondering how long it was going to be before someone dug this up. Thing is with his demographic is just going to push him higher.

  4. Trump & Pro Wrestling in the same headline. I know, click bait. But I just had to read it. Dirty pleasure. Just like the movie Roadhouse. Whenever I hit Roadhouse when I’m channel surfing, I have to stop and watch.

  5. Makes perfect sense. His whole approach to politics has been like WWE: trash talking opponents, bravado and braggadocio, biggest this, best that. Not to forget that the he probably shares the audience with pro-wrestling as well.

Continue the discussion at forums.talkingpointsmemo.com

17 more replies


Avatar for system1 Avatar for littlegirlblue Avatar for 365daysofhorror Avatar for mattinpa Avatar for imkmu3 Avatar for easydm Avatar for pdxer Avatar for vinnie_tesla Avatar for mantan Avatar for pshipkey Avatar for clearwater Avatar for sherlock1 Avatar for theghostofeustacetilley Avatar for ottnott Avatar for darcy Avatar for dickweed Avatar for jcblues Avatar for bd2999 Avatar for arcmor Avatar for jonney_5 Avatar for cuneiformist Avatar for canadianhere

Continue Discussion
Masthead Masthead
Founder & Editor-in-Chief:
Executive Editor:
Managing Editor:
Associate Editor:
Editor at Large:
General Counsel:
Head of Product:
Director of Technology:
Associate Publisher:
Front End Developer:
Senior Designer: