Donald Trump's Crazy Campaign for President in 2016

Every Weird Moment of the Billionaire Businessman's Bid for the White House

Donald Trump and Hillary Clinton
Republican presidential nominee Donald Trump and Democratic presidential nominee Hillary Clinton appear at a town hall debate in October 2016. Brooks Kraft/Getty Images Contributor

Donald Trump's bid for the 2016 Republican presidential nomination was marked by controversy, controversy and more controversy. Which wasn't necessarily a bad thing for a candidate who ran on a shoestring budget and benefitted from a tremendous amount of free publicity from media organizations who just couldn't get enough of his outrageous comments.

Here's a look at some key moments from the Trump campaign.

Is Trump Actually Fit to Serve in Office?

President Donald Trum
President Donald Trump's fitness for office was questioned by members of his own administration.

 Getty Images News

In December 2017, more than a dozen members of Congress invited a Yale University psychiatry professor to evaluate Trump's behavior. The professor concluded: “He’s going to unravel, and we are seeing the signs.” Lee described those signs as Trump “going back to conspiracy theories, denying things he has admitted before, his being drawn to violent videos. We feel that the rush of tweeting is an indication of his falling apart under stress. Trump is going to get worse and will become uncontainable with the pressures of the presidency.”

Is Donald Trump a Democratic Plant?

Donald Trump
Some Republicans believed Donald Trump's unlikely 2016 presidential campaign was a Democratic ploy to make other GOP candidates look bad. Jason Davis / Getty Images Stringer

At one point, some speculated that Donald Trump's improbable, inflammatory and circus-like campaign for the 2016 Republican presidential nomination was a Democratic ploy to make mainstream GOP candidates look bad and hand the White House to Hillary Clinton. Welp, if that was the plan it certainly backfired pretty spectacularly.

Yes, Donald Trump Was a Democrat Once

Donald Trump
Donald Trump is financing much of his 2016 presidential campaign on his own. Scott Olson/Getty Images News

Long before the ultrawealthy real-estate magnate entered the fray and ran for the 2016 Republican presidential nomination he belonged to the party of Barack Obama, Bill Clinton, Jimmy Carter and Lyndon Johnson. 

Does Donald Trump Actually Like Anyone?

Dennis Rodman
Dennis Rodman. Laura Cavanaugh/Getty Images Entertainment

Every time you turned around Donald Trump was yelling at somebody. The billionaire businessman grew fond of the putdowns “loser,” “lightweight,” “moron,” “dummy” and “zero.” He also referred to his primary opponents as "stiffs" (U.S. Sen. Lindsey Graham of South Carolina) and gone so far as to mock their eyewear (Of Texas Gov. Rick Perry he said: "He put on glasses so people think he's smart. People can see through the glasses."). 

The Most Outrageous Donald Trump Quotes of the 2016 Presidential Race

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Donald Trump holds a campaign event in Iowa in July 2015. Scott Olson/Getty Images News

The milemarkers in Trumps's campaign were the outrageous and controversial comments he made with the intention of generating news coverage - whether positive or negative. Any publicity is good publicity, right?

Donald Trump is Worth 10 BILLION DOLLARS

Donald Trump
Donald Trump is financing much of his 2016 presidential campaign on his own. Scott Olson/Getty Images News

Yes, the Trump campaign used capital letters to stress his net worth in a personal financial disclosure with the Federal Election Commission. Trump also didn't miss an opportunity to mock the government, saying the form "was not designed for a man of Mr. Trump's massive wealth." 

Why Donald Trump Is Paying For His Own Presidential Campaign

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Donald Trump claimed he was worth $10 billion during the campaign for the 2016 Republican presidential nomination. Matthew Busch/Getty Images News

That Donald Trump is funding his own presidential campaign means he can stay in the race as long as he wants. With as much as $10 billion to spend - it's what Trump claims he's worth - that’s a long time. It also means he can speak his mind without having to worry about angering donors. 

Trump Was Part of the Largest Primary Field in 100 Years

Jeb Bush Photo
Jeb Bush Photo. Alex Wong/Getty Images News

What did it say about presidential politics in general and Republican politics in particular that so many candidates sought the nomination in 2016? Among other things it illustrated the fact that there was no single Republican who was considered a frontrunner or particularly strong candidate. 

Does Donald Trump Have the Worst Political Hair in the Land?

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Real estate mogul, reality television star and onetime presidential aspirate Donald Trump. Getty Images

The Donald's do is somewhat of a mystery and subject of much speculation. Is it a rare double comb-over, as Vanity Fair once suggested? Is it a rug? The magazine described the scuttlebutt over real-estate mogul and onetime presidential hopeful Donald Trump's hair as a "long-standing New York mystery on a par with the disappearance of Judge Crater or the enduring popularity of Michael’s restaurant."