Trump's victory was considered a stunning political upset by most observers, as polls had consistently showed Hillary Clinton with a nationwide—though diminishing—lead, as well as a favorable advantage in most of the competitive states. Trump's support had been modestly underestimated throughout his campaign, and many observers blamed errors in polls, partially attributed to pollsters overestimating Clinton's support among well-educated and nonwhite voters, while underestimating Trump's support among white working-class voters. Actually, the polls were relatively accurate, but media outlets and pundits alike showed overconfidence in a Clinton victory despite a large number of undecided voters and a favorable concentration of Trump's core constituencies in competitive states.
As a candidate Trump questioned whether he, as president, would automatically extend security guarantees to NATO members, and suggested that he might leave NATO unless changes are made to the alliance. As president, he reaffirmed the U.S. commitment to NATO in March 2017. However, he has repeatedly accused fellow NATO members of paying less than their fair share of the expenses of the alliance.
In 1988 Trump acquired the Plaza Hotel in Manhattan for $407 million and appointed his wife Ivana to manage its operation. Trump invested $50 million to restore the building, which he called "the Mona Lisa". According to hotel expert Thomas McConnell, the Trumps boosted it from a three-star to a four-star ranking. They sold it in 1995, by which time Ivana was no longer involved in the hotel's day-to-day operations.
During the campaign, Trump often used the slogan, especially by wearing hats emblazoned with the phrase in white letters, which soon became popular among his supporters. The slogan was so important to the campaign that it spent more on making the hats – sold for $25 each on its website – than on polling, consultants, or television commercials; the candidate claimed that "millions" were sold. Following Trump's election, the website of his presidential transition was established at greatagain.gov. President Trump stated in January 2017 that the slogan of his 2020 reelection campaign would be "Keep America Great" and immediately ordered a lawyer to trademark it. Trump tweeted “MAKE AMERICA GREAT AGAIN!” on September 1, 2018, apparently in response to Meghan McCain telling about 3,000 mourners at John McCain’s memorial service “The America of John McCain has no need to be made great again because America was always great.” 
What he's saying: Last night in Mississippi, he even promised "we will do a landslide" in 2020, after a razor-thin electoral victory (and substantial popular vote loss) in 2016. "Who the hell’s gonna beat us? Look! Who's going to beat us?" Trump asked, after amping up his frequent riff about former Vice President Joe Biden as a lightweight he'd love to crush.
An August 21 Politico report written by Alex Isenstadt entitled Trump ramping up for 2020 reelection offered new several revelations about the campaign effort. The report discussed plans for an autumn campaign fundraising tour anticipated to rake-in tens of millions of dollars. Pollster John McLaughlin, an advisor for Trump's 2016 campaign, was also appointed to advise Trump's 2020 efforts. The Trump campaign supposedly discussed monitoring individuals listed as being potential 2020 Democratic candidates and Republican challengers, and reportedly devised a plan to have White House Chief Strategist Steve Bannon propose the idea of regulating Facebook as a public utility, a move meant to intimidate Facebook CEO Mark Zuckerberg into dropping rumored plans to run. The report also said that the campaign and Trump's family members had been meeting monthly with the RNC to coordinate their election efforts, especially in North Carolina, which Trump won by less than 4 percentage points in the 2016 election. Finally, it was mentioned that a large part of the campaign's efforts thus far have involved an expansion of its data program being overseen by Brad Parscale.
The president on Tuesday announced his intention to seek reelection, and 44% of all Likely U.S. Voters say they would be more likely to vote for him if they had to vote now. The latest Rasmussen Reports national telephone and online survey finds that slightly more (47%) are more likely to opt for the Democratic nominee who opposes him, while nine percent (9%) are undecided. (To see survey question wording, click here.)
BREAKING: Man Steps Forward with Sexual Assault Allegations against Sen. Cory Booker -- With Lawyer's Response to Gateway Pundit (Via @gatewaypundit) #MakeAmericaGreatAgain #VoteRed2018 #Trump2020https://www.thegatewaypundit.com/2018/10/breaking-man-steps-forward-with-sexual-assault-allegations-against-sen-cory-booker-with-lawyer-response-to-gateway-pundit/ …
On January 10, 2017, Politico reported that Trump would be keeping his campaign offices in Trump Tower open in order to lay the groundwork for a re-election campaign. By that time his campaign offices at Trump Tower already included a staff of about ten people led by Republican strategist Michael Glassner. Glassner's deputy is John Pence, nephew of Vice President Mike Pence. The campaign staff was focused on data-building and fundraising for a 2020 reelection campaign.