"Donald Trump allowed transgender women who were born male to compete in the Miss Universe pageant, in respect to the laws of Canada." - u/veryawesomeguy

"Donald Trump once tried to trademark the phrase "You're Fired." - u/DwamSun

"In 1989 Donald Trump made a board game. It was essentially a knock off of monopoly and every bank note had his face on it." -u/deleted

"That Donald Trump doesn't usually shake people's hands due to "borderline" obsessive-compulsive disorder that causes him to fear germs." - u/redAllAboutIt

"Donald Trump fired Khloe Kardashian on Celebrity Apprentice, not for be a sh*t entrepreneur but, but because of a DUI which she had incurred over a year ago." - u/Dusty_Star

"Deutsche Bank once valued Donald Trump's net worth at $788 million and Trump objected." - u/NonAmerican

"Donald Trump tried to sue an author for $5,000,000,000 (yes, billion). Reason? The author called him a millionaire instead of a billionaire." - u/dudecof

"Donald Trump's companies have filed for bankruptcy four different times." - u/ctyne

"When Donald Trump's casino was failing, his father "loaned" it $3.5 million by purchasing chips with no intention of gambling with them." - u/jstohler

"Spy Magazine sent 13-cent checks to some of the world's richest people to see who would cash them. The only two people to do so were an arms dealer and Donald Trump." - u/mike_pants

"That in 1999 Donald Trump proposed a one-time wealth tax of 14.25% on individuals worth $10 million or more. Trump claimed that this would generate $5.7 trillion in new taxes, which could be used to eliminate the national debt." - u/jamestown112

"Donald Trump's campaign was being run by "The Bomb Thrower" Corey Lewandowski, who's strategy has always been to create controversy and then use the media frenzy to boost his client's profile." -u/deleted

"New Jersey once tried to use eminent domain on an elderly woman's home and transfer it to Donald Trump so that he could build a limousine parking lot there. They later lost in court." - u/SharkNATO

"Donald Trump is among the least charitable billionaires in the world, donating $3.7 million to his own charity over the span of 20 years (less than the WWE donated to Trump's charity in 2007 alone)." - u/86_crazy

"In 1990 Donald Trump threatened to sue the stock broker firm Janney Montgomery Scott after an analyst made negative comments regarding the financial prospects of the Taj Mahal. The analyst was fired, refusing to withdraw the statement. The Taj Mahal declared bankruptcy later that same year." - u/TheOED

"While making 'Home Alone 2' in 1992, the film crew removed the wall to wall carpeting in the Plaza Hotel's lobby, exposing the mosaic on the original tiles. Donald Trump loved the mosaics and insisted it remain that way until renovation in 2005." u/deleted

"In 2012 Donald Trump ordered a boycott against Glenfiddich scotch, since the whiskey company financially backs the Top Scot award, given that year to Michael Forbes, who was chosen for refusing to vacate his land to make way for Trump's planned golf course." - u/dabunbun

"Donald Trump tried to stop the building of an offshore wind-farm in Scotland because it would "ruin the view" of his golf course." - u/reddripper

"That Fred Trump, the father of Donald Trump, was best known as one of a small number of major builders of middle class housing in New York after WWII. His estate at his time of death was estimated at up to $300 million, but he did not believe in displays of wealth." - u/HAL9000000

"Donald Trump was a registered Democrat from 2001 to 2009." - u/doug3465