Real estate Within years of expanding
his father's property development business into
Manhattan in the early 1970s, Trump attracted the attention of
The New York Times for his brash and controversial style, with one real-estate financier observing in 1976, "His deals are dramatic, but they haven't come into being. So far, the chief beneficiary of his creativity has been his public image."
Der Scutt, the prominent architect who designed
Trump Tower, said in 1976, "He's extremely aggressive when he sells, maybe to the point of overselling. Like, he'll say the convention center is the biggest in the world, when it really isn't. He'll exaggerate for the purpose of making a sale." A 1984
GQ profile of Trump quoted him stating he owned the whole block on
Central Park South and
Avenue of the Americas.
GQ noted that the two buildings Trump owned were likely less than a sixth of the block. The New York state attorney general,
Letitia James, opened a civil investigation into Trump's business practices, especially regarding inflated property values. She joined the
Manhattan district attorney's office in a
criminal investigation into possible property tax fraud by the
Trump Organization.
Other investments and debt In 1984, Trump
posed as his own spokesman John Barron and made false assertions of his wealth to secure a higher ranking on the
Forbes 400 list of wealthy Americans, including by claiming he owned over 90% of his family's business. Audio recordings of these claims were released in 2018 by journalist Jonathan Greenberg. Following the
October 1987 stock market crash, Trump claimed to the press that he had taken no losses and sold all his stock a month before. Per SEC filings he owned large stakes in some companies during the crash.
Forbes calculated that Trump had lost at least $19 million related to Resorts International stock, while journalist
Gwenda Blair noted $22 million from stock in the
Alexander's department store chain. Challenging estimates of his net worth he considered too low, in 1989 Trump said he had very little debt. Reuters reported Trump owed $4 billion (~$ in ) to more than 70 banks at the beginning of 1990. In 1997, Ben Berzin Jr., who had been tasked with recovering some of the $100 million (~$ in ) his bank had lent Trump, said "During the time that I dealt with Mr. Trump, I was continually surprised by his mastery of situational ethics. He does not seem to be able to differentiate between fact and fiction." A 1998
New York Observer article reported that
Jerry Nadler "flatly calls Mr. Trump a 'liar, quoting Nadler stating, "Trump got $6 million [in federal money] in the dead of night when no one knew anything about it" by slipping a provision into a $200 billion federal transportation bill. During a 2005 deposition in a defamation lawsuit he initiated about his worth, Trump said: "My net worth fluctuates, and it goes up and down with markets and with attitudes and with feelings, even my own feelings... and that can change rapidly from day to day".
Philanthropy David Fahrenthold investigated Trump's claims about his
charitable giving and found little evidence the claims are true. Following Fahrenthold's reporting, the
Attorney General of New York opened an inquiry into the
Donald J. Trump Foundation's fundraising practices, and issued a "notice of violation" ordering the Foundation to stop raising money in New York. The Foundation had to admit it engaged in
self-dealing practices to benefit Trump, his family, and businesses.
Sports In 1983, when Trump was forming a business relationship with the
New Jersey Generals football team, he spoke about the team at a public forum. "He promised the signing of superstar players he would never sign. He announced the hiring of immortal coaches he would never hire. He scheduled a news conference the next day to confirm all of it, and the next day never came", CNN reporter
Keith Olbermann recalled in 2021. Following the forum, Trump approached Olbermann and, rather than waiting for questions, began speaking into Olbermann's microphone about "an entirely
different set of coaches and players than he had from the podium." In 1987, during testimony regarding an antitrust case between the
United States Football League (USFL) and the
National Football League (NFL), Trump stated that he had had a meeting with
NFL commissioner Pete Rozelle years earlier where Rozelle offered him an NFL franchise in exchange for keeping the USFL a spring-time league and not initiating a lawsuit with the NFL. Rozelle denied having made this offer and stated he was opposed to Trump becoming an NFL team owner, with a person present at the meeting between the two stating that Rozelle told Trump, "As long as I or my heirs are involved in the NFL, you will never be a franchise owner in the league". In 1996, Trump claimed he wagered $1 million (~$ in ) on 20-to-1 odds boxing match between
Evander Holyfield and
Mike Tyson. The
Las Vegas Sun reported that "while everyone is careful not to call Trump a liar", no one in a position to know about such a sizable wager was aware of it. In a 2004 book, ''The Games Do Count: America's Best and Brightest on the Power of Sports'', Trump claimed to have hit "the winning home run" when his school played Cornwall High School in 1964, garnering a headline "Trump Homers to Win the Game" in a local newspaper. Years later, a journalist discovered that Trump's high school did not play Cornwall that year, nor did any such local headline surface. A classmate recalled a separate incident in high school in which Trump had hit "a blooper the fielders misplayed", sending the ball "just over the third baseman's head", yet Trump insisted to him: "I want you to remember this: I hit the ball out of the ballpark!" After purchasing the
Trump National Golf Club in 2009, Trump placed a historical marker there asserting that during the
American Civil War, the river "would turn red" with the blood of "many" soldiers who were killed at that spot. No such event ever took place at this site. One local historian, Craig Swain, cited the killing of two soldiers by citizens in 1861 as the only Civil War event that occurred on the island. Two years later, on June 27–28, 1863, General
J. E. B. Stuart led 4,500 Confederate soldiers north across the Potomac at Rowser's Ford from the Lowes Island area, on the ride to
Gettysburg, but no fatalities were recorded. According to the executive director of the
Mosby Heritage Area Association, the only Civil War battle in the area was the
Battle of Ball's Bluff, upriver. Other historians consulted by
The New York Times for a story in 2015 agreed; one of them had written to the Trump Organization about the falsehood. Trump himself disputed the historians' statements:That was a prime site for river crossings. So, if people are crossing the river, and you happen to be in a civil war, I would say that people were shota lot of them. "How would they know that?" Mr. Trump asked when told that local historians had called his plaque a fiction. "Were they there?"Trump said that "numerous historians" had told him the story of the River of Blood, though he later changed that to say the historians had spoken to "my people". Finally he said, "Write your story the way you want to write it. You don't have to talk to anybody. It doesn't make any difference. But many people were shot. It makes sense." Trump has repeatedly claimed he is an 18-time club championship winner at several clubs, none of which can be positively confirmed, and 16 of which were not official or all-member club championships. All these wins have been recorded at golf clubs owned or managed by
The Trump Organization. Professional and amateur golfers, such as
Buddy Marucci, have claimed that Trump would threaten to revoke the membership of anyone who won against him, thus allowing him to win club championships with little competition. Trump has claimed to have won the
Trump International Golf Club West Palm Beach Club Championship in 1999, before the club was officially opened to membership, and the 2023 Senior Club Championship at the same course, despite not being present for the first day.
Other In 1973,
The New York Times ran its first profile of Trump, stating he had "graduated first in his class from the Wharton School of Finance" five years earlier. However, in 1984,
The New York Times Magazine noted that "the commencement program from 1968 does not list him as graduating with honors of any kind." After three Trump casino executives died in a 1989 helicopter crash, Trump claimed that he, too, had nearly boarded the helicopter. The claim was denied 30 years later by a former vice president of the Trump Organization. Promoting his
Trump University after its formation in 2004, Trump asserted he would handpick all its instructors. Michael Sexton, former president of the venture, stated in a 2012 deposition that Trump selected none. During a 2018 interview, television personality
Billy Bush recounted a conversation he had had with Trump, in which he refuted Trump's repeated false claims that
The Apprentice was the top-rated television program in America. Bush recalled Trump responding, "Billy, look, you just tell them and they believe it. That's it: you just tell them and they believe. They just do."
Perceptions Alair Townsend, a former budget director and deputy mayor of New York during the 1980s, and a former publisher of ''
Crain's New York Business'', said "I wouldn't believe Donald Trump if his tongue were notarized." Trump often appeared in New York tabloid newspapers. Recalling her career with
New York Posts
Page Six column, Susan Mulcahy told
Vanity Fair in 2004, "I wrote about him a certain amount, but I actually would sit back and be amazed at how often people would write about him in a completely gullible way. He was a great character, but he was full of crap 90 percent of the time." (Trump told the magazine, "I agree with her 100 percent.") Barbara Res, a former Trump Organization vice president who worked for Trump from 1978 until 1998, said "he would tell the staff his ridiculous lies, and after a while, no one believed a single word he would say". ==In
The Art of the Deal==