Donald Trump the Entrepreneur: Real Estate, TV and U.S. President

Getting to know Donald Trump, the entrepreneur.

Donald Trump: From Entrepreneur to U.S. President

Controversial U.S. president and entrepreneur Donald Trump has a long list of accomplishments.

While he may have been best known in pop culture for his television show The Apprentice, he built his reputation and his fortune (and lost it and built it again) in commercial real estate.

Donald Trump the entrepreneur has developed some of Manhattan's most prestigious office buildings, residences and hotels, as well as casinos, hotels and golf resorts in prime locations like Atlantic City, Palm Beach and Palm Springs.

Donald Trump's Early Life:​

Donald Trump was born June 14, 1946, into a wealthy family. He attended New York Military Academy and Fordham University before transferring to the Wharton School at University of Pennsylvania, where he received a bachelor's degree in economics in 1968. From there, he joined his father's real estate business in Brooklyn. "My father was my mentor and I learned a tremendous amount about every aspect of the construction industry from him," says Trump.

Real Estate Boom:

In the early 1970s, Trump shifted from his father's focus on middle-class rental housing and turned toward commercial real estate development. The city of New York was offering sizable tax breaks to willing investors. Trump's deal-making skills allowed him to secure construction loans with little collateral, which allowed him to build an empire in real estate and entertainment, becoming a celebrity in the process.


Though Trump is known for turning bad real estate into lots of money and for his deal-making ability, he still fell victim to the recession of the late 1980s. Unable to meet loan payments, he declared business bankruptcy in 1990. Rather than risking a court fight, his creditors agreed to a debt restructuring.

Although this allowed him to stay out of personal bankruptcy, he still accumulated some $900 million in personal debt.

Turnaround and Turnaround Again:

Bad times forced Trump to relinquish his new airline, Trump Shuttle, and to sell off his largest Manhattan real estate parcel. He did, however, oversee the construction of the buildings placed on the site, in exchange for a cash fee and a portion of future profits. By 1994, Trump had repaid much of his personal debt and some of the $3.5 billion in business debt. But the rollercoaster continued. In November 2004, Trump Hotels & Casino Resorts filed for Chapter 11 but emerged from it in May 2005. Eventually, his primary financial involvement in many of these properties was in licensing the Trump name.

"The Donald"

Nicknamed “The Donald,” Trump is well-known for his flamboyant personality. He is a proven master at commanding media exposure. His admirers cite how he stands out from the others and he speaks his mind. He criticizes others publicly and exploits his “know it all” intellect. He is a consummate self-promoter who understands the power of branding. The name "Trump" always appears in the name of his buildings.

The Apprentice:

Trump was host and producer of NBC’s reality series The Apprentice, where several lucky candidates fight to become part of his organization.

Each week, one contestant is asked by Trump to leave with the now-familiar, "You're fired!" (Trump has filed a trademark claim on the phrase). Trump was paid a mere $50,000 per episode for the first season but eventually commanded a reported $3 million per episode.

Donald Trump's Family Life:

In 1977 Trump married fashion model Ivana Zelnièkova, and they have three children: Donald, Jr. (1977), Ivanka (1981) and Eric (1984). They were divorced in 1992. In 1993 he married actress Marla Maples, and together they have one child, Tiffany (1993). They divorced in 1999. In 1999, he began dating model Melanija Knavs, and they were married in 2005. Knavs gained some notoriety after a tell-all about her sex life with Trump on the Howard Stern show, followed by a nude layout in GQ magazine.

Books and More:

Donald has written several best-selling books detailing his career and the business wisdom he has acquired, including:

  • Trump: The Art of the Deal
  • Trump: Surviving at the Top
  • Trump: The Art of Survival
  • Trump: Think Like a Billionaire - Everything You Need To Know About Success, Real Estate, And Life

He also created -- and has been criticized and sued for -- Trump University, and has contributed to The Trump Blog, featuring "ideas and opinions from Donald Trump and his circle of experts."

President Donald Trump:

Although he earlier claimed to have no interest in politics, Trump—at one point a registered Democrat—announced his Presidential candidacy as a Republican in 2015, eventually winning the party's nomination and becoming the 45th President of the United States of America.