Robert F. X. Sillerman
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He grew up in the Riverdale section of the Bronx to Jewish American parents. He sold greeting cards door-to-door in middle school and dissatisfied with the margins set up his own corporation, buying in bulk and getting friends as a commissioned sales force.
After his father went bankrupt in the pioneering of Keystone Radio Network, Sillerman attended Brandeis University. By day he majored in political science, while by night in 1966 he launched Youth Market Consultants, offering fellow students discount magazine subscriptions while advising marketers on how to target the teen set. He sold the company in 1972 to the Boston ad firm, Ingalls. 
In 1978 Sillerman and deejay Bruce "Cousin Brucie" Morrow bought two radio stations in upstate New York for $1.875 million. They acquired additional radio and TV stations, including WALL and WKGL (Middletown, New York); WJJB (now WCZX; Hyde Park, New York); WHMP (Northampton, Massachusetts); WOCN (South Yarmouth, Massachusetts); WRAN (Randolph, New Jersey); WPLR (New Haven, Connecticut) and the television station WATL (Atlanta, Georgia). In 1985 Sillerman entered into a partnership with radio/television industry executive Carl E. Hirsch (known as Legacy Broadcasting) to acquire KJOI-FM, Los Angeles for a then record-setting $44 million, as well as other stations in Denver, Detroit, Minneapolis, Washington D.C., Houston, Philadelphia, Los Angeles and New York City. The company was merged at the end of 1989 with a unit of Westinghouse Broadcasting in a then record-setting transaction worth $727 million.
In 1993 Sillerman agreed to a deal to buy out Bruce Morrow and formed a partnership with radio industry executive Steve Hicks to take several stations public under SFX Broadcasting. When the United States Telecommunications Act of 1996 allowed for ownership of multiple stations in single markets, they bought up enough stations to become the nation's seventh largest chain. In 1996 Hicks left to become president of Capstar Broadcasting, and with backing from his brother, Tom Hicks (of Texas buyout firm Hicks, Muse, Tate & Furst), Steve Hicks bought SFX Broadcasting 71 radio stations for $2.1 billion in 1998. The transaction reportedly netted Sillerman $250 million.
Sillerman used this cash to build SFX Entertainment (concert promotion, sports agencies) into Europe, making money on Broadway with "The Producers", and turning SFX Entertainment into the world’s largest producer, promoter and presenter of live entertainment. He sold the company to Clear Channel for $4.4 billion in 2000.
In addition, through Flag Luxury Properties LLC, Sillerman invested disastrously in a proposed resort/real estate development on the Caribbean Island of Anguilla, originally slated to be named the Temenos Anguilla, a St. Regis Hotel resort, and incorporating a Greg Norman golf course to be opened in 2007, but, due to budgetary and quality control issues, St Regis pulled out. Sillerman attempted to rebrand the project as a Baccarat Hotel but this also failed. In May 2009, Credit Suisse filed a request for summary judgement in New York State Supreme Court, alleging Sillerman had failed to pay the outstanding balance due under a credit agreement with Flag Luxury Properties LLC and that Sillerman defaulted on a series of payments due since April 2008, totaling $21.4 million. The bank alleged that subsequent payments due also remained unpaid and the outstanding principal due under the first lien credit agreement was $137.2 million. The project (and golf course) have closed. In a July 2009 interview with the New York Post Sillerman admitted failure, stating with reference to the Flag project: "I think I have shown conclusively I'm not knowledgeable enough about the real estate business."
Leading CKX, Inc., Sillerman bought majority rights to Graceland, the Elvis Presley estate; as well as the assets of Simon Fullers 19 Entertainment, whose assets include TV hit "American Idol". Apollo Management bought CKX in 2011.
On February 8, 2011 Sillerman announced an agreement to acquire control of Gateway Industries, Inc. (GWAY.PK). The transaction renamed the company to Function (X), Inc. and changing its listing on the stock exchange to FNCX. Upon announcement of the venture, GWAY.PK stock rallied from $0.01 to nearly $3 to finish the day at $1.89 +18800%..
On Jun 7, 2012, the Function X was renamed Viggle Inc.. This changed the company stock listing to VGGL. In March 21, 2014 the company has now undergone its third reverse stock split at 1 for 80 and went from OTC markets to being listed on nasdaq. As of April 2014, the stock is down to 19.78 with -$89.60 earnings per share.
Sillerman is currently undergoing a lawsuit for allegedly having defrauded a trio of business partners. The suit alleges that Mr. Sillerman in emails promised a joint partnership in which the plaintiffs would receive 2.5 million "founders shares" of SFX which never materialized.
From 1993 Sillerman served as the Chancellor of the Southampton College of Long Island University, replacing Angier Biddle Duke. Sillerman took the job on two conditions: that the college scrap ill-defined liberal arts programs and focus on marine science and creative writing and that he be allowed to handle publicity. In that spirit, he named Kermit the Frog as the 1996 commencement speaker: 31 newspapers picked up the story, a free marketing bonanza that raised the college's profile and drew hundreds of new admissions. However, after cessation of an agreed capital investment plan by Long Island University, the school closed its doors in May 2005.
Married to copywriter Laura Baudo, whom he met when she came to pitch her musical card to him in college, Sillerman and his wife had one child. The couple live on a 15-acre (61,000 m2) beachside estate in Southampton, New York, as well as a resort in Anguilla.
In May 2012, Sillerman was accused of sexual harassment by an employee of Function X. The dispute was settled out of court for an undisclosed amount.
On March 26, 2014, video circulated of Sillerman wearing a gold dollar sign necklace and making lewd gestures upon arriving in Miami for the Ultra music festival.
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