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He stayed with Sports Centerf or five years, gaining national recognition.While working for ESPN, Olbermann was selected to host the newly launched ESPN Radio Network, as well as the television station ESPN2.At the age of 17 he worked as a stringer for United Press International, a major news agency that provided journalistic material to magazines, newspapers and radio and television broadcasting companies.
During Olbermann's later years as a sportscaster, he furthered his experience in news broadcasting by hosting MSNBC's White House in Crisis and The Big Show.
While at Cornell, he worked as sport director for Ithaca’s radio station, WVBR, which was run by local college students.
By the time he was 20 years old Olbermann had joined UPI's national radio network.
He is of American nationality and belongs to German ancestry.
He completed his schooling from Hackley school near to Tarrytown.