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Roberts grew up in White Plains, New York, and graduated from White Plains High School in 1975. In high school, he played varsity lacrosse, was the school's morning announcer (originating the morning joke of the day), and occasionally wrote columns for his high-school newspaper, The Orange.
His journalism career began in 1975 when he started as a newspaper reporter. Roberts also worked under Howard Cosell as a writer and producer at ABC. His writing is regarded as some of the best in all of broadcast journalism.
He is a graduate of the University of Maryland, College Park. During his time at Maryland, Roberts worked at the popular campus hangout R.J. Bentley's Filling Station; one of his sports Emmys is on display there.
Roberts is the interviewer for NBC's golf coverage, in addition to hosting the halftime show for Notre Dame football, being one of the main anchors for NBC's weekend sports updates, anchoring the network's coverage of the Wimbledon Championships, and working as a field reporter for NBC's coverage of the 2000 American League Championship Series. Roberts has won two Emmys since joining NBC.
Roberts has worked 10 Olympic Games in his broadcasting career. At the Olympics for NBC, he has hosted a nightly feature called the Chevy Olympic Moments, which talk about a different athlete or the history of a certain place at an Olympics. Roberts served as a correspondent for NBC Sports coverage of the 2008 Summer Olympics.
In April 2009, Roberts published his first book, Breaking the Slump (HarperCollins), which detailed the struggles of many famous golfers, including Jack Nicklaus, Arnold Palmer, George Herbert Walker Bush, and others and how they found their way through the inevitable challenges that plague anyone who plays the game. Roberts also did field reporting for ABC's coverage of the Little League World Series.
Roberts and his wife, Sandra Mayer, have three sons, and they all live in Westchester County, New York.
Roberts' sister-in-law, Debbie Mayer, worked in the south tower on the 56th floor at New York City's World Trade Center. Immediately after American Airlines Flight 11 (the first aircraft of the September 11, 2001, attacks) struck the north tower, Mayer began going downstairs to leave the building. She had gotten to the 29th floor when the second aircraft struck, hitting the building she worked in. However, Mayer escaped safely before the towers collapsed.
Roberts told of the ordeal to USA Today: