He also debuted for the Washington Kastles of the World Team Tennis league. In 2010 he was in a biking accident and had surgery on his arm that caused him to miss some time. He has won three career titles and has earned almost $4 million in prize money. Robby owns the Olde Town Athletic Club in Marietta, Georgia. In 2007 he participated on Spike TV’s Pros vs. Joes. Robby married Josephine Stafford in 2012.