• Bob Pittman (born 1912), American college sports supervisor who, during its 1945 season, served as head coach for University of Florida's baseball team (Florida Gators baseball#Head coaches)
• Robert C. Pittman (1922–1999), American pilot and entrepreneur who, in midst of World War II Army service, flew over 250 Pacific combat missions; awarded Distinguished Flying Cross; communications executive from 1950s to 1980s
• Robert Pittman (media executive) (born 1953), American entrepreneur who has had multiple careers in radio and TV; oversaw creation and growth of MTV; CEO of Clear Channel Media as of October 2011; named 2011 Most Powerful Person in Radio
• Robert Pittman (born 1959), American local political figure who has been serving as mayor of Oklahoma City suburban community, Nicoma Park, since May 2011

Fictional characters

• Bob Pittman, sailor narrator of popular Newfoundland folk song "The Ryans and the Pittmans
  The Ryans and the Pittmans
  "The Ryans and The Pittmans" is a popular Newfoundland folk song. It tells of the romantic entanglements of a sailor named Bob Pittman, and his desire to sail home to finally marry his "sweet Biddy"...
  
  ", which was partially composed around 1875 by W. H. LeMessurier and printed in Old Songs of Newfoundland (1912)