Sherman was head coach of the NFL's New York Giants from 1961 to the 1969 preseason. He won three consecutive Eastern Conference titles with the Giants from 1961 to 1963, and coached in three NFL Pro Bowls. Sherman collected two NFL Coach of the Year Awards, in 1961 and 1962, the first time such an honor was awarded to the same person in consecutive years. He was the first "media" NFL head coach, producing and hosting his own shows on television and radio, and becoming a frequent on-air football analyst.