Bob Montgomery (May 12, 1937 – December 4, 2014) was an American singer, songwriter, record producer and publisher.
Montgomery was born in Lampasas, Texas, United States. He was a songwriting partner and best friend of Buddy Holly, performing together as the duo "Buddy and Bob" while teenagers in high school. Initially, they played a variety of bluegrass music, which evolved into rockabilly sounds.Montgomery met Holly at Hutchinson Junior High School in Lubbock, Texas, in 1949. They started playing together at school assemblies and on local radio shows. Montgomery sang lead and Holly harmonized. They soon had a weekly Sunday radio show on station KDAV. On October 14, 1955, Bill Haley & His Comets played a concert at the Fair Park Auditorium, and Montgomery, Holly and bassist Larry Welborn were also on the bill. Eddie Crandall, Marty Robbins' manager, spoke to KDAV station owner Pappy Dave Stone and told him he was interested in Holly as a solo performer. Holly's career then began after demo recordings of his music were made and sent to Decca Records.