Pride was known to sing at baseball games. He was encouraged to pursue a career in music and caught the eye of record producer Chet Atkins who signed Pride a record deal in 1965. Following that year, Pride released and recorded his debut song "The Snakes Crawl out at Night" which played on the radio but didn't chart. It wasn't until 1969 when he released the record "From Me to You" that he became more well known. In 1971 Pride topped the Billboard charts with the song "Kiss an Angel Good Mornin." Pride also played concerts internationally in Northern Ireland in 1975. In 1981, Pride sang for Ronald Reagan at his Inauguration. The same year he released the album "There's A Little Bit of Hank in Me, where he does his own versions of songs which were first done by Hank Williams. 