“‘The Gambler’ was written by the Nashville songwriter Don Schlitz. With the classic chorus lines, ‘You’ve got to know when to hold ’em, know when to fold ’em,’ the song is told from the first-person perspective about a conversation with an old poker player on a train,” (Songfacts). “The card shark gives life advice to the narrator in the form of poker metaphors, before presumably dying in his sleep. According to the Reader’s Digest Country and Western Songbook, Schlitz wrote the tune in honor of his late father, ‘the best man I ever knew.’ ‘He wasn’t a gambler,’ he explained. ‘But the song was my way of dealing with the relationship that I had with him.'” Kenny Rogers’ 1978 version became a #1 Country hit and even made its way to the Hot 100 “at a time when country songs rarely crossed over.”
The tune won a Grammy for Best Male Country Vocal Performance and Best Country Song … but “before he recorded it himself, Kenny Rogers offered ‘The Gambler’ to Willie Nelson, who turned it down. ‘I was doing a song every night called Red Headed Stranger which has 100 verses in it … I just didn’t want to do another long song, so he said, Okay, I’ll record it myself.'”
The tune, which Rolling Stone describes as “the one country song even non-country fans know by heart,” modulates up a half step at 1:37.
Many thanks to our frequent contributor Ziyad for this submission!