“I Can’t Win for Losin’ You” is a song written by Robert Byrne and Rick Bowles and recorded by American country music artist Earl Thomas Conley. It was released in November 1986 as the second single from the album Too Many Times. The song was Conley’s twelfth number one country single. The single went to number one for one week and spent a total of thirteen weeks on the country chart.
Kip Kirby of Billboard magazine reviewed the song favorably, saying that Conley “slips into a breathy, soulful voice in this R&B-flavored lament; underneath a devil-may-care exterior, he’s paying dues for a love that got away.”
From the album Too Many Times
B-side “Love’s on the Move”
Released November 24, 1986
Songwriter(s) Robert Byrne Rick Bowles
Producer(s) Earl Thomas Conley Nelson Larkin Mark Wright