September of My Years is a 1965 studio album by American singer Frank Sinatra, released on Reprise Records in August 1965 on LP and October 1986 on CD. It was his fifth album collaboration with arranger Gordon Jenkins. Released shortly before Sinatra's fiftieth birthday in December of that year, September of My Years hearkens back to the ballad-oriented concept albums of his 1950s Capitol era, with songs that broadly explore themes of ageing, self-reflection and nostalgia. Album of the Year at the 8th Annual Grammy Awards, March 15, 1966 — hosted by Jerry Lewis at Various. Wiki link Wiki link