Greatest Hits, Vol. 1 is the 2006 greatest hits album from Phil Vassar. His final album for Arista Nashville, it consists of songs from Vassar's first three records: 2000's Phil Vassar, 2002'sAmerican Child, and 2004's Shaken Not Stirred. Also included are his own versions of songs that he wrote for other country music artists before beginning his solo singing career: "Bye, Bye" and "I'm Alright" (previously recorded by Jo Dee Messina), "For a Little While" and "My Next Thirty Years" (previously recorded by Tim McGraw) and "Little Red Rodeo" (previously recorded by Collin Raye). Three newly recorded songs — "Twenty One", "Last Day of My Life", and "The Woman in My Life" — are also included on this compilation. The latter two were released as singles, peaking at #2 and #20, respectively, on the BillboardHot Country Songs charts.
Greatest Hits, Vol. 1 was re-released in 2011 as Playlist: The Very Best of Phil Vassar. Both albums have an identical track listing.