“38 Years Old” presents a fictional account of the real-life escape of 14 inmates from the Millhaven Institution maximum security prison in the band’s hometown of Kingston, Ontario, “38 Years Old” was released in April 1990 as the fourth single from the group’s first full-length album, Up To Here.

The song quickly became one of the Hip’s most popular songs, and peaked at No. 41 on the Canadian RPM Singles Chart, but it was only played live on rare occasions by the group after its release.