Uncle Tupelo was an alternative country music group from Belleville, Illinois, active between 1987 and 1994. Jay Farrar, Jeff Tweedy, and Mike Heidorn formed the band after the lead singer of their previous band, The Primitives, left to attend college. The trio recorded three albums for Rockville Records, before signing with Sire Records and expanding to a five-piece. Shortly after the release of the band's major label debut album Anodyne, Farrar announced his decision to leave the band due to a soured relationship with his co-songwriter Tweedy. Uncle Tupelo split on May 1, 1994, after completing a farewell tour. Following the breakup, Farrar formed Son Volt with Heidorn, while the remaining members continued as Wilco.

Alternative country is a loosely defined subgenre of country music and/or country rock that includes acts that differ significantly in style from mainstream country music, mainstream country rock, and country pop. Alternative country artists are often influenced by alternative rock. Most frequently, the term has been used to describe certain country music and country rock bands and artists that are also defined as or have incorporated influences from alternative rock, indie rock, punk rock, heartland rock, Southern rock, progressive country, outlaw country, neotraditional country, Texas country, Red Dirt, roots rock, indie folk, folk rock, rockabilly, bluegrass, and honky tonk.