Ryan Adams first came to prominence with the group Whiskeytown. The group was from Raleigh North Carolina. It was a group of ever changing members, but it's first line up was Ryan Adams, violinist Caitlin Cary, drummer Eric "Skillet" Gilmore, bassist Steve Grothman and guitarist Phil Wandscher. Whiskeytown started in 1996 and its first album was released that year, Faithless Street on Mood Food Records.
Whiskeytown quickly became the critics choice for the heir of the alt-country crown Uncle Tupelo left behind with their break-up. On the basis of their first album and the critics' love Geffen Records' imprint Outpost Records signed them and re-released Faithless Street in 1998.
In 1997 Whiskeytown released their major label debut Stranger's Almanac on Outpost Records.
Outpost Records closed up shop due to another merger of the major labels and their next album Pneumonia was held up due to internal problems. By the time the album came out Ryan Adams had moved on to a solo career. The only two constant members throughout Whiskeytown's life was Ryan Adams and Caitlin Cary. Pneumonia finally was released in 2001.
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