After a lot of shows on the West Coast, Hole signed to the indie record label Sympathy for the Record Industry in 1990. In April 1990, Hole released their first single, "Retard Girl." The single was not popular but was played on the radio in the United States and the United Kingdom: on KROQ-FM in Los Angeles and BBC Radio 1 in London. During a tour in March 1991, the band released a second single, "Dicknail", on Sub Pop, the grunge label in Seattle, Washington and then released their first album "Pretty on the Inside" in August. The album was produced by Kim Gordon of Sonic Youth and Sonic Youth's early music influenced the album. Hole switched record labels again and they chose to be on Caroline Records. "Pretty on the Inside" and was very successful in the United Kingdom. In the UK Albums Chart, it went to number 59 and the single "Teenage Whore" went to number 1 on the UK Indie Chart. During the tour of Europe to support the album's release, Courtney Love started a relationship with Kurt Cobain of Nirvana. In February 1992, the couple got married in Hawaii. Just before they got married, Jill Emery and Caroline Rue left the band because they wanted to play different styles of music. Hole then signed a major label recording contract with DGC and Geffen Records. The record deal was worth over $3 million.