Bob Dylan sings into a microphone and wears a bow tie.

In 1990, Bob Dylan released Under the Red Sky, one of his worst-reviewed albums. It is one of the few albums in Dylan’s discography that features many other musicians, including George Harrison, Elton John, and David Crosby. Dylan himself admitted that the album wasn’t his best work. He said he felt disillusioned while recording it. He said that his work with The Traveling Wilburys made it difficult for him to focus on his solo project.

Bob Dylan sings into a microphone and wears a bow tie.
Bob Dylan | Jeffrey R. Staab/CBS via Getty Images

Bob Dylan released the album ‘Under the Red Sky’ in 1990

In 1990, Dylan released Under the Red Sky, his follow-up to 1989’s Oh Mercy. Fans widely regarded Oh Mercy as a comeback for Dylan, so Under the Red Sky came as a disappointment. He seemed disenchanted with the album before he even finished recording it.

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