When I Paint My Masterpiece

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"When I Paint My Masterpiece"
Song by The Band
from the album Cahoots
ReleasedSeptember 1971
GenreFolk rock
Songwriter(s)Bob Dylan
Producer(s)The Band
"When I Paint My Masterpiece"
Song by Bob Dylan
from the album Bob Dylan's Greatest Hits Vol. II
ReleasedNovember 1971
RecordedMarch 1971
GenreFolk rock
Songwriter(s)Bob Dylan
Producer(s)Leon Russell

"When I Paint My Masterpiece" is a 1971 song written by Bob Dylan. It was first released by The Band, who recorded the song for their album Cahoots. Dylan himself recorded the song in the March 1971 sessions at New York's Blue Rock Studio where he was backed by Leon Russell and his current touring band. From these sessions also came the 45 RPM single "Watching the River Flow", released by CBS Records. Both songs appeared later in the year on Bob Dylan's Greatest Hits Vol. II, with Russell credited as the producer.

A couple of weeks later, Dylan returned to Blue Rock to work on alternate lyrics for this song. Dylan came alone to the studio and accompanied his singing on acoustic piano. This version was released in 2013 on The Bootleg Series Vol. 10: Another Self Portrait (1969–1971).

Dylan and The Band performed the song together live, in the early hours of January 1, 1972, at a New Year's Eve concert by The Band; a recording was released as a bonus track on the 2001 CD reissue of The Band's live album Rock of Ages.

The Band performed the song at the 1992 Bob Dylan tribute concert. The recording is on the CD of the event.

In popular culture[edit]

Dylan's recording is played during the closing credits of the 2013 documentary Tim's Vermeer.

The Band's version of the song was featured in the 2009 film Observe and Report.

Dylan's recording is played during the closing credits of the 2007 documentary My Kid Could Paint That about child painter Marla Olmstead.

Dylan's recording was used over the ending of the 2002 film Comedian.

Cover versions[edit]

"When I Paint My Masterpiece" was frequently performed by the Grateful Dead in concerts starting in 1987; the song was sometimes played alongside several other Dylan songs. Though Grateful Dead vocalist Bob Weir sang lead on the song when it was played by the band, lead singer Jerry Garcia had played the song as early as 1972 with Merl Saunders and John Kahn, both of whom would become members of the Jerry Garcia Band.

Chris Whitley recorded a blues version of the song for his last album, Dislocation Blues, which was released with Jeff Lang in 2005.

Elliott Brood performed "When I Paint My Masterpiece" on CBC Radio 2's "Up Close" program,[1] and include it in some of their concerts.

Tim O'Brien recorded a bluegrass/country version of the song on the album "Oh Boy! O'Boy" (1993, Sugar Hill) with Mark Schatz and Scott Nygaard.

Emmylou Harris recorded a version of the song for her album Portraits in 2008.

Elliott Smith often played the song live.

The bluegrass band Greensky Bluegrass included a live version of the song on their 2010 live album "All Access: Volume 1" recorded at The Riviera Theatre in Three Rivers, MI on Nov. 27, 2009. The song has a regular rotation in their live performances.

Blake Mills performed a live solo version of "When I Paint My Masterpiece" on Bob Dylan's iconic Stratocaster to celebrate the 50th anniversary of Dylan's performance at the 1965 Newport Folk Festival.

The Backyard Committee included a live version on their album "Plains" released in 2017.

Personnel for the studio versions present in Cahoots[edit]