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In the mid-to-late 1960s, he was a regular performer at many Boston, Massachusetts, clubs and coffeehouses, including the White Whale, Beverly, MA; Damaged Angel and Quest, Boston, MA; and Club 47, Cambridge, Massachusetts.
On his debut album, Remember the Wind and the Rain, he plays guitar, banjo, and dulcimer. Brockett was a favorite of devotees of late night progressive rock FM radio stations, particularly with his thirteen-minute-long adaptation of Lead Belly’s (via Blind Lemon Jefferson) "The Titanic", rechristened The Legend of the U.S.S. Titanic, co-written with Chris Smither.
Brockett has released several albums over his career, including North Mountain Velvet, which has a guest appearance by Ramblin' Jack Elliott.
Brockett has lived in New Hampshire, Massachusetts, Wyoming, and Ohio, among other places. While in Ohio, he supplemented his performance and recording income by teaching guitar. Also while in Ohio, he opened at a local club for folk musician Tom Paxton. Members of the audience included Arlo Guthrie (who was to do a benefit for Friends of the Homeless the next day) and then-governor Dick Celeste.
A long-time friend of fellow musician Maria Muldaur, Brockett has also helped manage her career.
In March 2012, The Altamont Enterprise & Albany County Post reported in a letter to the editor from John Elberfeld of Knox, NY that Mr. Brockett attended high school in the "early sixties at Westboro, MA High School". The letter goes on to state that his album, "Remember the Wind and the Rain" "got major airplay" and was "headed for gold." It also referenced that Jaime "played for packed college auditoriums and toured the world". This contributor remembers several performances at Union and Skidmore Colleges from 1972 -1974. The Enterprise also noted that as of March 15, 2012, Jaime Brockett was starting a "solo comeback tour" in Altamont, NY.
- Remember the Wind and the Rain - 1968, Oracle Records
- Remember the Wind and the Rain - 1969, Capitol Records
- Jaime Brockett 2 - 1970, Capitol Records
- North Mountain Velvet - 1977, Adelphi Records
- Road Dancer - 1993, Sunset Ridge Recordings
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