Brennan was a founding member of the Vancouver band Odds in 1987; the same musicians also performed cover tunes locally under the name Dawn Patrol.[3] Odds recorded their first album, Neapolitan, in 1991; a single from the album, "Love is the Subject", appeared on local radio charts.[4] In 1992, the band toured as the backup band for American rock singer Warren Zevon.[5]
By 1994, Brennan had left the Odds, although he continued to perform in Dawn Patrol.[6] He contributed percussion to Mae Moore's 1995 album Dragonfly.[7]
Brennan moved to Toronto and joined the band Big Sugar in 1996.[8] He was the drummer for their album Hemi-Vision, which was nominated for a Juno Award in 1997.[9] The band toured in western Canada in support of the album.[10]
In 1997, Brennan drummed on Meryn Cadell's album Blocks 6.[11]
Brennan performed with Luke Doucet as part of the NXNE festival in Toronto in 2002.[12] He was the drummer for Doucet's 2004 album Outlaws.[13][14]
In 2018, Brennan continues to perform locally in Toronto with the band The Two Fours[15] and hosts an open mic at the Relish Bar and Grill.[16]