Plymale was a founding member of the band The Pressure Boys in 1981 as well as The Sex Police in 1989.
Plymale has also performed with the "supergroup" Preesh!, along with Robert Sledge (Ben Folds Five) and Brian Dennis (DAG).
During that time he worked on recording projects with the Meat Puppets, Squirrel Nut Zippers, Eyes Adrift, The Connells, Athenaeum, Superchunk, Portastatic, Tift Merritt, Mýa, Kim Richey, Valient Thorr, Nnenna Freelon, Claire Holley, Dillon Fence, Jake Armerding, Alternative Champs, White Widow, Dex Romweber Duo, Gran Torino, Roman Candle, King Wilkie, Tony Williamson, Danielle Howle, Caitlin Cary, Shandon Sahm, Jump, Little Children, Jason Harrod, Hobex, The Gravy Boys, and the Never.
[3] In 2006 Plymale put together a compilation album called Songs For Sixty Five Roses to benefit the Cystic Fibrosis Foundation, after his daughter was diagnosed with cystic fibrosis.
[4] The album's name originates from a common mispronunciation of cystic fibrosis by children.