[5] McCombs has played in numerous bands in the Bay Area during the 1990s before relocating to New York City.

[10] His songs have been featured in films including the surf film The Present (2009),[11] and Ralph Arlyck documentary Following Sean,[12] as well as notable skate videos featuring Jason Dill,[13] Jerry Hsu,[14] Chima Ferguson and Dylan Rieder.

[16] In June 2016, McCombs performed at the Primavera Sound and Field Day music festivals.

[20] In 2020, Spurl Editions published McCombs' debut poetry collection Toy Fabels.

[22] In 2023, McCombs and San Francisco school teacher, Mr Greg, released the album Mr Greg & Cass McCombs Sing and Play New Folk Songs for Children on Smithsonian Folkways.