While pursuing his graduate studies at CalArts,[4] he co-wrote and starred in a rock opera called "The Last Nympho Leprechaun" with colleague Thomas Hughes.

Since then, he has recorded music and self-released albums under the names Forty (or 40) Second Songs, The Nympho Leprechauns, Novox the Robot, GameJew, and The Mario Opera, as well as simply Jonathan Mann.

[5] From 2006 to 2012, Jonathan lived in the San Francisco Bay Area, where he formed and performed with a band named The Rock Cookie Bottoms.

After many personnel changes, the group's membership solidified around 2009 with keyboardist Pete Feltman, singer Nic Kaelin, bassist Eric Yeargan, guitarist Sam Douglass, and drummer Sparky Grinstead (who went by the name Norman Famous).

Members of the Rock Cookie Bottoms made cameo appearances on the album, as did "fluffy," a long-time participant in Song Fight!.