Freakish Owl Boy began as a side band for sibling members Eppie Cataldo Bailey, Ezra Cataldo, Julie Cataldo and their beloved Logan Bailey. They began writing together and had such fun that they decided to go public. The response was overwhelmingly positive.

In 2008 they were fortunate enough to be invited to write the soundtrack for a motion picture, Hereafter, directed by Jeshua DeHorta, to be released this fall.

Yayoda Records, a small rap oriented record label joined with them to record their first cd, Soul of a Crow in 2007-2008. The cd ended up being a collaborative project showcasing recordings from Yayoda Records, Monkey Stump Studio, Allen Hayes' mastering (from the Murfreesboro, TN Music Stop) and Freakish Owl Boy's own Wartrace Recording Studio. They are currently working on their second cd.

Their work is accoustic based, experimental, sometimes mocking but mostly intended to be funny.