[1] He is best known as the vocalist and guitarist of the post-hardcore band Hot Water Music, which he co-founded with co-vocalist and co-guitarist Chuck Ragan, drummer George Rebelo and bass guitarist Jason Black in October 1994.

[1] In 2000, Wollard formed a new punk rock band, The Sheryl Cro(w) Mags (later renamed Cro(w)s), with ex-As Friends Rust and Bridgeburne R bass guitarist and close friend Kaleb Stewart.

[9][10] Other Gainesville-based projects in which Wollard has participated include Baroque (featuring Samantha Jones) and The Blacktop Cadence.

He is also given two co-writing credits on the Bad Religion album The Empire Strikes First for the songs "The Quickening" and "Beyond Electric Dreams".

In 1998, he and two other members of Hot Water Music provided backup vocals on the As Friends Rust song "Home Is Where the Heart Aches", released on the band's debut EP The Fists of Time.