Previous to NIN, Woolley was a major collaborator along with former NIN drummer Chris Vrenna to Chicago band Die Warzau. In 1994, just before NIN hit the road, Woolley contributed heavily to Sister Machine Gun's album Torture Technique.
Subsequent to NIN Woolley made contributions to Die Warzau albums again, particularly 2005's Convenience album. In 1998 Woolley toured with Rob Halford's one-time band 2wo, which also included John 5 of Marilyn Manson fame. After 2wo, Woolley did some studio audio work in L.A. By 2005 Woolley had relocated to Chicago. Since 2006, he has been involved in a new band, V.O.I.D., whose long awaited album is due in early 2009. The band is led by Woolley and features players Jon Roberts, Mark Pearlman, and DJ Aaron Chase. A demo is available at V.O.I.D.'s MySpace page: www.myspace.com/voidspace