In 1999, Crooks became enmeshed in a factional dispute on the court, aligning with justices Donald Steinmetz, William Bablitch, and Jon Wilcox against Bradley, Chief Justice Shirley Abrahamson, and Justice David T. Prosser, Jr. The dispute arose from numerous controversies and the unsuccessful attempt of Green Bay lawyer Sharren Rose to unseat Abrahamson; Crooks had supported Rose. By 2005, the court's justices had aligned into different blocs, now defined more closely by ideology. His participation in decisions lifting a medical malpractice damages cap and permitting a lawsuit against lead paint manufacturers disassociated him from the court's conservative bloc.