The large number of Canadian police chiefs who have left or been removed from their positions prior to the completion of their contract in the 10-year period from 1990 to 2000 grew at an alarming rate of 44%. Police chiefs have found it increasingly difficult to balance the competing demands and expectations of their two major stakeholders: police boards and police unions. Research demonstrates that one of the reasons for the rising trend in police chiefs' unscheduled departures is the difference in police boards and police unions' expectations regarding police chiefs job task performance. This quantitative, comparative study assessed the differences in expectations of Canadian police union and police board members concerning the importance of job task performance of police chiefs. An online electronic survey instrument was distributed to 170 police union representatives and 75 police board officials. The survey asked police board and police union members to prioritize the importance of 55 common job tasks of a police chief in the five dimensions of leadership, media/public relations, management, budget/administration, and communication/negotiations. The survey was completed by 120 individuals; 60 associated with police unions, and 60 with police boards. No differences in police chiefs' job tasks performance were found in the three dimensions of media/public relations, budget/administration, and communication/negotiations. A statistically significant difference between police boards and police unions regarding the importance of job task performance of police chiefs was identified in the dimensions of leadership, F(1, 118) = 7.66, p = .007, and management, F(1, 118) = 12.86, p = .001. This finding partially supported the three hypotheses. The findings suggest police unions rated police chief leadership job tasks that focus on people before process, inspire a vision, and instill trust as more important than management/budget tasks. Alternatively, police boards viewed the management/budget job tasks that value systems and process before people, administer controls, and focus oversight more important than leadership tasks. If police chiefs are to realize, what Chest Barnard identified as cooperation, and ultimately achieve success, chiefs must balance the divergent perspectives of police unions and police boards in the job task dimensions of leadership and management/budget.