Keith McCaskill

Name: Keith McCaskill
Organization: Winnipeg Police Service
Title: Chief of Police
Leadership in One Word: Relationship building
Favourite Place to Unwind: Home
Favourite Winnipeg Place for Working Lunch: The Forks for breakfast, Don Pedros for lunch
Influences - When Young: My father and uncle, both on the job and in my youth
Influences - Books: I love to read, but unfortunately, I only have time to read work-related materials. I look forward to retirement when I can find my favourite.
Influences - Movies: HEAT - maybe not my favourite, as I have many, but this is a good cop movie.
Influences - Mentors: My father mainly, although over the years, I have had many. I typically will learn something from everyone I come in touch with. At work, I value everyone within the ranks - we have exceptional people.
Influences - Peers: Many sargeants
Quote from a Leader: "I suppose leadership at one time meant muscles; but today it means getting along with people." - Mohandas K. Gandhi
Winnipeg's Future Challenges: Infrastructure and crime.
Keith McCaskill describes leadership as relationship building. This is a critical aspect of his role as police chief and one of our city's prominent leaders.
Born and raised in Winnipeg, McCaskill has had many influences in his life, but none more so than his father Ken, who was chief of police for the St. James Assiniboine district.
At 21, McCaskill worked at the St. James Parks Board. His leader at the time encouraged him to apply for the City of Winnipeg Police.
“I felt it was a natural progression for me, as my father also worked there,” McCaskill said. “Working for the community seemed like it would be extremely satisfying, and being able to influence people and the community would be fulfilling to me.”
After 33 years on the force, McCaskill believes he has fulfilled his dreams, but he acknowledges there are many more challenges to come.
“Infrastructure and crime, more specifically gangs, continue to plague our city,” he said. “Winnipeg is a great city and sometimes has a negative image to those who don’t live here. Anyone who lives here will say they love it here and we have challenges just like any other city.”
McCaskill added that he enjoys being able to influence people in the community and because of this has stayed in Winnipeg. He credits his good listening skills in dealing with people positively, and never putting himself above anyone else.
When asked whom he considers a mentor, McCaskill will tell you he has many.
“I continue to be fascinated at how some people can move into a division and turn it around based on their leadership skills. I can always learn something from people like that,” he said.
His best advice to anyone who wants to be more involved in their community is to listen and partner with people. By being flexible within a process, McCaskill believes you can influence people in a positive way.
“Police can’t police without the community, it’s a partnership.”
When asked what he is most proud of, he said his 24-year marriage to wife Grace. He is very proud of his children, along with his extended family, many of whom work with him on the job.
Unwinding with his family is what McCaskill enjoys most. He is most relaxed when at home, working on projects or taking long walks. Camping and being in the outdoors is a passion for him and his family.
McCaskill believes that influencing others positively, along with having the skill to build relationships within the community, are key to our success.
“The Winnipeg Police Service is a good organization as it allows you the opportunity to influence people in a positive way.”



