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Rich Bailey began his association as a youth member of the Toronto Central YMCA. After graduating from George Williams College, he went to the YMCA of Edmonton, Alberta, first as the director of camping and youth, and later as director of programs. He became the general secretary of Lethbridge YMCA in Alberta. Five years later, he joined the staff of YMCA Canada as director of personnel services and then executive director of the Canadian Urban Group. He served as chief executive officer in Edmonton in 1989, and seven years later, returned to YMCA Canada as its chief executive officer. He was appointed president and chief executive officer of the YMCA of Greater Toronto in 1991. Bailey’s association embraced all elements of a YMCA career: camping, programs, and serving as a general secretary, a national executive director, and chief executive officer of Canada’s largest YMCA. His innovations and accomplishments include employment programs, camping and outdoor education, international programs, creating new YMCAs in smaller cities, establishing youth intervention and prevention programs, and the development of a unique formal education high school program. Bailey retired in 2003.