Keith began his career as an Investment Advisor with Richardson Greenshields in Kitchener, Ontario in 1992, and became Assistant Branch Manager in Kitchener in 1998. Keith moved to the London, Ontario branch as Assistant Branch Manager in 1999, and went on to assume the Branch Manager role in Windsor, Ontario one year later. In 2003, Keith was appointed Branch Manager of the combined Kitchener-Cambridge branches. Under Keith's leadership, the Kitchener office relocated to Waterloo and the Cambridge office also moved to new premises.
During Keith's tenure in Windsor, the branch was awarded Branch of the Year honours in 2001 and 2002, and during his time in Kitchener-Waterloo, the branch won Branch of the Year in 2005 and 2007.
Keith and his wife Beth have three boys who attend Queen's, McMaster and University of Western Ontario.