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Kim Montgomery has a diverse work experience spanning over two decades. Kim currently serves as the Executive Vice President at Real Matters Inc., a position they have held since 2016. Prior to this, they held various roles at Solidifi, including Vice President of Operations & Account Services from 2012 to 2015. At Solidifi, they were responsible for a range of tasks including account management, sales, budgeting, and talent acquisition. Before joining Solidifi, Montgomery worked at HSBC, where they held several senior management positions in mortgage services and direct lending. Kim'stenure at HSBC lasted from 2001 to 2008.

Kim Montgomery has a Certificate in Process and Operations Management from Seneca Polytechnic, a Certificate in Strategic Planning from Seneca Polytechnic, and a Certificate in Managing People from Seneca Polytechnic. They also have a degree in Funeral Service Education from Humber College. Kim's education history also includes some time at the University of Guelph, although the degree and field of study are unspecified.