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Kevin Kester began their work experience in 1997 as a Senior Portfolio Manager at Colorado PERA. Kevin later took on the role of Director of Alternative Investments in 2000 before moving on to become Managing Director & Portfolio Manager at Siguler Guff & Company in 2004.

Kevin Kester earned a Bachelor of Arts degree from Hamilton College between 1985 and 1989. Kevin then pursued a Master of Business Administration (M.B.A.) from the University of Colorado Boulder from 1995 to 1997. The field of study for both degrees was not specified.