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Kelly Cheeseman has extensive work experience in the sports industry. Kelly started their career as an Account Executive, Ticket Sales for the LA Kings in 2001 and quickly moved up to become the Vice President, Sales and Service in 2001. From 2002 to 2003, they worked as a Senior Sales Executive for the LA Kings before taking on the role of Manager of Ticket Sales from 2004 to 2005. Kelly then became the Director of Sales and Service from 2005 to 2008. In 2012, they joined AEG Sports as the Senior Vice President, Ticket Sales and Service and later became the Chief Operating Officer for both the LA Kings and LA Galaxy. Additionally, they have experience as the Manager of Marketing for the Rancho Cucamonga Quakes in 2000.

Kelly Cheeseman attended Benilde - St. Margaret's High School from 1991 to 1995. Following high school, they enrolled at Seton Hall University in 1995 but did not complete a degree or declare a specific field of study. Kelly then attended Northwood University from 1996 to 2000, where they obtained a Bachelor of Science degree in Marketing Management. Kelly also pursued minors in Advertising and Management Information Systems (MIS) during their time at Northwood University.