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Craig Ferguson's work experience includes roles as the President of Recruitment Operations at TransForce since 2019, Co-Founder & President at Drive 360 Logistics from 2015 to 2019, and in finance, business planning, and development at The Walt Disney Company from 2008 to 2014. Prior to that, they were a professional ice hockey player in the National Hockey League from 1992 to 2006, and they served as an Operations Manager at Ferguson's Transfer & Storage Ltd from 1985 to 1999.

Craig Ferguson completed a Master of Business Administration (MBA) degree in Finance at The Wharton School from 2006 to 2008. Craig previously obtained a Bachelor of Arts (BA) degree in Economics from Yale University, graduating from 1988 to 1992.