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Greg Goodwin has a diverse work experience spanning over multiple companies and roles. Starting in 1995, they worked as an Assistant Store Manager at Star Market/Shaws Supermarkets for three years before being promoted to Store Manager, a position they held for another three years. In 2001, they became the Director of Client Services at Sea Change Systems, Inc., and remained in that role for 14 years. In 2015, Greg transitioned to iCorps Technologies, where they worked as a Senior Technology and Systems Consultant for seven months before joining Pyramid Hotel Group as the Director of IT. Greg served in this role for six years until 2021 when they were promoted to Senior Director of IT. Currently, Greg is the Vice President of IT at Pyramid Global Hospitality.

Greg Goodwin has a Masters Certificate in Windows Administration from Clark University, obtained through computer training. Greg also holds a Masters Certificate in PC Support from Boston University, which they completed in 2001. Prior to that, Greg attended Somerville High School from 1988 to 1991.