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Gregory Orlando has a diverse work experience spanning over several companies. Gregory worked as the Director of Business Development at Lawton Connect starting from October 2018. Prior to that, they served as the President of Central Florida Press from 2004 to 2018. Before joining Central Florida Press, Gregory held the position of Vice President and General Manager at Quebecor World from 2002 to 2004. Gregory also worked as the General Manager at Que-Net Media, a subsidiary of Quebecor World, from 1999 to 2002. Gregory started their career at Quebecor Premedia in 1995 as the Operations Manager until 1999.

Gregory Orlando has a Bachelor of Science degree in Operational Management and Printing from Rochester Institute of Technology.