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Ryan Bennett has a diverse work experience spanning over a decade. Ryan currently works at FEVO as a member of the Event Operations team since May 2021. Prior to that, they held various roles at Boston Granite Exchange, BGE Quartz, Boston Sink Company/Boston Granite, and Stair Hopper Movers. Their most recent role at Boston Granite Exchange was as an Inventory Coordinator from April 2015 to August 2021. At BGE Quartz, they served as a Social Media Manager from April 2014 to August 2021. Ryan also worked as a Logistics Manager at Boston Sink Company/Boston Granite from March 2011 to August 2021. In addition, they gained experience as a Foreman at Stair Hopper Movers from May 2010 to March 2011.

Ryan Bennett attended the University of New Hampshire from 2008 to 2010, where they obtained a Bachelor of Arts degree in Communications. From 2010 to 2014, they pursued a Masters in Sports Management at Southern New Hampshire University, which was still in progress at the time. Prior to that, from 2006 to 2007, Ryan Bennett attended Bryant University, although no specific degree or field of study was mentioned.