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Michael Bennett has worked in various roles since 2000. Michael began their career at Trader Joe's as a Supervisor, where they were responsible for checking, stocking, department maintenance, ordering and cleaning. In 2007, they moved to Bartell Drugs, where they were an Assistant Manager. From 2015 to 2019, Bennett worked at SB Nation as the Managing Editor at Fish Stripes, managing and editing the work of roughly 20 writers at any given time. Michael also served as the media liaison for the site, and wrote analysis/opinion pieces and filled in on the breaking news/game coverage front as needed. During this time, Bennett was also an occasional contributor at Beyond the Box Score. From 2019 to 2022, Bennett worked at Western Office as a Project Manager, Assistant Project Manager, Project Coordinator, and Showroom Manager. Michael currently works at Catalyst Workplace Activation as a Project Manager and Associate Project Manager.

Michael Bennett attended Issaquah High School from 1995 to 1997, Skyline High School from 1997 to 1999, and Washington State University from 1999 to 2003, where they studied History and Communication Studies.