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Craig Montry has worked in various roles in multiple companies. In 2008, they started working at UPS as a Local Sort Supervisor until 2012. From 2013 to 2014, they were a Test Engineer Co-op at Sub-Zero Group, Inc. In 2015, they worked as a Test Engineer Co-op at SSI Technologies, Inc. Craig continued working at SSI Technologies, Inc. as a Test Engineer from 2017 to 2017. In the same year, they joined Accuray as an Electrical Engineer II until 2020. Craig then moved on to become the Group Lead, Electrical Design at Accuray from 2020 to 2021. Currently, they hold the position of Project Engineer at Accuray starting in August 2021. Additionally, they have also worked in various positions in the Wisconsin Army National Guard, including Construction Engineer Supervisor, Antiterrorism/Force Protection Weapons Instructor, Prevention & Abuse Counselor, Interior and Exterior Electrician, and Industrial Machinery Mechanic from 2005 to 2017.

Craig Montry completed a Master of Engineering Management degree in Engineering/Industrial Management at the University of Wisconsin-Madison from 2018 to 2022. Prior to that, they obtained a Bachelor of Science degree in Electrical and Electronics Engineering from the University of Wisconsin-Platteville, graduating in 2016. In 2007, Craig earned two professional certificates, one in lnterior Electrician from the North Dakota Engineering Center and another in Mechanical Maintenance from the Ordnance Mechanical Maintenance School.