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Jake Obert's work experience begins in 2007 as an Inside and Outside Sales Associate at Fastenal Company. From 2008 to 2011, they worked as a Supervisor at UPS. In 2011, they joined Knapheide as a Custom Engineer, later transitioning to become a Product Design Engineer from 2012 to 2017. Additionally, they served as the Quality Manager for Knapheide Truck Equipment in 2017. From 2017 to 2019, they worked as a Fleet Solutions Engineer at Knapheide. Following this, they joined XL Fleet in 2019 as a Channel Sales Manager and was later promoted to Director of Sales for the West region. In 2022, Jake became Vice President of North American Sales at Zero - Electric Vehicles Inc. Currently, they hold the position of Senior Director of Sales at REE Automotive, starting in 2023.

Jake Obert attended Southern Illinois University, Carbondale from 2006 to 2010, where they obtained a Bachelor of Applied Science (BASc) degree in Mechanical Engineering.