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Jesse Winker began their work experience at Prent Corporation in 2007 as a Packaging Design Coop. In 2008, they worked as a Tool Design Coop before transitioning to a Design Engineer role in 2009. From 2009 to 2014, Jesse served as a Design Engineer. From 2014 to 2017, they took on the role of Senior Designer and Design Team Leader. Finally, since 2017, Jesse has been working as the Director of Product Development at Prent Corporation.

Jesse Winker attended the University of Wisconsin-Stout from 2004 to 2008, where they pursued a Bachelor of Science degree in Mechanical Design.