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Winnie Show has a diverse work experience, beginning with their role as an Instrumental Evaluation R&D Intern at L'Oréal in 2013. Winnie then took on a Packaging Development Engineer Co-op role at Pepperidge Farm in 2015. Later that year, they joined L'Oréal again as a Technical Packaging Data Coordinator. In 2016, Show began working as an Engineering Manager at Taiki. Most recently, Show has been employed by the United States Air Force as an Aircraft Armament Systems since 2009.

Winnie Show obtained a Bachelor's Degree in Chemical Engineering from Rutgers University from 2009 to 2016. In 2010, they also obtained an Associate's Degree from the Community College of the Air Force. In addition, they hold a certification in EFSET EXPRESS High Proficiency (CEFR C1/C2) from EF Education First.