Sherg first began working for The Walt Disney Company as a Cast Member in Tomorrowland at Disneyland in Anaheim, California. In 2011, Sherg joined the opening crew of Star Tours: The Adventures Continue before working in various roles for Disney.
In 2016, Sherg began working at Lucasfilm and soon worked on graphic design for the weekly YouTube series The Star Wars Show and its spin-off This Week! in Star Wars. Sherg's design work has been featured in several other Star Wars YouTube series and in graphics for social media posts, billboards, and advertisements.
Outside of YouTube series, Sherg has designed for each Celebration event since Celebration Orlando in 2017, making graphic designs for the livestreams, but also designing physical assets such as backdrops, pins, and microphone flags. In 2024, Sherg supplied art for Star Wars Nite at Disneyland, including the exclusive Magic Key Pass pin for the event.
Sherg has been nominated for and won several awards for his Star Wars works. Sherg won an Emmy Award for Production Design for the "Star Wars Arrested Development" parody on The Star Wars Show. Sherg was nominated for an Emmy for The Star Wars Show episode "Star Wars Animals: Trench Run." Sherg received a Bronze Promax Award for logo design on Star Wars: Jedi Temple Challenge.