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Ryan Olson has a diverse work experience in various roles and industries. Ryan started their career in 2012 as a Youth Soccer Official at US Officials, where they worked until 2017. In 2018, Ryan had a Co-Op position at New England Controls. The following year, they joined SIDEARM Sports as a Streaming Support Member and worked there until May 2021. In 2019, Ryan also interned at Fairoaks IT. Currently, they are working at Fairoaks IT as a Support Specialist, a position they started in May 2021.

Ryan Olson began their education at Blackstone Millville Regional High School, where they completed their high school education from 2013 to 2017. Following their graduation, they further pursued their academic career at Syracuse University from 2017 to 2021. During this time, they focused on Information Management and Technology, specializing in Database Management.