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Allison Sokolowski has a diverse work experience spanning multiple industries. Allison started their career as a Substitute Teacher in Burbank School District #111 from February 2015 to April 2016. In January 2016, they interned as a Literary Management and Civic Dramaturgy Intern at Victory Gardens Theater. Later in 2016, they worked as a Front Desk Office Manager at Vitality Health Center from August 2016 to June 2018, while also serving as a K-12 Substitute Teacher at Chicago Public Schools from April 2016 to June 2019. In 2018, they joined ACGME as a Continuing Medical Education Coordinator, where they provided support to the CME planning function until August 2021. In 2019, Allison took on the role of Artistic Director at Chicago Playback Theatre Ensemble, where they facilitated improvisational theater, movement, and music based on personal stories shared by the audience. Concurrently, they also worked as an Actor at their own business as a self-employed individual since December 2014. In 2021, they briefly served as an Assistant Coordinator at Playback North America from October 2021 to October 2022. Currently and since March 2023, Allison Sokolowski holds the position of Artistic Associate and Teaching Artist at Playmakers Laboratory Theatre.

Allison Sokolowski attended Illinois State University from 2012 to 2014 and obtained a Bachelor of Science degree in Theatre/Theater & English Studies. In January 2015, they obtained an Illinois Substitute Teaching License from the Illinois State Board of Education.