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Bree-Anna Obst has a diverse range of work experience in the performing arts and education field. Bree-Anna is currently serving as the Managing Director at Thinking Cap Theatre at Mad Arts. Prior to this, they worked as the Associate Director of Theatre Arts and Education at Miami Children's Museum. Bree-Anna also gained experience as an Actor/Performer at Polyglot Theatre, where they worked from September 2009 to February 2022. Bree-Anna has previous experience as a Drama Teacher at Immaculata LaSalle High School and as an Actor at Shakespeare Miami. Bree-Anna's career began at Altona Primary School, where they worked as a Teacher in Performing Arts and Grade 1&2. Additionally, they founded and directed their own drama school, Jump Start Drama, from August 2001 to December 2005.

Bree-Anna Obst started their education journey by pursuing a Bachelor's degree in Creative Arts at the University of Melbourne, which they completed from 2001 to 2004. Later, in 2005, they attended the same university and obtained a Graduate Diploma in Education with a focus on Secondary Education and Teaching in Drama & Media.