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Benjamin Olson has extensive work experience in the field of dance and makeup artistry. Benjamin started their career in 2009 as a Dance teacher/choreographer at Jamm Dance Co. Benjamin also worked as a Makeup Artist at Nordstrom from 2009 to 2014. In 2010, Benjamin joined Ballet Minnesota as a Ballet Dancer until 2013. From 2013 to 2017, they worked as a Dance Teacher at STUDiO ViBE Dance and Performance. In 2014, Benjamin became a Freelance Makeup Artist at CosBar. Benjamin then joined the Continental Ballet Company as a Principal Dancer in 2014. Benjamin also served as the Ballet Director at Katie Lien School of Dance from 2017 to 2019. Currently, they hold the position of Dance Instructor at Jam Hops Gymnastics Factory since 2018.

Benjamin Olson attended Minneapolis College from 2007 to 2012. During this time, they obtained an Associate of Arts (A.A.) degree in Liberal Arts and Sciences/Liberal Studies.