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Simon Olsen's work experience begins in 2009 when they worked as a Strength and Conditioning Instructor/Receptionist at Toppform until 2011. In 2013, they became a Tutor at Angelo State University until 2014. That same year, they started working as a Software Developer at MedHab and held that role until 2021. In 2014, they also became the Company Owner of Markmaster and later became the Chief Executive Officer in 2017, continuing in both roles until the present. As of August 2021, they transitioned to the role of Lead Software Developer at MedHab.

Simon Olsen completed their Bachelor of Science (BS) in Computer Science from Angelo State University, starting in 2011 and finishing in 2014. Prior to that, from 2008 to 2011, they pursued a Bachelor of Science (BS) in Mechanical Engineering at the University of Stavanger.