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Simon Olson has a diverse work experience in growth marketing and teaching. Simon started their career as an Assistant Language Teacher in the Japan Exchange and Teaching Program(me) from August 2018 to August 2019. Simon then joined Ampush as a Growth Marketing professional from October 2019 to October 2020. Simon then worked at Truebill, first as a Growth Marketing Associate from November 2020 to April 2021, and later as a Growth Marketing Manager from April 2021 to present. Currently, they are employed at Grailed as a Growth Marketing Manager, starting in May 2022 and expected to end in January 2023.

Simon Olson attended Marist Catholic High School and earned a High School Diploma. Simon then went on to Washington University in St. Louis, where they obtained a Bachelor of Arts (BA) degree in Economics, with a double minor in Mathematics and History. Subsequently, Simon pursued further education at Washington University in St. Louis and completed a Master of Science degree in Quantitative Finance. In addition to their formal education, Simon also obtained a certification in SQL through a course called "Complete SQL Bootcamp" offered by Udemy in August 2019.