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Andrew Cressman began their work experience in 2018 as a Youth Soccer Coach at FISHTOWN ATHLETIC CLUB, where they worked until May 2020. In March 2020, they joined Philadelphia Union as a Youth Coach and later transitioned to the role of U17 Assistant Coach/Analyst in August 2021. Additionally, they became the Head Coach at Lower Merion Soccer Club in May 2021, and their tenure ended in June 2022.

Andrew Cressman attended Lansdale Catholic High School from 2001 to 2005, where they obtained a High School Diploma. Afterward, from 2005 to 2009, they studied English Language and Literature/Letters at Penn State University. In terms of additional certifications, Andrew obtained a D License from the U.S. Soccer Federation in August 2019 and a C License in July 2021.