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Anna Greentree has a diverse work experience spanning several industries. In 2014, they started their career as a Cashier at Little Caesars Pizza and worked there until 2017. In the same year, they also worked as a Hostess at Kelsey's Restaurants Inc. In 2018, Anna joined Kingston General Hospital as an Environmental Services Assistant and worked until 2020. From 2017 to 2021, they held multiple roles at Wagner College, including Resident Assistant and Student Athlete. In 2021, Anna worked as a Community Outreach Intern for Severino for City Council. Anna then moved on to Jacksonville University in 2021, where they worked as a Writing Center Tutor and later as a Student Athlete. Currently, Anna works at Pacesetter Technology as a Client Success Analyst, starting in 2022.

Anna Greentree attended Holy Cross Catholic Secondary School from 2013 to 2017, but it is unclear if they obtained a degree or studied any specific field during that time. From 2017 to 2021, they pursued a Bachelor's degree in Government and Politics with a specialization in American Government and Politics (United States) at Wagner College. In 2021, they enrolled in Jacksonville University to pursue a Master's degree in Sports Management, which they are expected to complete in 2022.