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Jason Massey has worked as a Financial Representative at Northwestern Mutual from May 2019 to August 2020. Jason then served as an Account Assistant at Cothrom Risk & Insurance Services from December 2020 to November 2021. Currently, they hold the position of Customer Success Lead at Bond Sports, starting in November 2021.

Jason Massey completed their Bachelor of Arts degree in Psychology at Brown University from 2014 to 2018. Jason furthered their education by obtaining a Master of Science degree in Organizational Leadership from Mercyhurst University between 2018 and 2020.