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Maggie Grady has held a variety of roles in the past five years. In 2017, they were a Camp Counselor at the Kingston Recreation Department. In 2018, they were a Hostess/Food Runner/Take-out at Fishermen's View Seafood Market & Restaurant. In 2019, they were a Recreation Center Student Staff at the University of Massachusetts Amherst. In 2021, they were a Sales Development Representative at Surglogs. Currently, they are a Business Development Representative II at Postscript, a role they have held since 2022.

Maggie Grady attended the University of Massachusetts Amherst from 2017 to 2021 and graduated with a degree in Kinesiology with a focus on Health and Wellness, General.