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Dylan DiBenedetto started working as an Apprentice at GN Sabato Contracting Corp in August 2017 and stayed until August 2021. Dylan then worked as a Caddie at Brae Burn Country Club from April 2017 to August 2017. Dylan then worked as a Waiter at Travelers Rest from April 2018 to August 2019. Dylan was a Student at Manhattan College from September 2018 to December 2022. Currently, Dylan is employed as an Accountant at Urban Atelier Group, starting from February 2023.

Dylan DiBenedetto earned a Bachelor's degree in Finance from Manhattan College, where they studied from 2018 to 2022. In addition to their degree, they also obtained the Bloomberg Markets Concepts certification from Bloomberg LP in November 2021.