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Whitaker Fanestil has a diverse work experience spanning various industries. In 2019, they worked as a Business Operations Assistant at Radia, Inc. Whitaker then transitioned to the role of Operations Manager at Make A Plan Academy in 2020. In 2021, they served as a Crew Lead at the Roaring Fork Mountain Bike Association and also worked as an Assistant to the Executive Producer at Ben Silverman. In 2022, Whitaker worked as a Mid-Market Business Development Associate at Wunderkind. Currently, they are employed by Freethink as a Partnership Development Associate since March 2023. Throughout their career, Whitaker has also contributed as a Ski Patrol at Dartmouth Ski Patrol from 2016 to 2020.

Whitaker Fanestil completed their Bachelor of Arts degree in Environmental Earth Sciences and Architectural Design from Dartmouth College from 2016 to 2020. In addition to their academic studies, they also obtained certification as an Outdoor Emergency Care Provider (OEC) from the National Ski Patrol in May 2017.