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Sarah Chesko has a diverse work experience spanning various industries. Sarah is currently working as an Assistant Accountant at New Regency Productions since December 2021. In 2009, they worked as a Personal Assistant, and in 2019, they worked as a Real Estate Agent at Corcoran Global Living. From 2018 to 2019, Sarah served as the Director of Operations at Nest Seekers International. Sarah also dedicated their time as a Volunteer at the Motion Picture and Television Fund from 2012 to 2016. Earlier in their career, they worked as a Senior Executive Assistant at Robin Leach Entertainment from 1994 to 1996 and as an Executive Assistant and Liaison at John Paul DeJoria Management from 1991 to 1994.

Sarah Chesko attended the University of Wisconsin-Whitewater, but no specific dates, degree, or field of study are provided.