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Jill Cashen began their work experience in 1997 as a Communications and Development Coordinator at Interfaith Worker Justice. Jill then went on to become the Director of Communications at the United Food and Commercial Workers International Union from 1999 to 2015. After that, they worked as Vice President at West End Strategy Team from 2015 to 2017. Currently, they hold the position of Vice President for Communications at Union Privilege starting from 2018.

Jill Cashen attended the University of Colorado Boulder from 1989 to 1993, earning a Bachelor of Arts degree in Political Science. In 1992, they also studied abroad at the Universidad de Granada, but did not receive a degree during that time.