Gillian was hired by Healthcare-NOW in 2021, with more than a decade of experience in community organizing, communications, and fundraising. Gillian became passionate about Medicare for All after fighting her own battles to access needed healthcare while working as an adjunct professor, and became MoveOn.org's Coordinator for the Boston area from 2009-2010 during the Affordable Care Act fight. Subsequently, she decided to become a full-time organizer, and was hired as the Coordinator for Education, Communications, and Development at Massachusetts Jobs with Justice from 2012-2017, serving as the Co-Executive Director from 2017-2020.