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Ashley Milligan has a diverse work experience background. Ashley started their career as the Program Administrator at Habitat for Humanity of Pulaski County from February 2011 to July 2013. Ashley then moved on to work as a Central America Course Instructor at Where There Be Dragons from May 2014 to August 2023. In January 2016, Ashley joined The Wildland Trekking Company as the Assistant Director of HR & Accounting and later became the Director of International Operations from March 2023 until the present.

Ashley Milligan obtained a degree in Human Ecology and Interdisciplinary Food Studies from the University of Redlands, where they studied from 2005 to 2009. Ashley later pursued further education at the United Nations mandated University for Peace from 2013 to 2014, specializing in Sustainable Food Systems in the context of Environment, Development, and Peace.