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Hayley Hillman has a diverse work experience history. Hayley started their career at Lowe's Companies, Inc. in 2012 as a Sales Associate, where they worked until 2016. Following that, they worked at Taco Mamacita as a Server from 2016 to 2020. In 2016, they also served as a Personal Nanny for a private employer. Hayley then joined Upbeat as an Inside Sales Representative in 2017. In 2020, they worked at Anova Furnishings as a Sales Support Specialist before joining the National Exchange Carrier Association, Inc. in 2022 as an Associate Manager.

Hayley Hillman attended Douglas MacArthur High School from 2005 to 2009, but did not obtain a degree or specify a field of study during this time. Following high school, they pursued their Bachelor's Degree in Psychology from Southern Illinois University Edwardsville from 2009 to 2013.