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John DeJaynes has a diverse work experience spanning different industries. John started their career at Southern Illinois University as a Resident Assistant, where they supervised residents, enforced regulations, provided counseling, and ensured a safe living environment. John then worked at the Children's Home Association of Illinois as a Residential Counselor, where they provided care and taught coping skills to female clients. John also worked as an Intact Caseworker, assisting families and individuals with various problems and maintaining case files. John then joined Gaylord Hotels as a Human Resources Assistant and later became a Human Resources Generalist, handling HR responsibilities. John then worked at Consilio LLC as a System Analyst before their current role as a Server Analyst at HaystackID.

John DeJaynes received a Bachelor of Arts (B.A.) degree in Psychology from Southern Illinois University, Carbondale, where they studied from 2012 to 2014. In addition to their degree, they obtained certifications such as the Music City Platinum Ambassador from the Nashville Convention & Visitors Corp in June 2017. John also acquired the Child Welfare Licensure (CWEL), issued by the Department of Child and Family Services-Illinois. John DeJaynes also possesses certifications in SACWIS, CANS, and CERAP.