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Jill Bayless has a diverse and extensive work experience in the healthcare industry. Jill Bayless started their career at HCA in 1992 as a Chief Nursing Officer (CNO) and continued in this role until 1998. In 2000, Jill joined Triad as a CNO, where they served for eight years. During this time, they also began their role at Longview Regional Medical Center, where they held various positions including CNO, COO, and Project Development. Jill Bayless was responsible for overseeing the operational and clinical operations of departments within their areas of responsibility. Jill currently serves as the Senior Vice President of Clinical Services at Community Hospital Corporation, a position they have held since 2015.

Jill Bayless obtained a Post Masters degree in Family Nurse Practitioner from UMass Boston. It is not specified when they attended Northwestern State University and Arkansas Tech University, and the specific degree name and field of study for those institutions are also not provided.