He began his career in 1982 as a high school social studies teacher and assistant football and wrestling coach. Prior to becoming a school district superintendent, he served as a middle school assistant principal, a principal at the elementary and high school levels, and a district-level director for innovative programs.
Dr. Grimesey served as superintendent of Alleghany County (Va.) Public Schools from 2001 to 2009 and Orange County (Va.) Public Schools from 2009 to 2014. He currently serves as superintendent of Moore County (N.C.) Schools, which is located along the western boundary of the Fort Bragg military installation.
During his tenure with Moore County Schools, Dr. Grimesey has implement a wide range of programs and initiatives to address the unique needs of military-connected and transitioning students. They include: a Military Family Advisory Council; a district-level Military Family Liaison; district-wide new student orientations; and an annual Military Family Forum. Each year, the Military Family Forum brings together military-connected students, parents, staff members, and other stakeholders to discuss district-specific issues that impact military families and to provide recommendations for senior leadership resulting in positive policy changes that benefit all families in the district.
Dr. Grimesey recognizes the diverse military community that resides in North Carolina and stays abreast of state and federal policy changes impacting military families at Fort Bragg, Marine Corps Base Camp Lejune, Marine Corps Air Station Cherry Point, Seymour Johnson Air Force Base, and Pope Army Air Field. Additionally, Dr. Grimesey actively engages with senior military leaders as a voice for all military-connected families.
He and his wife, Carol, reside in Carthage, N.C., down the street from their son and daughter-in-law, both of whom serve in the Air Force and are stationed at Fort Bragg.