Jackie Gregory

Jackie Gregory is a candidate for Judge of the Orphans' Court Primary Election in 2026 in Cecil, Maryland. Running as Republican.

Republican Central Committee in Cecil, Maryland

Also running: Teresa M. DiFabbio-Crawley, David M. Schaeffer, Sr., Donna Caudell, Carolyn L. Crouch, Robin Peck.

Jackie Gregory is a Republican candidate for Judge of the Orphans' Court in Cecil County, Maryland. She previously served on the Cecil County Council representing District 5 from 2016 to 2024. During her tenure, she held leadership roles as Council Vice President from 2018 to 2022 and Council President from 2022 to 2024. Before entering local politics, Gregory worked as a public school teacher. She taught English, language arts, and drama for Harford County Public Schools and served as an online instructor. She founded the Cecil County Patriots in 2009. Gregory holds a B.A. from Liberty University and an M.A. in education from McDaniel College.