Alisa A. Gregory was elected Sheriff in the November 2019 general election and made history as the first African American and first female to serve as Sheriff in Henrico County. She was re-elected in November 2023 and is serving her second term.
With 25 years experience and a dedicated staff of over 400, Sheriff Gregory and her team safely manage two separate jail facilities in one of the largest, most densely populated counties in Virginia.
Sheriff Gregory began her career with the Sheriff’s Office in 1998 as a Deputy at Jail East. Since then she has worked in Alternative Sentencing, Training, Administrative Services, Programs, and Quality Assurance. In 2015 she became Chief Deputy and was promoted to UnderSheriff in 2019.
Shortly after being elected, she led the team during the pandemic, using her skills from her academic achievements and awards. She earned her bachelor’s degree in Human Resource Management with a minor in Leadership from the University of Richmond. It was at University of Richmond where she also received her master’s degree in Disaster Science. The Sheriff is a DCJS Certified General, Firearms and Defensive Tactics Instructor; FEMA Instructor for ICS 100, 200, 300, and 400, and she is an FBI-LEEDA Trilogy Award Recipient.
In 2001 she was awarded Deputy of the Year by the Varina Ruritan Club and in 2006 she won the Excellence in Public Service award from Henrico County and the Distinguished Service (Tom) Baehr Award from the Henrico Sheriff’s Office.
Sheriff Gregory’s professional affiliations include FBI-LEEDA; American Jail Association; Virginia Sheriff’s Association; American Correctional Association; International Association of Chiefs of Police, Virginia Association of Directors of Criminal Justice Training, and the National Organization of Black Law Enforcement Executives.
She is married with four children and three grandchildren.
