Prior to his election to the Mayor and Council, he served as president of the King Farm Citizens Assembly and the King Farm Conservancy. He has been involved in the King Farm homeowners association for almost 20 years, serving as board chair, treasurer and on various committees, such as the budget and finance, and external affairs committees. He has served on the King Farm swim team board and volunteers his time at summer swim meets. He is a member of the King Farm Farmstead Community Garden.
He works professionally at AARP and has an interest in senior issues, such as aging in place, and combatting loneliness and isolation among the senior population. Because of that interest he serves as a board member of Rockville Area Village Exchange, a nonprofit dedicated to supporting and starting local neighborhood villages in Rockville.
In 2011, aged 38, he suffered a stroke. After his rehabilitation, he became involved in the American Heart Association/American Stroke Association. He is coprincipal investigator of a Vanderbilt clinical trial to ascertain whether at-home therapies for stroke patients are as effective as outpatient therapy in a clinical setting.
Jackson and his wife Tracy have two daughters who grew up in Rockville and attend Rockville public schools. He is a member of the PTSA and is the former chair of the Safety and Security Committee of the PTSA.
In his spare time, Jackson enjoys watching his daughters’ various sporting endeavors, riding his bicycle, travelling with his family, Memphis basketball and football, and driving around in his Jeep Wrangler on warm sunny days with the top down.