Born and raised in Harford County, Bob Cassilly now serves as its top elected official.
He was born in Havre de Grace and graduated from Bel Air High School. While attending Johns Hopkins University, Cassilly was a member of the Reserve Officers’ Training Corps. He would go on serve as an U.S. Army infantry officer for five years, including three years in Iraq, and spent time at the State Department. During his military career, he earned several honors, including the Bronze Star. Cassilly later continued his military service in the Army Reserve as a judge advocate general and civil affairs officer.
He holds a Juris Doctor from the University of Baltimore School of Law and has a law practice in Bel Air.
His political career has included serving as Bel Air mayor and town commissioner, chairman of the Republican Central Committee and Harford County councilman for District C. From 2014 until his election to county executive in 2022, Cassilly represented District 34 (Harford County) in the Maryland State Senate.