Lieutenant Dailey started his Law Enforcement career in 1998 after serving in the United States Marine Corps. He began his Law Enforcement career with Raleigh Police Department as a patrolman. In 2000, he transferred to Boiling Springs Lakes Police Department where he also served as a patrolman. Two years later he was promoted to detective and was assigned to the Narcotics Task Force. He then transferred to Leland Police Department in 2007 as a Field Training Officer (FTO). In 2008, Lt. Dailey transferred to the Hope Mills Police Department as a patrolman. He was promoted to Sergeant and assigned to Operations Support Division (OSD) in 2009 where he served for two years before transferring to a Sergeant on patrol. In 2022, he was promoted to Lieutenant and currently serves as the Watch Commander for the Patrol Division.