Commander Cy Gillespie

Cy T. Gillespie began his law enforcement career in 1983 as a United States Army Military Police soldier at Fort McClellan, Alabama.  Over the next twenty-one years he was posted to various peacetime and combat Military Police assignments in the Continental United States, Europe, Asia, Africa, and the Middle East.

In 2004 Cy joined the El Paso County Sheriff’s Office as a deputy designee and, upon his academy graduation, was assigned to the maximum-security Metro Jail, the Criminal Justice Center, and ultimately the Patrol Division. 

In 2010 Cy was promoted to sergeant and served as a patrol supervisor and internal affairs investigator.  In 2015 Cy was promoted to lieutenant and returned to the El Paso County Jail as a shift commander in both the Detention Security Division and the Detention Operations Division.  In 2016 Cy was designated as the commander of the 4th Judicial District’s Deadly Force Investigation Team as part of his assignment as the lieutenant of the Law Enforcement Bureau’s Investigations Division.

In 2018 Cy was promoted to commander and was assigned to lead the Detentions Security Division for 3 years, the Detention Support Division for 1.5 years.  In March of 2023 Cy was assigned as the commander of the Law Enforcement Bureau’s Investigations Division.

Cy is a recipient of the Training Academy Leadership Award, the Sheriff’s Office Leadership Award, the Achievement Award, two Distinguished Service Medals, and the Medal of Valor.  Cy is a graduate of the FBI National Academy, Session # 283.

Cy and his family enjoy living in the Colorado mountains. 

 

Office of the Sheriff

27 East Vermijo Avenue
Colorado Springs, CO 80903
United States

719-520-7100 / 719-390-5555 (after hours)

El Paso County Jail

2739 East Las Vegas Street
Colorado Springs, CO 80906
United States

719-390-2000