Roldan Milan serves as the Sergeant of D squad in the Orange County Detention Center.


Milan grew up in Honolulu, Hawaii. Following high school, he worked at the Honolulu International Airport cleaning and maintaining aircraft before joining the Army in 1989. Stationed at Fort Bragg, North Carolina, Milan served as a warehouse supply specialist, also known as a 76 Yankee. After attending Primary Leadership Training, the Army promoted him to Sergeant. Milan became a Staff Sergeant upon completion of Advanced Leadership School.

After leaving active duty in 1994, Milan joined the Army National Guard Reserves. While serving with them, he deployed to Iraq in 2009 and 2010 where he was a wheeled vehicle maintenance mechanic also known as a 76 Whiskey. He retired from the National Guard in 2015.


In the civilian part of his life, Milan worked from 1994 to 2004 at Lawrence Industries in Haw River, a company that manufactured industrial rubber hoses. While there, he earned a two year degree in Criminal Justice at Alamance Community College in 2003.


After graduation from Basic Law Enforcement Training through the Burlington Police Department, Milan began his law enforcement career as a deputy with the Alamance County Sheriff’s Office. Two years later, he applied to the Orange County Sheriff’s Office and then-Sheriff Lindy Pendergrass hired him. His initial assignment was in the detention center and he found he really enjoyed the work and the positive attitudes of his colleagues.  He completed Basic Detention Officer Training at the Durham County Sheriff’s Office in 2008 and upon graduation, he became a corporal.


Promoted to Sergeant in April of 2020, Milan is the highest ranking officer on his shift. As such, he supervises the other officers, oversees the kitchen, and maintains facility operations for his squad.


Address: 106 E. Margaret Ln. Hillsborough, NC 27278


Phone: (919) 245-2940