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Sheriff Rob Streck joined the Montgomery County Sheriff's Office in 1996 as a Corrections Officer in the Jail Division. He graduated from the Sinclair Community College Police Academy in 1997 and was promoted to the rank of Court Officer.

Later that year, Sheriff Streck was promoted to the rank of Deputy Sheriff served in the Operation Division as a patrol deputy in Harrison, Jefferson, and Washington Townships. During this time he served as a Field Training Officer for the Sheriff training new deputies. In 2002, he was assigned to the Montgomery County Regional Training Center as a full time law enforcement trainer. In 2003, Sheriff Streck was assigned as a detective in the Inspectional Services Unit, where he was responsible for conducting internal investigations for the Sheriff's Office and numerous other law enforcement agencies. Sheriff Streck also served Montgomery County as a member of the SWAT team during this period.

In 2004, Sheriff Streck was promoted to the rank of Sergeant. As a Sergeant, he was assigned to the County Jail, Court Services, and the Inspectional Services Unit. During 2005 and 2006, he also served as the Sheriff's Office Accreditation Manager for the Commission on Accreditation for Law Enforcement Agencies (CALEA).

Sheriff Streck was promoted to the rank of Captain on October 13, 2006 and was assigned as the Assistant Division Commander of the Support Services Division. As the Assistant Division Commander he was tasked with overseeing the creation and implementation of the Regional Dispatch Center. In 2008, he was assigned as the Commander of the newly created Dispatch Center.

In 2007, Sheriff Streck joined the Police Athletic League where he currently serves as the Vice President.

He was promoted to the rank of Chief Deputy on January 1, 2013 where he oversaw the day to day operations of the Montgomery County Sheriff's Office.

In August 2013, Sheriff Streck was asked along with several others to create a Coalition that would produce realistic options for the individuals involved in the growing opioid epidemic. In October 2013, the Montgomery County Drug-Free Coalition was formally announced and he was appointed as the Assistant Director. Sheriff Streck is currently the Director of the Coalition.

Sheriff Streck is a native of Montgomery County. He graduated from Brookville High School and attended Sinclair Community College. He obtained his degree in Criminal Justice Administration from Columbia Southern University. In December 2014, he graduated from the Federal Bureau of Investigation's National Academy.

Sheriff Streck is a Certified Law Enforcement Manager through the Buckeye State Sheriff's Association.