Gregg vying for county sheriff’s seat

Longtime law enforcement officer, Barry Gregg, is seeking the Montgomery County Sheriff’s seat in the November 5 election.  Gregg is running as an independent candidate.

A 26-year veteran of law enforcement, Gregg began his career in 1992 when he graduated from the Mississippi Law Enforcement Training Academy and accepted a position with the Yazoo City Police Department in the Patrol Division and narcotics investigation.   In 1996, he moved to Jackson, Tenn., and was hired on at the Madison County, Tenn., Sheriff’s Department, also completing the Tennessee Law Enforcement Training Academy.

“I worked my way up through the ranks, ultimately serving as the Patrol Division Commander, directing and coordinating the daily activities of the uniform patrol division which included three patrol shifts, a warrants division, a transportation division, a DUI task force, a court security division, and a reserve program comprised of approximately 100 sworn officers,” Gregg said. 

During his time with the Madison County Sheriff’s Department, Gregg was trained in School of Police Staff and Command at Northwestern University and Organizational Excellence and Leadership at the International Association of Chiefs of Police, as well as hundreds of hours of specialized training for law enforcement.

In 2009, Gregg attended the Federal Law Enforcement Training Center and became a United States Federal Agent assigned to the Tennessee Valley Authority police, working in Land Management Police Division in the Marine Division.

“I was promoted to the rank of inspector, conducting risk analysis and threat assessments in multiple states and investigating violations of federal laws,” Gregg said.

In 2015, he moved to Montgomery County, where his parents, Gerald and Sandie Gregg, reside, and became an officer with the Winona Police Department, eventually being named assistant chief.  He also served as a deputy with the Montgomery County Sheriff’s Department.  He currently is a school resource officer for Winona-Montgomery Consolidated School District, a certified police officer position.

Gregg said he believes a sheriff should be highly-training and experienced in all aspects of law enforcement.

“I believe the person who fills this position should have an extensive background in the field of law enforcement,” he said.  “Someone who has done the job of protecting and serving, someone who knows the sacrifices that must be made to effectively serve in the law enforcement field.”

Gregg said he believes this election for the office of sheriff in Montgomery County is pivotal in the future of this community.

“My experience and training over the past 26 years have prepared me to lead our sheriff’s office in today’s challenging times,” Gregg said.  “It only takes turning on the television, listening to the radio, and looking on Facebook or any other social media to see that we are facing very serious issues in today’s society.  The problem is, somewhere along the lines the trust between law enforcement and the public broke down.  And there is plenty of blame to go around.  But until both sides start working to restore that trust, neither side is going to be safe.”

Gregg said he already has the experience and knowledge in partnering with all branches of public service – business leaders, church leaders, school administrators, and neighborhood leaders – to building bridges between law enforcement and the community.  This is what he calls community-oriented policing.

If elected, Gregg said he will used his leadership experience to motivate “sworn deputies to remain focused and professional in their interactions with the public” and lead a highly-visible department throughout the county.

“I will hire an adequate number of certified professional deputies to provide continuous 24-hour coverage to the citizens of Montgomery County,” Gregg said.  “I will work with all other first responder agencies in Montgomery County as well as surrounding counties.  The community-oriented policing philosophy will be incorporated and daily operations of the department to best serve and protect the citizens of Montgomery County. ”

Gregg said his leadership style can be illustrated by a quote he heard years ago and has never forgotten.

“High expectations are an essential ingredient for positive performance.”

“You, the voters, are choosing someone to serve as the lead law enforcement officer in your county,” Gregg said.  “I am ready to serve and protect you and your families and to be held accountable to you in carrying out the duties of Montgomery County Sheriff.  I am the only candidate for sheriff that is a certified law enforcement officer.”

The father of Phares Gregg, 19, Gregg is engaged to Meagan Wilkes, a teacher at Winona Secondary School.  He is looking forward to expanding his family to not only include Wilkes, but her twins, Marlee Frances and Gunner, 11.

Gregg welcomes your questions, comments, and concerns. He can be contacted by calling 662-739-1375 or emailing

Paid for by Barry Gregg.


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