PORTSMOUTH, VA. (HRRJ) - On December 21, 2025 at a regularly-scheduled meeting, the Hampton Roads Regional Jail (HRRJ) Board unanimously voted that Chesapeake Sheriff Jim O’Sullivan will serve as the jail’s new interim superintendent, effective immediately . 

Sheriff O’Sullivan will take over the helm from Norfolk Sheriff Robert McCabe. Sheriff McCabe assumed the position on September 12 of this year. He committed to serve as interim superintendent only until the first of the year, if a permanent superintendent was not in place.

“I have enjoyed my time assisting the Hampton Roads Regional Jail as they move forward and implement new procedures to better serve the inmates and staff,” Sheriff McCabe said. 

Sheriff O’Sullivan and Sheriff McCabe are working together to assure a smooth transition. The search for a permanent superintendent is currently underway. 

Any further questions from here on out should be forwarded to Janelle Scott, Public Information Officer for the Chesapeake Sheriff’s Office. She can be reached by e-mail at [email protected] , by cell at 757-435-0030 or at work at (757) 382-8903.
 
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LATEST HRRJ NEWS

MJO Boney recognized as the "2016 Correctional Officer Of The Year" by the Rotary Club Of Portsmouth
Linda Bryant (HRRJ)  | Published: January 15, 2017, 4:22 pm 


PORTSMOUTH, VA. (HRRJ) - Congratulations to Master Jail Officer Joseph Boney. On Thursday, January 12, 2017, the Rotary Club of Portsmouth recognized him as Correctional Officer of the Year for 2016. Aside from his sustained, superior performance as the Master Jail Officer on D-Team within Housing Unit Three, MJO Boney is dependable, conscientious, reliable and professional in his interaction with inmates (more than 500 inmates daily at three different custody levels) and the jail staff.

And he had perfect attendance for 2016. His ethics, his thirst for knowledge and his willingness to support his team and the mission of the facility make him an invaluable asset to the HRRJ.




Ches. Sheriff takes over Hampton Roads Regional Jail: “We are an open book…”
Matt Gregory (WAVY)  | Published: December 23, 2016, 6:22 pm  Updated: December 23, 2016, 6:24 pm


PORTSMOUTH, VA. (WAVY) - This week saw another change at the top for Hampton Roads Regional jail. But, it’s still not a permanent solution to the jail’s leadership.

Norfolk Sheriff Bob McCabe stepped down as the interim superintendent and Chesapeake Sheriff Jim O’Sullivan taking over.

“He had said he was going to go to the end of the year,” Sheriff O’Sullivan says. “He made it to almost to the end of the year. I’m taking it into the holidays and then into the future. I appreciate Sheriff McCabe’s service.”

First day on the job found Sheriff O’Sullivan meeting with the staff at the HRRJ.

“I do want to reiterate, I am the Chesapeake sheriff,” he explains. “I am not going anywhere. I’m just filling in at this capacity to help the regional jail.”

The takeover is not an easy task. The HRRJ is under investigation from the Department of Justice. It has also been named in a lawsuit in the death of one of its mentally ill inmates, Jamycheal Mitchell.

When Sheriff Bob McCabe took over, he pushed for more transparency, Sheriff O’Sullivan plans to do the same.

“We are a full open book to the media and to family members over here,” Sheriff O’Sullivan says.

O’Sullivan says last Monday, Department of Justice investigators looked over the facility; a process he supports.

“We want to make sure that when we come out of this investigation the facts bear the truth,” he explains. “The truth needs to be told good, bad, or indifferent.”

In addition, he’ll continue the medical aid reforms Sheriff McCabe put in place.

However, O’Sullivan says there will be a permanent superintendent that the board will hire. The pool of candidates is currently down to 10.

“Once it’s narrowed down to four they will select two to go before the full board and then we will have a vote at that time,” Sheriff O’Sullivan explains. “That looks to be, hopes to be January 27th.”

It is another change in temporary leadership for a troubled jail which is in search of a long term solution.




Interim Superintendent Changes at The Hampton Roads Regional Jail
HRRJ PRESS RELEASE | Published: December 21, 2025


PORTSMOUTH, VA. (HRRJ) - On December 21, 2025 at a regularly-scheduled meeting, the Hampton Roads Regional Jail (HRRJ) Board unanimously voted that Chesapeake Sheriff Jim O’Sullivan will serve as the jail’s new interim superintendent, effective immediately . 

Sheriff O’Sullivan will take over the helm from Norfolk Sheriff Robert McCabe. Sheriff McCabe assumed the position on September 12 of this year. He committed to serve as interim superintendent only until the first of the year, if a permanent superintendent was not in place.

“I have enjoyed my time assisting the Hampton Roads Regional Jail as they move forward and implement new procedures to better serve the inmates and staff,” Sheriff McCabe said. 

Sheriff O’Sullivan and Sheriff McCabe are working together to assure a smooth transition. The search for a permanent superintendent is currently underway. 

Any further questions from here on out should be forwarded to Janelle Scott, Public Information Officer for the Chesapeake Sheriff’s Office. She can be reached by e-mail at [email protected] , by cell at 757-435-0030 or at work at (757) 382-8903.
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COMING EVENTS

HRRJ BOARD MEETINGS

The HRRJ Board meetings will be held on the 3rd Wednesday of every other month at 1:30pm, in the HRRJ large training room, unless otherwise indicated. Below are the scheduled board meetings for 2016/2017:

December 21, 2025
February 15, 2026
April 19, 2026
June 21, 2026
August 16, 2026
October 18, 2025
December 20, 2025

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