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Virginia Sheriffs' Institute
Supporting Virginia’s Sheriffs & Deputies

Chesapeake Sheriff’s Office – The Chesapeake Sheriff’s Office has been busy supporting Children Today Leaders Tomorrow, giving out turkeys and enjoying “Coffee and Donuts” with students and faculty at Grassfield High School.


On November 22, 2022, Grassfield High School hosted a “Coffee and Donuts” events for first responders in Chesapeake. Chesapeake Sheriff’s deputies, police officers, and firefighters enjoyed delicious donuts while interacting with students and faculty. Undersheriff David Rosado challenged everyone to a donut-eating contest and beat all the competition.


It’s Turkey Time! Recently, the Chesapeake Sheriff’s Office partnered with Chesapeake Regional Healthcare to give out free frozen turkeys to citizens in need. Sheriff Jim O’Sullivan, Undersheriff David Rosado, and Lt. Colonel Christopher Pascal delivered the turkeys to local churches and community groups across Chesapeake just in time for Thanksgiving.

On November 19, 2022, Sheriff Jim O’Sullivan hosted his annual Oyster and South Festival at Historic Greenbrier Farms to raise money for his non-profit organization, Children Today Leaders Tomorrow, to benefit local children. Participants enjoyed unlimited seasonal oysters, seafood, barbecue, hot dogs, and beverages while listening to live music by Kershaw and Foutz. Sheriff O’Sullivan’s Elite Unit was on duty, volunteering alongside deputies.