Lenny Millholland will not run for another term as sheriff
WINCHESTER — Lenny Millholland, who has served as the city’s sheriff since 2002, announced today that he will not seek a fourth term in office and plans to retire at the end of the year.
The 55-year-old Democrat has been a fixture in local law enforcement for 34 years. He served in the Winchester Police Department for 22 years before winning election as sheriff in 2001, and he’s been unopposed in the last two elections.
“The only reason I’m stepping away is that I think there comes a point in time where you’ve done just about everything and you’ve come to final chapter of this book, and when do you close it?” Millholland said in a phone interview. “Do I run again? Do I want to go through the headache?”
In press release announcing his plans, Millholland wrote that just before the medical issues began that led to his death, the late Mike Foreman told him he should “consider getting out while I still had my health and knew who I was.” Then Treasurer Mark Garber announced last month that he is retiring for health reasons.
“It makes you stop and think for a while,” the sheriff wrote.
Millholland said he had no immediate plans for the future, and he would not rule out the prospect of one day returning to public office.
“Hence the reason I [announced my retirement] on April Fool’s Day, in case I change my mind,” he said. “I’ve had a good ride.”
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