Two candidates are running in the November election for a four-year term to be Chesapeake’s fourth elected sheriff, but only one candidate’s name will appear on the ballot.
Republican challenger Wallace Chadwick defeated Sheriff David Rosado in the June Republican primary. But Rosado, who was appointed to the role in November, is still campaigning as a write-in candidate. No Democrat is running.
The Virginian-Pilot only runs candidate questionnaires from candidates who qualify for the ballot, so for this election only Chadwick’s answers are included. More information about Rosado can be found here.
The sheriff’s office handles jail security, courthouse security, civil enforcement and the school resource program, among other duties.
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Wallace Chadwick
Age: 48
Employment: Lieutenant, Chesapeake Police Department
Education: Bachelor of Science in criminal justice administration, University of Phoenix
Military service: U.S. Marine Corps veteran
Party affiliation: Republican
Website: wallacechadwick.com
How closely will you cooperate with the U.S. Bureau of Immigration and Customs Enforcement in enforcing federal immigration law?
As sheriff, I will fully cooperate with ICE and all federal immigration enforcement — no exceptions. Enforcing the law isn’t optional. When local leaders refuse to work with federal agencies, they put our communities at risk by releasing violent offenders back onto our streets. I’ve been clear and consistent on this from day one. My opponent refused to cooperate with ICE until public pressure forced a reversal. Voters deserve a sheriff who doesn’t wait for political winds to shift. I’ll always back the rule of law and put the safety of Chesapeake families first.
What will you do to reduce staffing shortages at your local jail, both now and in the future?
Chesapeake’s Sheriff’s Office is close to full staffing, thanks to competitive pay and strong benefits from City Council. To ensure fiscal responsibility, I support a full audit of programs and spending to confirm funds are used wisely. To retain and attract top talent, we must double down on what works: good pay, top-tier training, and a culture where deputies feel valued. That means promoting from within, expanding wellness programs, and creating leadership opportunities. This job is tough, and our deputies deserve a sheriff who has their back — every shift, every day.