"It's a bittersweet day," Greenwich police Sergeant Michael O'Connor said.
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For the first time, the 59-year-old -- who is calling it a career this month -- rode in a patrol car with his boys: Patrick, Michael Jr., and William.
Officials say they are the only active father and three-child combination in the state of Connecticut, among a handful in the country.
Michael, Sr., has been on the job for more than 30 years.
The men have worked in Greenwich for different amounts of time, but only in the last year have they all overlapped.
Sgt. O'Connor is a lifelong resident of Greenwich who has been serving the community for 43 years.
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His wife, Mary Ann, is a school nurse in town.
He began his career as a volunteer firefighter in 1976, and in 1984, he became a police dispatcher. Then, on July 6, 1984, he became a Greenwich police officer.
July 31 will be his last official day on the job but, he's not going far. He'll keep his gun and badge and says if the department needs him, he'll be there in a second.