Early Life and Career
Chambers was born in Dorchester, Massachusetts, and attended English High School of Boston, before serving four years in the United States Navy, acquiring the rank of E-5.
After the Navy, Chambers began working as a copy machine repairman in Cambridge, Massachusetts. By the time he was 22, he had started his own copier distribution company with money borrowed from his parents. He fixed copy machines door-to-door. He eventually sold the business for $80 million.
Chambers started his automotive business after purchasing a Cadillac dealership in New London, Connecticut, in 1985. His decision to purchase the business was based on his own poor buying experience at the dealership. As Chambers improved the operations of this first car dealership, he started the Herb Chambers Companies.
Chambers lives in Old Lyme, Connecticut, and in Boston.
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