Herbert Chambers net worth: Herbert Chambers is an American businessman who has a net worth of $1.4 billion. Herbert Chambers was born in Dorchester, Massachusetts in November 1941. He is the owner and president of The Herb Chambers Companies which includes 56 car dealerships in the Boston, MA area. Chambers dropped out of high school his senior year and joined the United States Navy achieved the rank of Petty Office Second Class. He worked at a bar owned by his mother but was fired and began working as a copy machine repairman. He then started a copier distribution company called A-Copy America before selling the company for $80 million. He purchased an Oldsmobile-Cadillac dealership in 1985. Herbert Chambers is also an exotic car collector and sold his 1995 McLaren F1 for $15.62 million in 2017 which set a record. Other cars he has owned include a Mercedes-Benz SLR McLaren, a Ferrari LaFerrari Coupe, and more.