Billionaire Profile
Herb Chambers
Global Rank
#1305

Image: Public domain | via Wikimedia Commons

Herb Chambers

CEO, The Herb Chambers Companies
US
Real-Time Net Worth
$3B
As of December 2025
Age
84
Source
Car dealerships
Industry
automotive
Citizenship
US

Biography

Herb Chambers is an American billionaire businessman, best known as the owner and former president of The Herb Chambers Companies, a group of car dealerships in the greater Boston, Massachusetts area. Born in Dorchester, Massachusetts, in 1941, Chambers dropped out of high school and later served in the U.S. Navy. He built a successful business in office copier sales before entering the automotive industry in 1985, after selling his copier business for $80 million. Through strategic acquisitions and a focus on customer service, he grew The Herb Chambers Companies to become one of the largest automotive dealership groups in New England. In 2025, Chambers sold his company for $1.34 billion. A dedicated philanthropist, Chambers has donated $100 million to Massachusetts General Hospital for cancer care and research.

Wealth Over Time

In-Depth Profile

Early Life

Herbert G. Chambers was born on November 24, 1941, in Dorchester, Massachusetts. He grew up in a working-class neighborhood, the son of a commercial artist and a homemaker. At a young age, Chambers displayed a strong work ethic, working at a Stop & Shop supermarket at the age of 13. He attended English High School of Boston, but dropped out in his senior year. In 1959, he joined the U.S. Navy, serving as an aviation electrician.

Rise to Success

After his military service, Chambers worked as a copy machine repairman. Recognizing an opportunity, he started his own copier distribution company, A-Copy America, with funds borrowed from his parents. He built A-Copy America into the largest independent office equipment dealer in the U.S. and sold it in 1983 to Alco Standard Corporation for $80 million. Chambers then entered the automotive industry in 1985, acquiring an Oldsmobile-Cadillac dealership in New London, Connecticut. He aimed to improve the car-buying experience, which led to the growth of The Herb Chambers Companies.

Key Business Strategies

Chambers focused on exceptional customer service, implementing 'no-haggle pricing' and reducing sales pressure, which set his dealerships apart. He acquired franchises for various automotive brands, expanding his business significantly. By 2025, The Herb Chambers Companies included 60 dealerships throughout New England. In February 2025, Chambers sold the company to Asbury Automotive Group for $1.34 billion.

Philanthropy

Chambers is known for his philanthropy. He has supported numerous causes, including the American Cancer Society, the American Red Cross, the Dana-Farber Cancer Institute, and the Jimmy Fund. In December 2024, he made a $100 million donation to Massachusetts General Hospital to fund a new building focused on cancer care.

Career Milestones

1959

Joined the U.S. Navy

Served as an aviation electrician.

1983

Sold A-Copy America

Sold his copier distribution company for $80 million.

1985

Entered the Automotive Industry

Purchased an Oldsmobile-Cadillac dealership, starting The Herb Chambers Companies.

2017

Awarded Executive of the Year

Awarded New England Motor Press Association Executive of the Year Award.

2025

Sold The Herb Chambers Companies

Sold the company to Asbury Automotive Group for $1.34 billion.

Philanthropy & Social Impact

Healthcare

Massachusetts General Hospital Donation

$100M

Donation to fund a new building focused on cancer care.

Business Philosophy & Leadership

Notable Quotes

""We never had a lot of money, but I always had a job from the time I was 13.""

""That's why we annually donate millions of dollars to charities and non-profit organizations and encourage our employees to give back through volunteering.""

Leadership Principles

Customer Service

Focus on providing exceptional customer service.

Employee Empowerment

Encouraging employees to give back through volunteering.

Controversies & Challenges

2025

PPP Loan Fraud Allegations

Agreed to pay $11.8 million to resolve allegations of falsely certifying eligibility for Paycheck Protection Program (PPP) loans.

2025

Class Action Lawsuits

Facing class action lawsuits for alleged failure to properly pay employees overtime and premium wages.