He attended Montpelier Methodist Seminary, and in 1871 started work with the New England Railroad.
In 1886, he became the general manager of the Canada Atlantic Railway, and in 1909 he was the general manager and then the vice president of the Grand Trunk Railway.
In 1912 he became the president of the Grand Trunk Railway when Charles Melville Hays lost his life on the RMS Titanic.
[1] Chamberlin's presidency differed from Hays' in that he led the Grand Trunk to expand westward as part of the Canadian transcontinental railway rather than continuing investment in the Central Vermont Railway and connections with New England.
Chamberlin was succeeded as president of Grand Trunk Railway by Howard G.