[2] Because Benjamin was considered a feeble child, he was allowed experience working as a clerk in a country store in Aquebogue.

[2] Benjamin prospered during the war, as his location in Riverhead enabled his store to avoid the blockade that otherwise prevented goods from reaching New York.

[2] After the conclusion of the War of 1812, Benjamin returned to New York City where he operated a successful dry goods store at 371 Pearl Street for 20 years.

[2] Benjamin built churches, schools, and hotels in town, and helped establish a railroad connection between Elmira and Seneca Lake.

[5] He also provided support in the form of "food, clothing, and cash"[6] to the anti-slavery movement through the work of John W. Jones, a former slave who was Elmira's main "agent" of the Underground Railroad.

[1] In 1867, Benjamin became ill with "bronchial affection" and diarrhea, and was largely confined to his home for over a year, unable to climb steps without assistance.

[9] Despite these health problems, he took his annual trip, accompanied by his daughter, to his birthplace in Riverhead, Long Island to visit his nephew.