Samuel Street, also known as Samuel Street Jr, (March 14, 1775 – August 21, 1844) was a Canadian businessman and government official in Upper Canada who became one of the richest men in Upper Canada. Born in Farmington, Connecticut, he moved to Chippawa, Upper Canada, after his father was murdered. In Chippawa he lived with his uncle, Samuel Street, who introduced him to the local business community. In the early 1800s, he entered into various partnerships with other businessmen and purchased mills in the Niagara region. His most prominent partnership was with Thomas Clark, and together they used the profits from the mills to lend money (and charge interest) to various people in Upper Canada, further increasing their wealth. They also purchased property throughout Upper Canada, employing agents to help with the purchases, and lending money to local officials in exchange for notification of property that was to be cheaply sold. He bought shares in banks and transportation companies and held debentures with the Upper Canadian government and regional governments. He was a prominent member of the Niagara business elite and was hired to be an executor for other prominent members. He was also a military commander of the 3rd Lincoln Militia, become a colonel of the militia in 1839. He died in Port Robinson, Upper Canada, and his estate was given to his son, Thomas Clark Street, and four daughters.