Main Difference
The main difference between Proprietor and Proprietress is that the Proprietor is a one who owns something and Proprietress is a Wiktionary redirect
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Proprietor (noun)
An owner.
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Proprietor (noun)
A sole owner of an unincorporated business, also called a sole proprietor.
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Proprietor (noun)
One of the owners of an unincorporated business, a partner.
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Proprietor (noun)
One or more persons to whom a colonial territory is assigned, like a fief, including its administration.
“From 10 September 1621 till 12 June 1632, Sir William Alexander, styled Earl of Stirling and Viscount of Canada, was proprietor of the Scottish colony Nova Scotia.”
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Proprietress (noun)
A female proprietor.
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Proprietor (noun)
the owner of a business, or a holder of property
“Chinese restaurant proprietors”
“by 1640 he was himself the proprietor of a three-hundred-acre tract”