Osbourne Berrington Fleming (born February 18, 1940) is a politician and a former chief minister of Anguilla.

[1] He held that post from March 6, 2000, three days after the Anguilla United Front, a conservative coalition which included Fleming's Anguilla National Alliance[2] won parliamentary elections, gaining at least 4 of the 7 seats, until February 15, 2010 in which he retired from his seat as the chief minister of Anguilla.

Mr. Fleming was a prominent and successful businessman prior to entering politics.

† Served as Chief Minister of Anguilla.

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