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John Chilcote II (1665 - c. 1740) was born in Somersetshire, England. He participated in the [Monmouth Rebellion] in England of 1685 against King James II. On July 6, 1685 Monmouth's Army (including John) was completely defeated. The rebels were captured, properties confiscated, and John was one of nearly eight hundred men deported to the West Indies to be sold as servants for a period of 10 years (mostly to work in the sugar plantations).

John arrived at Barbados on Jan. 28, 1685. Of the one hundred prisoners on his ship, only seventy-five survived the voyage. John Chilcote II was committed to the services of a Planter named Ann Gallop.

After 8-10 years as a servant, John's brother James helped secure his release from Barbados. Both men then went to Maryland, arriving about 1704. (more...)