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James Peale born in 1749 in Chestertown, Maryland, James later moved to Annapolis. In 1762 he began to serve apprenticeships--first in Charles' saddlery and later in a cabinetmaking shop, while Charles was in London studying art with the renowned painter, Benjamin West. After Charles' return to Annapolis in 1769, James became his older brother's studio assistant and pupil. James' artistic pursuits were interrupted by the American Revolution, and after completing military service in the Maryland Regiment, he settled in Philadelphia, where Charles and his family also resided.