It is likely that he received artistic training from Jan Wyck before 1700.[1] Wootton may have begun life as a page to the family of the Dukes of Beaufort. His earliest surviving dated work is the equine portrait Bonny Black (1711).[1] He remained active until his death in 1764, based in the capital of English horse racing at Newmarket, and producing large numbers of portraits of horses and also conversation pieces with a hunting or riding setting. He acquired a classicising landscape style based on that of Gaspard Dughet, which he used in some pure landscape paintings, as well as views of country houses and equine subjects.[1] This introduced an alternative to the various Dutch and Flemish artists who had previously set the prevailing landscape style in Britain, and through intermediary artists such as George Lambert, the first British painter to base a career on landscape subjects, was to greatly influence other British artists such as Gainsborough.[3]