His early career was spent both on royal service, fighting in Edward III's French wars, as well as overseeing the activities of the local King's Bench of the West Riding.[3] in and also on pilgrimage in the Middle East. He was knighted in Alexandria in 1365, and fought at the Battle of Nájera, part of England's involvement in the Castilian Civil War, two years later.[1] He inherited his father's estate, which consisted of the manors of Masham, Upsall and Eccleshall[4] and others in Nottinghamshire,[5] in 1391, when he was around forty years old.[4] In 1399 he accompanied Richard II on his expedition to Wales.[6] He was summoned to parliament every year between 1399 and his death in 1406.[4] An antiquarian point of interest has been noted in his having left history one of the few letters left by a fifteenth-century noble written in his own hand: a 1401 document, written whilst Scrope was in the service of Henry of Monmouth. In this letter, Scrope apologises 'for the manner in which it was written; he being obliged, for want of a clerk, to write it himself,' as Dugdale put it.[7]