 Gregory survived the dramatic fall from royal favour and subsequent execution of his father in 1540, as well as the ousting of his brother-in-law and patron, Edward Seymour in 1549.He became a wealthy landowner, owning land and property in several counties in England, mainly in Rutland and Leicestershire.Gregory's family connections had provided him with wealth, property and privileges; however, it was through his own intelligence and ability, combined with the remarkable education and training provided by his father, that he was able to benefit from them, leaving his wife and family well provided for at his death.