Digby was an esquire of the body in 1520, escheator for Northamptonshire and Rutland in 1540–41 and a gentleman pensioner by 1544. He fought in France under Henry VIII in the military campaign which led to the capture of Boulogne in 1544. He was appointed High Sheriff of Rutland for 1548–49, commissioner for relief in 1550 and a Justice of the Peace by 1558 to his death.