Born into a family of Durham dyers, Trollope began his long military career in France in the 1420s as a man-at-arms, serving first on Tombelaine under Thomas Burgh and then with the garrisons at Fresnay-le-Vicomte and Caen under John Fastolf in the Duke of Somerset's raid into Picardy in February 1440.
[1] Sometime before 1455, he married Elizabeth, sister of Osbert Mundeford (a protégé of the Beaufort family, who became treasurer-general of the duchy of Normandy in September 1448), and this connection allowed Trollope to prosper in his military career.
[1] His importance to the Lancastrian cause can be seen by the fact that, in March 1461, the recently proclaimed King Edward IV offered a £100 reward to anyone who killed "certain named enemies of the House of York", which included Trollope.
[6] At the Battle of Towton (29 March 1461) Trollope shared the command of the Lancastrian vanguard with Henry Percy, 3rd Earl of Northumberland, against the Yorkist army of Edward IV.
[1] Considered the "opposite number" of his contemporary William Neville, 1st Earl of Kent, Trollope's death in the battle was "a damaging blow" for the future of the Lancastrian cause.