Strickland was heir to one of the most significant gentry inheritances in Westmorland, but his father’s long survival ensured that his own career was of less importance than it might otherwise have been. His family’s high standing is apparent in the terms on which he was contracted in marriage in November 1426 to a daughter of Nicholas Croft of Dalton, a few miles to the south of Sizergh. For this alliance Croft was ready to pay as much as 470 marks in return for an immediate jointure of 20 marks p.a. to be settled on the couple with an additional grant to be made on Sir Thomas’s death. This settlement explains why the young Walter was assessed on an income of £13 p.a. in the subsidy returns of 1436.
By the time of this election Strickland had already served a term as escheator, but from these beginnings his administrative career did not develop. This failure is only partially explained by his father’s survival until as late as 1455 and the subsequent diminution of his resources attendant on his mother’s even longer life.
To the patronage of the Crown Strickland added that of the great local peer, Richard Neville, earl of Salisbury. Curiously, that patronage was extended only shortly after our MP had been among the local gentry sued by the earl for close-breaking at Plumpton near Penrith.
These important connexions, however, did not bring Strickland to any notable local prominence, at least as far as the surviving records are an accurate guide. Even after he had succeeded to the family patrimony he remained in obscurity. What little is known of him in the late 1450s relates only to his private affairs. In 1456 he fell into a protracted dispute with his near neighbour, Thomas Chamber II*, whom he accused of illegally hunting in his park at Sizergh.
Against this background, it is not surprising to find that Strickland played no recorded part in the civil war of 1459-61, despite the annuity he drew from the Nevilles. The only indication that he was supporter of that family was his nomination to a commission of June 1461 for the arrest of three local Lancastrians.
