The Strange family were particularly influential in Shropshire, where most of their estates lay, but they also owned property in London and the home counties. Roger was not yet 25 when his father settled the manor of Edgware upon him for life in February 1377, thus providing him with an income of about £23 a year. These arrangements were probably made at the time of his entry into the royal household, since he is first described as one of Edward III’s esquires in the following March. It was then that the King confirmed an award made to Strange by John Roos, esquire, of an annuity of 40 marks, which the grantor himself had previously received from the Crown.
Surprisingly, in view of his position at Court, Sir Roger played no real part in the business of either local or national government while King Richard occupied the throne; and although he twice represented Middlesex in Parliament after the Lancastrian usurpation, he is not known to have held any royal office or served on any commissions there. Very little evidence has survived about his activities after 1404, perhaps because he was out of sympathy with the new regime. In that year he acted as a feoffee for both Sir William Palton and his father-in-law, Sir John Wroth; and by 1412 he had himself acquired property worth £2 a year in London.
