Career
He was skilful and elegant forward who scored many goals. Masterman started playing in the North East of England with Stockton on Tees, at that time playing in the Northern League, he was very successful scoring 36 goals in one season. Following this success he transferred to Gainsborough Trinity a 2nd Division side before signing for in May 1914.
Appearing in the final Masterman almost scored, hitting the cross bar, but the ball rebounded out of the goal, Stanley Fazackerley then headed it past the Chelsea goalkeeper for the Blades second goal.
Upon the outbreak of World War I he joined the Coldstream Guards but returned to Sheffield after being medically discharged. He played regularly in the wartime football competitions and remained with The Blades once competitive matches recommenced in 1918.
He picked up a serious knee injury in March 1919 and struggled for fitness from that time on. Masterman transferred to Stoke City in May 1920 but failed to make an appearance in the first team
He returned to Sheffield on his retirement and lived there until his death in 1965.