 Oscroft hit 18 goals in 43 games in 1955–56, becoming the club's joint-top-scorer, along with Frank Bowyer and Johnny King.City suffered a six games losing streak in which they failed to find the net late into the 1956–57 campaign, which ultimately cost them promotion; Oscroft still managed 12 goals in 42 appearances throughout the season.He was limited to 22 games and seven goals in 1957–58.