[10] Under his captaincy, Delhi achieved an unexpected triumph in the 1944 Santosh Trophy, defeating all time champions Bengal 2–0 in the final.

After the partition of India, Osman went over to Pakistan where he helped Keamari Union club to win All-Pakistan trophy in Lahore.

[11] Osman was appointed captain of the Pakistan national team in their international debut during a trip to Iran and Iraq in October 1950.

[13] Reportedly the Pakistan national team played the match barefoot, which was the norm in South Asia at the time.

[4] In Iraq, due to the Iraqi FA's inability to gather a full national team, Pakistan played an unofficial friendly against the club Haris al-Maliki resulting in a 1–1 draw at Baghdad in front of a 10,000 crowd, playing once again barefoot, with the heroics of Osman keeping Pakistan from losing in the dying minutes of the game.