[3] Against Derbyshire, he made scores of 14 in Leicestershire's first-innings, during which he was dismissed by Arnold Warren, while in their second-innings he wasn't required to bat.
[5] Osborn played as a forward in the Football League for Leicester Fosse and Preston North End.
[1] After being switched from inside forward to centre forward, Osborn was top scorer for Preston in 1913–14 with 26 goals, although the club was still relegated and again the following season with 17 goals as they won promotion back to the First Division, before league football was interrupted by the First World War.
[6][7] Wounded during the war, Osborn was unable to regain a regular place in the Preston team when the league resumed in 1919, appearing only seven more times for the club.
[8] Osborn served in the Royal Field Artillery during the First World War and was wounded by a bullet in the thigh.