| Starting Appearances - Jimmy Crosbie | Starting | Sub (Used) | Sub (Unused) | All |
|---|
| 01 October 1949 | Scottish Qualifying Cup | Buckie Thistle 2:3 Ross County | details |
| 15 October 1949 | Highland League | Deveronvale 3:0 Ross County | details |
| 22 October 1949 | Scottish Qualifying Cup | Ross County 1:3 Caledonian FC | details |
| 29 October 1949 | Highland League | Ross County 0:1 Fraserburgh | details |
| 05 November 1949 | Highland League | Rothes 0:3 Ross County | details |
| 12 November 1949 | Highland League | Ross County 1:1 Buckie Thistle | details |
| 26 November 1949 | Highland League | Ross County 3:1 Inverness Clachnacuddin | details |
| 17 December 1949 | Highland League | Ross County 1:1 Rothes | details |
| 24 December 1949 | Highland League | 1st Battalion Highland Light Infantry 2:5 Ross County | details |
| 21 January 1950 | Highland League | Lossiemouth 1:1 Ross County | details |
| 28 January 1950 | Scottish Cup | Ross County 0:3 Morton | details |
| 04 February 1950 | Highland League | Ross County 3:2 Deveronvale | details |
| 11 February 1950 | Highland League | Fraserburgh 4:2 Ross County | details |
| 25 February 1950 | North of Scotland Cup | Ross County 1:5 Inverness Clachnacuddin | details |
| 04 March 1950 | Highland League | Ross County 3:1 Lossiemouth | details |
| 01 April 1950 | Highland League | Nairn County 4:1 Ross County | details |
| 19 April 1950 | Highland League | Inverness Thistle 2:4 Ross County | details |
| 22 April 1950 | Highland League | Ross County 2:1 Forres Mechanics | details |
| 29 April 1950 | Highland League Cup | Ross County 4:1 Buckie Thistle | details |
| 13 May 1950 | Highland League | Buckie Thistle 6:2 Ross County | details |