| Starting Appearances - ? Boyle | Starting | Sub (Used) | Sub (Unused) | All |
|---|
| 18 November 1939 | Highland Emergency League | Ross County 4:2 Caledonian FC | details |
| 25 November 1939 | Highland Emergency League | Services XI 1:1 Ross County | details |
| 09 December 1939 | Highland Emergency League | Inverness Clachnacuddin 6:1 Ross County | details |
| 06 April 1940 | Ness Cup | Ross County 1:3 Royal Artillery Mountain Battery | details |
| 20 April 1940 | Ness Cup | Inverness Thistle 3:5 Ross County | details |
| 27 April 1940 | Ness Cup | Ross County 3:0 Inverness Thistle | details |
| 04 May 1940 | Ness Cup | Ross County 1:8 Army XI | details |