| Starting Appearances - David Winters | Starting | Sub (Used) | Sub (Unused) | All |
|---|
| 30 July 2005 | Scottish Challenge Cup | Ross County 2:1 Montrose | details |
| 06 August 2005 | Scottish League Division 1 | Ross County 3:1 Clyde | details |
| 23 August 2005 | Scottish League Cup | Ross County 1:2 Ayr United | details |
| 27 August 2005 | Scottish League Division 1 | Ross County 2:1 Stranraer | details |
| 07 October 2005 | Scottish League Division 1 | Ross County 2:2 Airdrie United | details |
| 15 October 2005 | Scottish League Division 1 | Saint Mirren 0:2 Ross County | details |
| 22 October 2005 | Scottish League Division 1 | Clyde 1:0 Ross County | details |
| 29 October 2005 | Scottish League Division 1 | Ross County 2:1 Saint Johnstone | details |
| 05 November 2005 | Scottish League Division 1 | Stranraer 2:3 Ross County | details |
| 12 November 2005 | Scottish League Division 1 | Brechin City 1:4 Ross County | details |
| 19 November 2005 | Scottish League Division 1 | Ross County 3:0 Dundee | details |
| 26 November 2005 | Scottish League Division 1 | Queen of the South 2:3 Ross County | details |
| 03 December 2005 | Scottish League Division 1 | Ross County 0:4 Saint Mirren | details |
| 10 December 2005 | Scottish League Division 1 | Ross County 0:1 Clyde | details |
| 18 February 2006 | Scottish League Division 1 | Airdrie United 2:3 Ross County | details |
| 25 February 2006 | Scottish League Division 1 | Ross County 1:1 Stranraer | details |
| 18 March 2006 | Scottish League Division 1 | Brechin City 3:3 Ross County | details |
| 21 March 2006 | Scottish League Division 1 | Stranraer 2:2 Ross County | details |
| 01 April 2006 | Scottish League Division 1 | Queen of the South 0:0 Ross County | details |
| 22 April 2006 | Scottish League Division 1 | Ross County 0:1 Airdrie United | details |