| Date | League | Pos | Result | Pos | | xScore | Perf | Home | Away | Wins | Draws | Losses | Points | Pts/Game |
|---|
| 6 Dec | S League 2 | 10 | Annan Athletic 1 - 1 Spartans | 1 |  | 1 - 1  |  | | | 0/1 | 1/1 | 0/1 | 1/3 | 1.0 |
| 22 Nov | S League 2 | 3 | Clyde 1 - 0 Annan Athletic | 10 |  | 1 - 0 |  | | | 0/2 | 1/2 | 1/2 | 1/6 | 0.5 |
| 8 Nov | S League 2 | 10 | Dumbarton 2 - 1 Annan Athletic | 8 | | 2 - 0  |  | | | 0/3 | 1/3 | 2/3 | 1/9 | 0.3 |
| 1 Nov | S League 2 | 9 | Elgin City 2 - 0 Annan Athletic | 7 | | 2 - 1 | | | | 0/4 | 1/4 | 3/4 | 1/12 | 0.3 |
| 18 Oct | S League 2 | 7 | Annan Athletic 1 - 1 Stirling Albion | 5 | | 1 - 1 | | | | 0/5 | 2/5 | 3/5 | 2/15 | 0.4 |
| 4 Oct | S League 2 | 10 | Stranraer 0 - 1 Annan Athletic | 8 |  | 0 - 1 | | | | 1/6 | 2/6 | 3/6 | 5/18 | 0.8 |
| 27 Sep | S League 2 | 9 | Annan Athletic 3 - 1 East Kilbride | 2 | | 1 - 5  | | | | 2/7 | 2/7 | 3/7 | 8/21 | 1.1 |
| 20 Sep | S League 2 | 6 | Forfar Athletic 1 - 0 Annan Athletic | 9 | | 2 - 1  | | | | 2/8 | 2/8 | 4/8 | 8/24 | 1.0 |
| 13 Sep | S League 2 | 7 | Annan Athletic 0 - 6 Clyde | 8 | | 1 - 1 | | | | 2/9 | 2/9 | 5/9 | 8/27 | 0.9 |
| 30 Aug | S League 2 | 1 | Spartans 1 - 0 Annan Athletic | 6 | | 2 - 1 | | | | 2/10 | 2/10 | 6/10 | 8/30 | 0.8 |
| 23 Aug | S League 2 | 4 | Annan Athletic 3 - 4 Dumbarton | 7 | | - | | | | 2/11 | 2/11 | 7/11 | 8/33 | 0.7 |
| 16 Aug | S League 2 | 5 | FC Edinburgh 2 - 2 Annan Athletic | 1 | | 2 - 1 | | | | 2/12 | 3/12 | 7/12 | 9/36 | 0.8 |
| 9 Aug | S League 2 | 3 | Stirling Albion 0 - 0 Annan Athletic | 2 | | - | | | | 2/13 | 4/13 | 7/13 | 10/39 | 0.8 |
| 2 Aug | S League 2 | - | Annan Athletic 3 - 2 Elgin City | - | | - | - | | | 3/14 | 4/14 | 7/14 | 13/42 | 0.9 |