| Australia New South Wales U20 League | 2023/05/20 06:10 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 2-0 |
| Australia New South Wales U20 League | 2023/02/05 01:45 | Sydney Olympic U20 v Sutherland Sharks U20 | D | 1-1 |
| Australia New South Wales U20 League | 2022/06/26 03:45 | Sydney Olympic U20 v Sutherland Sharks U20 | L | 4-1 |
| Australia New South Wales U20 League | 2022/04/09 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 2-0 |
| Australia New South Wales U20 League | 2021/05/01 03:30 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 0-4 |
| Australia Friendlies | 2020/02/15 03:22 | Sutherland Sharks U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/05/25 06:33 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 1-0 |
| Australia New South Wales U20 League | 2019/03/10 02:48 | Sydney Olympic U20 v Sutherland Sharks U20 | L | 2-1 |
| Australia New South Wales U20 League | 2024/03/05 08:30 | Sutherland Sharks U20 v Wollongong Wolves U20 | W | 6-1 |
| Australia New South Wales U20 League | 2024/03/02 06:00 | Blacktown City U20 v Sutherland Sharks U20 | W | 1-2 |
| Australia New South Wales U20 League | 2024/02/24 07:42 | Sutherland Sharks U20 v NWS Spirit FC U20 | L | 1-2 |
| Australia New South Wales U20 League | 2023/08/24 09:30 | Sutherland Sharks U20 v Blacktown City U20 | W | 3-1 |
| Australia New South Wales U20 League | 2023/08/13 07:30 | St George City FA U20 v Sutherland Sharks U20 | W | 0-2 |
| Australia New South Wales U20 League | 2023/08/09 08:30 | Sutherland Sharks U20 v Blacktown City U20 | D | 0-0 |
| Australia New South Wales U20 League | 2023/08/05 06:10 | Sutherland Sharks U20 v Mt Druitt Town Rangers U20 | W | 2-0 |
| Australia New South Wales U20 League | 2023/07/29 07:00 | Manly United U20 v Sutherland Sharks U20 | L | 3-0 |
| Australia New South Wales U20 League | 2024/03/05 08:00 | Sydney Olympic U20 v Marconi Stallions U20 | W | 1-0 |
| Australia New South Wales U20 League | 2024/03/02 08:00 | Sydney Olympic U20 v Sydney United U20 | W | 3-0 |
| Australia New South Wales U20 League | 2024/02/27 08:00 | Sydney Olympic U20 v St George City FA U20 | L | 2-5 |
| Australia New South Wales U20 League | 2024/02/17 03:45 | Sydney Olympic U20 v Hills United FC U20 | L | 2-4 |
| Australia New South Wales U20 League | 2023/08/25 09:00 | Sydney Olympic U20 v Sydney United U20 | L | 0-4 |
| Australia New South Wales U20 League | 2023/08/19 06:45 | Marconi Stallions U20 v Sydney Olympic U20 | D | 1-1 |
| Australia New South Wales U20 League | 2023/08/13 10:03 | Wollongong Wolves U20 v Sydney Olympic U20 | W | 0-1 |
| Australia New South Wales U20 League | 2023/08/09 09:00 | Sydney Olympic U20 v Central Coast Mariners U20 | L | 1-3 |