| 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 | 2018/07/29 02:35 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 0-1 |
| Australia New South Wales U20 League | 2018/05/05 06:34 | Sutherland Sharks U20 v Sydney Olympic U20 | L | 1-2 |
| Australia New South Wales U20 League | 2017/08/13 03:02 | Sutherland Sharks U20 v Sydney Olympic U20 | W | 3-0 |
| Australia New South Wales U20 League | 2017/05/21 02:49 | Sydney Olympic U20 v Sutherland Sharks U20 | W | 0-2 |
| Australia Friendlies | 2020/01/18 05:41 | Sutherland Sharks U20 v Inter Lions U20 | L | 0-1 |
| Australia New South Wales U20 League | 2019/08/31 04:55 | Blacktown City U20 v Sutherland Sharks U20 | D | 2-2 |
| Australia New South Wales U20 League | 2019/08/24 09:18 | Rockdale City Suns U20 v Sutherland Sharks U20 | W | 1-3 |
| Australia New South Wales U20 League | 2019/08/17 03:00 | Sutherland Sharks U20 v Rockdale City Suns U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/08/11 03:01 | Rockdale City Suns U20 v Sutherland Sharks U20 | D | 1-1 |
| Australia New South Wales U20 League | 2019/07/27 06:31 | Sutherland Sharks U20 v Mt Druitt Town Rangers U20 | W | 6-1 |
| Australia New South Wales U20 League | 2019/07/20 06:02 | Wollongong Wolves U20 v Sutherland Sharks U20 | W | 0-2 |
| Australia New South Wales U20 League | 2019/07/06 06:31 | Sutherland Sharks U20 v Marconi Stallions U20 | W | 1-0 |
| Australia Friendlies | 2020/02/01 06:03 | Manly United U20 v Sydney Olympic U20 | D | 0-0 |
| Australia New South Wales U20 League | 2019/08/04 02:45 | Sydney Olympic U20 v Sydney United U20 | W | 3-0 |
| Australia New South Wales U20 League | 2019/07/28 03:48 | Sydney Olympic U20 v Marconi Stallions U20 | W | 2-0 |
| Australia New South Wales U20 League | 2019/07/21 03:17 | Apia L Tigers U20 v Sydney Olympic U20 | L | 2-0 |
| Australia New South Wales U20 League | 2019/07/07 03:02 | Manly United U20 v Sydney Olympic U20 | W | 0-1 |
| Australia New South Wales U20 League | 2019/06/30 03:45 | Sydney Olympic U20 v Rockdale City Suns U20 | L | 0-1 |
| Australia New South Wales U20 League | 2019/06/26 10:02 | Sydney Olympic U20 v Hakoah Sydney City East U20 | W | 2-1 |
| Australia New South Wales U20 League | 2019/06/23 03:03 | Wollongong Wolves U20 v Sydney Olympic U20 | D | 1-1 |