Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| ITF M15 Albuquerque | 2023/09/27 00:15 | Osgar O'Hoisin v Michael Zhu | 6-3,6-3 |
| Davis Cup | 2023/09/17 18:20 | Diego Duran v Osgar O'Hoisin | 3-6,2-6 |
| Davis Cup | 2023/09/16 18:40 | Marcelo Arevalo v Osgar O'Hoisin | 7-6,6-1 |
| UTR Pro Winston-Salem | 2023/09/08 15:30 | Osgar O'Hoisin v Phillip Jordan | 6-3,6-7,4-6 |
| UTR Pro Winston-Salem | 2023/09/07 21:23 | Osgar O'Hoisin v Alan Jesudason | 6-1,5-7,6-7 |
| UTR Pro Winston-Salem | 2023/09/06 21:47 | Osgar O'Hoisin v Franco Capalbo | 6-3,7-6 |
| UTR Pro Winston-Salem | 2023/09/05 17:00 | Damien Salvestre v Osgar O'Hoisin | 6-7,1-6 |
| UTR Pro Winston-Salem | 2023/09/04 20:00 | Harry Thursfield v Osgar O'Hoisin | 3-6,6-2,1-6 |
| ITF M15 Albuquerque | 2023/09/27 00:00 | Maxwell Exsted v Liam Draxl | 0-6,0-6 |
| ITF M15 Champaign | 2023/09/17 15:00 | Liam Draxl v William Grant | 6-1,6-3 |
| ITF M15 Champaign | 2023/09/16 15:00 | Liam Draxl v Shunsuke Mitsui | 6-2,6-2 |
| ITF M15 Champaign | 2023/09/15 15:00 | Liam Draxl v Patrick Maloney | 6-7,6-4,6-4 |
| ITF M15 Champaign | 2023/09/14 17:00 | Liam Draxl v Perry Gregg | 6-2,6-7,7-5 |
| ITF M15 Champaign | 2023/09/12 15:00 | Liam Draxl v Atakan Karahan | 6-4,6-0 |
| ATP Toronto | 2023/08/05 15:00 | Liam Draxl v Diego Schwartzman | 6-7,4-6 |
| ITF M25 Laval | 2023/07/15 14:00 | Liam Draxl v Blaise Bicknell | 2-6,3-6 |