Stadium: AJC Grandstand Court Round: 14 Ground: Hardcourt outdoor
| ATP Newport | 2023/07/18 20:10 | Gabriel Diallo v Kevin Anderson | 3-6,2-6 |
| Wimbledon | 2023/06/28 10:00 | Matteo Gigante v Gabriel Diallo | 6-4,6-4 |
| Wimbledon | 2023/06/26 10:00 | Cem Ilkel v Gabriel Diallo | 3-6,6-4,1-6 |
| Challenger Ilkley | 2023/06/20 15:15 | Gabriel Diallo v Arthur Cazaux | 3-6,6-7 |
| Challenger Nottingham | 2023/06/16 12:50 | Arthur Cazaux v Gabriel Diallo | 7-6,7-5 |
| Challenger Nottingham | 2023/06/15 12:05 | Gabriel Diallo v Alex Michelsen | 3-6,7-5,6-3 |
| Challenger Nottingham | 2023/06/13 16:15 | Gabriel Diallo v Enzo Couacaud | 6-3,6-3 |
| Challenger Surbiton | 2023/06/09 16:45 | Gabriel Diallo v Jurij Rodionov | 4-6,4-6 |
| ATP Miami | 2023/03/20 15:00 | Bradley Klahn v Tomas Machac | 4-6,4-6 |
| ATP Indian Wells | 2023/03/06 21:30 | Alexei Popyrin v Bradley Klahn | 6-4,7-6 |
| ATP Acapulco | 2023/02/25 23:00 | Elias Ymer v Bradley Klahn | 6-4,6-4 |
| Challenger Monterrey | 2023/02/21 18:00 | Nuno Borges v Bradley Klahn | 6-2,6-2 |
| Challenger Cleveland | 2023/01/30 15:00 | Bradley Klahn v Ryan Harrison | 3-6,6-7 |
| Challenger Cleveland | 2023/01/29 16:20 | Alexander Cozbinov v Bradley Klahn | 7-6,5-7,4-6 |
| Australian Open | 2023/01/11 03:55 | Bradley Klahn v Enzo Couacaud | 3-6,6-4,4-6 |
| Australian Open | 2023/01/09 05:55 | Frederico Ferreira Silva v Bradley Klahn | 3-6,6-7 |