Head to Head includes singles and doubles results.
| 09/03/23 | Boris Gelfand over Josh Kuchinsky | 6-3; 2-6; 6-4 | Playoff Match |
| 07/20/23 | Boris Gelfand over Josh Kuchinsky | 6-1; 6-4 | |
| 05/14/23 | Josh Kuchinsky over Boris Gelfand | 4-6; 6-4; 7-6 |
