Stadium: Court 3 Round: 25 Ground: Hardcourt indoor
| ITF M15 East Lansing | 2023/11/14 14:00 | Maxwell McKennon v Holden Koons | 6-4,7-5 |
| ITF M15 East Lansing | 2023/11/13 17:00 | Maxwell McKennon v Ids Waterbolk | 6-1,6-1 |
| ITF M25 Harlingen | 2023/10/26 19:45 | Maxwell McKennon v Karue Sell | 4-6,6-7 |
| ITF M25 Harlingen | 2023/10/25 20:50 | Jerry Roddick v Maxwell McKennon | 3-6,6-7 |
| ITF M15 Albuquerque | 2023/09/25 14:00 | Eugenio G Fitzmaurice v Maxwell McKennon | 1-6,6-3,10-3 |
| ITF M15 Champaign | 2023/09/13 20:25 | William Grant v Maxwell McKennon | 6-4,6-3 |
| ITF M25 Champaign | 2023/09/12 16:40 | Gabriel Evans v Maxwell McKennon | 6-7,6-2,6-10 |
| ITF M25 Champaign | 2023/09/11 15:00 | Filip Apltauer v Maxwell McKennon | 5-7,0-6 |
| ITF M25 Decatur | 2023/08/01 17:55 | Gabrielius Guzauskas v Max Sheldon | 7-6,6-2 |
| ITF M25 Decatur | 2023/07/31 14:00 | Tyler Bowers v Max Sheldon | 2-6,2-6 |
| ITF M25 Edwardsville | 2023/07/24 14:00 | Cooper Woestendick v Max Sheldon | 1-6,7-5,10-8 |
| ITF M25 Champaign | 2023/07/18 14:50 | Chih Chi Huang v Max Sheldon | 7-5,4-6,10-6 |
| ITF M15 East Lansing | 2022/11/17 18:00 | Ozan Baris v Max Sheldon | 7-6,6-2 |
| UTR Pro Tennis Series Columbus | 2022/08/28 14:30 | Anton Arzhankin v Max Sheldon | 6-2,6-2 |
| UTR Pro Tennis Series Columbus | 2022/08/27 18:30 | Max Sheldon v Saiprakash Goli | 7-6,3-6,6-4 |
| UTR Pro Tennis Series Columbus | 2022/08/25 22:00 | Max Sheldon v Abhishek Bastola | 6-4,5-7,6-4 |