Stadium: Court 8 Round: 54 Ground: Hardcourt indoor
| 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 M15 Lakewood | 2023/07/13 17:00 | Alexander Kotzen v Maxwell McKennon | 6-2,6-3 |
| ITF M15 East Lansing | 2023/11/13 17:00 | Holden Koons v Stepan Mruzek | 6-4,6-2 |
| ITF M15 Winston-Salem | 2023/11/09 19:00 | Holden Koons v Dhakshineswar Suresh | 5-7,4-6 |
| ITF M15 Winston-Salem | 2023/11/08 19:30 | Jeremy Jin v Holden Koons | 4-6,2-6 |
| UTR Pro Winston-Salem | 2023/09/09 22:30 | Franco Capalbo v Holden Koons | 5-7,7-6,5-2 |
| UTR Pro Winston-Salem | 2023/09/07 17:00 | Keegan Smith v Holden Koons | 6-4,7-5 |
| UTR Pro Winston-Salem | 2023/09/06 19:00 | Carter Pate v Holden Koons | 1-6,0-6 |
| UTR Pro Winston-Salem | 2023/09/04 22:30 | Dhakshineswar Suresh v Holden Koons | 6-4,7-6 |
| UTR Pro Winston-Salem | 2023/09/03 18:30 | Holden Koons v Emmett Potter | 7-6,5-7,7-5 |