Stadium: Cancha 1 Round: 19 Ground: Clay
| Challenger Buenos Aires Qual | 2024/01/15 16:55 | Pedro Sakamoto v Felix Gill | 3-6,3-6 |
| Challenger Punta del Este | 2024/01/21 21:55 | Joao Lucas Reis da Silva v Felix Gill | 4-6,2-6 |
| Challenger Buenos Aires | 2024/01/18 16:45 | Santiago Rodriguez Taverna v Felix Gill | 3-6,6-4,6-4 |
| Challenger Buenos Aires | 2024/01/17 14:45 | Felix Gill v Alvaro Guillen Meza | 6-2,6-2 |
| Challenger Buenos Aires Qual | 2024/01/15 16:55 | Pedro Sakamoto v Felix Gill | 3-6,3-6 |
| Challenger Buenos Aires Qual | 2024/01/14 20:40 | Svyatoslav Gulin v Felix Gill | 6-7,6-4,6-7 |
| Challenger Buenos Aires | 2024/01/08 18:55 | Felix Gill v Joao Fonseca | 6-2,1-6,2-6 |
| ITF M25 Benicarlo | 2023/11/09 10:55 | Miljan Zekic v Felix Gill | 4-6,6-0,6-4 |
| ITF M25 Benicarlo | 2023/11/08 10:10 | Bruno P Navarro v Felix Gill | 0-6,2-6 |
| Challenger Punta del Este | 2024/01/21 21:00 | Ignacio Carou v Pedro Sakamoto | 3-6,1-6 |
| Challenger Buenos Aires Qual | 2024/01/15 16:55 | Pedro Sakamoto v Felix Gill | 3-6,3-6 |
| Challenger Buenos Aires Qual | 2024/01/14 18:00 | Pedro Sakamoto v Leo Borg | 6-3,6-4 |
| Challenger Buenos Aires | 2024/01/11 13:00 | Pedro Sakamoto v Joao Lucas Reis da Silva | 5-7,0-6 |
| Challenger Buenos Aires | 2024/01/09 15:10 | Pedro Sakamoto v Carlos Taberner | 6-4,7-6 |
| Challenger Temuco | 2023/12/01 14:00 | Gilbert S K Junior v Pedro Sakamoto | 6-0,6-3 |
| Challenger Temuco | 2023/11/29 18:40 | Joao Lucas Reis da Silva v Pedro Sakamoto | 4-6,6-4,2-6 |
| Challenger Temuco | 2023/11/28 13:00 | Pedro Sakamoto v Juan Pablo Ficovich | 5-7,7-6,6-4 |