Stadium: Court 5 Round: 25 Ground: Hardcourt indoor
| ITF M25 Decatur | 2022/08/04 00:50 | Siphosothando Montsi v Emmett Ward | 7-5,3-6,3-6 |
| ITF M25 Decatur | 2022/08/02 23:15 | Siphosothando Montsi v Presley Thieneman | 6-1,6-2 |
| ITF M25 Champaign | 2022/07/20 14:00 | Siphosothando Montsi v Cannon Kingsley | 5-7,1-6 |
| ITF M25 Champaign | 2022/07/19 15:00 | Siphosothando Montsi v A.trice Pickens | 6-2,6-7,10-8 |
| ITF M25 Decatur | 2021/08/03 16:45 | Siphosothando Montsi v Ezekiel Clark | 3-6,6-2,15-13 |
| ITF M25 Decatur | 2021/08/02 15:00 | Gage Brymer v Siphosothando Montsi | 6-2,2-6,7-10 |
| ITF M25 Champaign | 2021/07/29 18:45 | Joshua Peck v Siphosothando Montsi | 6-3,6-7,6-4 |
| ITF M25 Champaign | 2021/07/28 19:15 | Siphosothando Montsi v Tristan Schoolkate | 6-4,6-4 |
| ITF M15 Orange Park | 2023/05/03 13:45 | Kaylan Bigun v Huzaifa Abdul Rehman | 6-1,6-7,2-6 |
| ITF M15 Vero Beach | 2023/04/26 19:40 | Gabi Adrian Boitan v Kaylan Bigun | 7-6,6-1 |
| Challenger Tallahassee | 2023/04/17 14:00 | Kaylan Bigun v Ryan Harrison | 2-6,6-7 |
| ITF M15 Sunrise | 2023/04/13 15:00 | Kaylan Bigun v Kyle Kang | 5-7,4-6 |
| ITF M15 Sunrise | 2023/04/11 21:00 | Jesse Flores v Kaylan Bigun | 1-6,4-6 |
| ITF M15 Naples | 2023/02/28 16:30 | Jonathan Mridha v Kaylan Bigun | 6-2,6-0 |
| ITF M15 Antalya | 2022/10/27 07:00 | Kaylan Bigun v Peter Heller | 2-6,2-6 |
| ITF M15 Antalya | 2022/10/25 10:20 | Kaylan Bigun v Denis Klok | 3-6,6-4,6-0 |