Stadium: Court 8 Round: 54 Ground: Hardcourt outdoor
| ITF USA F22 Qual | 2018/08/05 13:30 | Pickens, A.trice v Lebedev, Alexander | 6-7,3-6 |
| ITF USA F21 Qual | 2018/07/30 15:00 | Charles Broom v Pickens, A.trice | 6-2,6-2 |
| ITF USA F20 Qual | 2018/07/21 15:00 | Pickens, A.trice v Joshi, Abhijeet | 4-6,5-7 |
| ITF USA F19B Qual | 2018/07/14 18:30 | Pickens, A.trice v Zhang, Andrew | 6-3,3-6,1-6 |
| ITF USA F19 Qual | 2018/07/01 15:00 | Kessler, Mcclain v Pickens, A.trice | 6-2,7-5 |
| ITF USA F15 Qual | 2018/06/16 13:00 | Matthew Segura v Pickens, A.trice | 7-6,7-5 |
| ITF USA F13 Qual | 2018/06/09 13:00 | Pickens, A.trice v Oliver Crawford | 2-6,0-6 |
| ITF USA F10 Qual | 2018/04/09 15:00 | Pickens, A.trice v Tao Mu | 6-7,1-6 |
| ITF M25 Champaign | 2019/07/25 23:00 | Geller, Axel v Montsi, Siphosothando | 6-4,6-2 |
| ITF M25 Champaign | 2019/07/23 21:25 | Montsi, Siphosothando v Dougaz, Aziz | 6-4,6-3 |
| ITF M15 Champaign | 2019/06/05 18:15 | Gomes, Gui v Montsi, Siphosothando | 3-6,6-2,7-6 |
| ITF M25 Tucson | 2019/01/09 21:15 | Montsi, Siphosothando v Glasspool, Lloyd | 4-6,6-3,3-6 |
| ITF M25 Tucson | 2019/01/08 19:05 | Hovhannisyan, Mousheg v Montsi, Siphosothando | 4-6,1-6 |
| ITF M25 Tucson | 2019/01/07 18:30 | Tagashira, Kento v Montsi, Siphosothando | 4-6,1-6 |
| Zimbabwe F3, Singles Qualifying | 2018/06/11 07:00 | Niki Kaliyanda Poonacha v Montsi, Siphosothando | 5-7,6-1,6-2 |
| ITF Zimbabwe F2 | 2018/06/05 07:00 | Matias Franco Descotte v Montsi, Siphosothando | 6-3,6-3 |