Round: 44 Ground: Hardcourt outdoor
| ITF South Africa F1 | 2016/11/02 23:00 | Montsi, Siphosothando v Lloyd Harris | 1-6,3-6 |
| ITF South Africa F1 | 2016/11/01 23:00 | Schroll, Philipp v Montsi, Siphosothando | 2-6,6-4,6-7 |
| Zimbabwe F3, Singles Qualifying | 2016/07/03 08:00 | Kalambay, Jessy v Montsi, Siphosothando | 6-3,6-7,6-4 |
| ITF Zimbabwe F2 Qual | 2016/06/26 08:00 | Montsi, Siphosothando v Ren Nakamura | 3-6,2-6 |
| ITF Zimbabwe F2 Qual | 2016/06/25 07:00 | Moyano, Agustin v Montsi, Siphosothando | 6-7,3-6 |
| ITF Zimbabwe F1 Qual | 2017/06/10 07:00 | Copeland, Michael v Fynn, Sean | 6-0,6-0 |