| ITF M15 Edwardsville | 07/21 18:50 | 25 | Siphosothando Montsi v Alexander Bernard | 6-0,5-7,6-3 | |
| ITF M15 Edwardsville | 07/20 14:00 | 54 | Alfredo Perez v Siphosothando Montsi | 6-2,4-6,5-10 | |
| ITF M15 Edwardsville | 07/19 15:00 | 54 | Nils Ellefsen v Siphosothando Montsi | 2-6,2-6 | |
| ITF M15 Champaign | 06/24 15:00 | 26 | Michail Pervolarakis v Siphosothando Montsi | 4-6,6-3,6-4 | |
| ITF M15 Champaign | 06/23 17:10 | 25 | Siphosothando Montsi v Victor Lilov | 6-4,6-1 | |
| ITF M15 Champaign | 09/10 18:00 | 25 | Nick Chappell v Siphosothando Montsi | 7-5,6-2 | |
| ITF M25 Decatur | 07/30 16:40 | 54 | Eshmade/Hatem v Siphosothando Montsi | 7-6,1-6,10-8 | |
| ITF M25 Decatur | 07/29 18:00 | 54 | A.trice Pickens v Siphosothando Montsi | 4-6,6-3,6-10 | |
| ITF M25 Champaign | 07/25 23:00 | 26 | Axel Geller v Siphosothando Montsi | 6-4,6-2 | |
| ITF M25 Champaign | 07/23 21:25 | 25 |
Siphosothando Montsi v
Aziz Dougaz
|
6-4,6-3 | |
| ITF M15 Champaign | 06/05 18:15 | 25 | Gui Gomes v Siphosothando Montsi | 3-6,6-2,7-6 | |
| ITF M25 Tucson | 01/09 21:15 | 25 | Siphosothando Montsi v Lloyd Glasspool | 4-6,6-3,3-6 | |
| ITF M25 Tucson | 01/08 19:05 | 45 | Mousheg Hovhannisyan v Siphosothando Montsi | 4-6,1-6 | |
| ITF M25 Tucson | 01/07 18:30 | 45 | Kento Tagashira v Siphosothando Montsi | 4-6,1-6 | |
| ITF Zimbabwe F3 | 06/11 07:00 | 25 | Niki Kaliyanda Poonacha v Siphosothando Montsi | 5-7,6-1,6-2 | |
| ITF Zimbabwe F2 | 06/05 07:00 | 25 | Matias Franco Descotte v Siphosothando Montsi | 6-3,6-3 | |
| ITF Zimbabwe F1 | 05/28 08:00 | 25 | Tukhula Jacobs v Siphosothando Montsi | 7-5,7-5 | |
| ITF Egypt F12 | 04/06 08:00 | 27 | Teymuraz Gabashvili v Siphosothando Montsi | 6-3,4-6,6-0 | |
| ITF Egypt F12 | 04/05 09:15 | 26 | Chypyha/Failla v Siphosothando Montsi | 4-6,2-6 | |
| ITF Egypt F12 | 04/04 08:00 | 25 | Siphosothando Montsi v Mick Lescure | 4-6,6-3,7-6 | |
| ITF Egypt F12 | 04/02 08:30 | 62 | Dimitriy Voronin v Siphosothando Montsi | 4-6,1-6 | |
| ITF Egypt F12 | 04/01 10:30 | 62 | Alexander Gornet v Siphosothando Montsi | 5-7,3-6 | |
| ITF Egypt F12 | 03/31 10:00 | 62 | Ramazan Nureev v Siphosothando Montsi | 4-6,2-6 | |
| ITF Egypt F11 | 03/28 11:55 | 25 | Siphosothando Montsi v Jose Fco. Vidal Azorin | 4-6,2-6 | |
| ITF Egypt F11 | 03/26 09:00 | 62 | Vladyslav Orlov v Siphosothando Montsi | 6-2,7-5 | |
| ITF Egypt F11 | 03/25 10:00 | 62 | Neil Oberleitner v Siphosothando Montsi | 0-6,3-6 | |
| ITF Egypt F11 | 03/24 11:00 | 62 | Jackson Varney v Siphosothando Montsi | 3-6,5-7 | |
| ITF Egypt F10 | 03/17 12:30 | 62 | Jorge Blanco Guadalupe v Siphosothando Montsi | 7-5,6-0 | |
| ITF Egypt F9 | 03/15 08:00 | 26 | Anton Zaitcev v Siphosothando Montsi | 6-2,5-7,6-1 | |
| ITF Egypt F9 | 03/14 08:00 | 25 | Nicolo Turchetti v Siphosothando Montsi | 0-6,6-7 |
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