| 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 | Igor Marcondes 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 | |
| ITF Egypt F9 | 03/12 08:00 | 62 | Aleksei Khomich v Siphosothando Montsi | 6-3,3-6,4-6 | |
| ITF Egypt F9 | 03/11 08:00 | 62 | Phongsapak Kerdlaphee v Siphosothando Montsi | 2-6,4-6 | |
| ITF Egypt F9 | 03/10 14:30 | 62 | David Hopkins v Siphosothando Montsi | 4-6,3-6 | |
| ITF South Africa F3 | 12/06 12:30 | 25 | Siphosothando Montsi v Pawel Cias | 3-6,2-6 | |
| ITF South Africa F3 Qual | 12/04 10:40 | 44 | Siphosothando Montsi v Jesper De Jong | 7-6,6-4 | |
| ITF South Africa F3 Qual | 12/03 15:25 | 44 | Siphosothando Montsi v Daniel Du Toit | 6-2,6-1 | |
| ITF South Africa F2 | 11/28 07:30 | 25 | Alexander Day v Siphosothando Montsi | 7-5,6-2 | |
| ITF South Africa F1 | 11/23 10:30 | 26 | Siphosothando Montsi v Tom Jomby | 3-6,2-6 | |
| ITF South Africa F1 | 11/22 11:55 | 25 | Siphosothando Montsi v Tyler Hochwalt | 4-6,6-2,7-6 | |
| ITF Zimbabwe F2 | 06/22 09:10 | 26 | Benjamin Lock v Siphosothando Montsi | 6-4,6-3 | |
| ITF Zimbabwe F2 | 06/20 09:10 | 25 | Isaac Stoute v Siphosothando Montsi | 4-6,4-6 | |
| ITF Zimbabwe F1 Qual | 06/11 07:00 | 44 | Siphosothando Montsi v Michael Copeland | 1-6,1-6 |