Stadium: Court 5 Round: 44 Ground: Hardcourt outdoor
| ITF M15 Doha | 2021/10/13 18:45 | Dominik Boehler v Preston Brown | 6-4,6-3 |
| ITF M15 Doha | 2021/10/12 12:30 | Nico Hornitschek v Preston Brown | 2-6,4-6 |
| ITF M15 Doha | 2021/10/11 13:30 | Chinmaya Dev Chauhan v Preston Brown | 2-6,3-6 |
| ITF M15 Doha | 2021/10/05 12:00 | Iiro Vasa v Preston Brown | 7-5,3-6,6-3 |
| ITF M25 Pretoria | 2021/09/26 08:50 | Preston Brown v Luc Koenig | 7-5,2-6,5-10 |
| ITF M25 Johannesburg Qual | 2021/09/21 07:00 | Menelaos Efstathiou v Preston Brown | 6-2,6-2 |
| ITF M25 Johannesburg | 2021/09/20 07:00 | Guelord Kayombo v Preston Brown | 1-6,2-6 |
| ITF M25 Johannesburg Qual | 2021/09/19 12:00 | Adi Dagan v Preston Brown | 0-6,5-7 |
| UTR Pro Tennis Series Carrara | 2021/10/16 02:00 | Winter Meagher v Dusan Rsovac | 3-6,2-6 |
| UTR Pro Tennis Series Carrara | 2021/10/15 02:00 | Winter Meagher v Thomas Nicholas Gadecki | 6-7,4-5 |
| UTR Pro Tennis Series Carrara | 2021/10/12 23:00 | Winter Meagher v Ken Cavrak | 3-6,4-6 |
| UTR Pro Tennis Series Carrara | 2021/10/11 03:30 | Jeremy Jin v Winter Meagher | 6-3,5-2 |
| UTR Pro Tennis Series Brisbane | 2021/09/21 01:30 | Scott Puodziunas v Winter Meagher | 6-3,5-4 |
| UTR Pro Tennis Series Brisbane | 2021/09/20 04:30 | Winter Meagher v Patrick C Beadman | 5-7,4-5 |
| UTR Pro Tennis Series Brisbane | 2021/07/29 23:00 | Winter Meagher v Dusan Rsovac | 0-3 |
| UTR Pro Tennis Series Brisbane | 2021/07/28 02:00 | Winter Meagher v Sam Oster | 4-6,6-7 |