Stadium: Court 6 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Pretoria | 2021/09/27 10:00 | Hobbs, Roy v Alexander Edley | 3-6,2-6 |
| ITF M25 Pretoria | 2021/09/26 10:40 | Sibanda, Ethan Denzel v Hobbs, Roy | 3-6,6-4,10-12 |
| ITF M25 Johannesburg Qual | 2021/09/19 10:35 | Hobbs, Roy v Koenig, Luc | 6-7,6-7 |
| ITF M25 Johannesburg | 2021/09/12 10:30 | Seely, Seth v Hobbs, Roy | 3-6,6-4,10-8 |
| ATP Singapore | 2021/02/20 03:00 | Hobbs, Roy v Smith, John-Patrick | 1-6,1-6 |
| Nonthaburi, Singles M-ITF-THA-01A | 2019/07/23 02:30 | Crnokrak, Alexander v Hobbs, Roy | 6-1,6-1 |
| Nonthaburi, Singles M-ITF-THA-01A | 2019/07/22 06:20 | Hobbs, Roy v Khabibulin, Timur | 2-6,7-6,12-10 |
| Singapore, Singles Qualifying M-ITF-SGP-01A | 2019/06/12 03:00 | Hobbs, Roy v Kasidit Samrej | 3-6,1-6 |
| ITF M15 Cairo | 2021/09/28 10:20 | Gian Marco Ortenzi v Daiki Yoshimura | 6-2,4-6,10-4 |
| ITF M15 Cairo | 2021/09/27 10:30 | Daiki Yoshimura v Noikor, Noppadol | 6-0,5-7,10-2 |
| ITF M15 Cairo | 2021/09/26 13:30 | Bryan Aguiar Kuntz v Daiki Yoshimura | 4-6,2-6 |
| ITF M15 Ulcinj | 2021/09/20 12:00 | Matthew Dellavedova v Daiki Yoshimura | 6-1,6-0 |
| ITF M15 Ulcinj | 2021/09/20 08:00 | Daiki Yoshimura v Alec Deckers | 6-4,3-6,10-6 |
| ITF M15 Ulcinj | 2021/09/19 08:00 | Daiki Yoshimura v Edoardo Zanada | 6-3,6-4 |
| ITF - M15 Antalya | 2021/06/30 09:50 | Louis Tessa v Daiki Yoshimura | 6-2,6-1 |
| ITF - M15 Antalya | 2021/06/29 07:50 | Kuan-Yi Lee v Daiki Yoshimura | 6-1,0-6,7-10 |