Stadium: Court 2 Round: 25 Ground: Clay
| ITF M25 Poznan | 2021/08/27 11:50 | Shintaro Mochizuki v Felix Gill | 7-6,2-6,6-3 |
| ITF M25 Poznan | 2021/08/26 14:15 | Felix Gill v Harry Wendelken | 6-1,6-4 |
| ITF M25 Poznan | 2021/08/25 08:00 | Fermin Calvo Barcelo v Felix Gill | 3-6,6-7 |
| ITF M15 Doboj | 2021/07/15 08:00 | Zsombor Piros v Felix Gill | 7-5,6-7,6-2 |
| ITF M15 Doboj | 2021/07/14 08:30 | Felix Gill v Aleksandar Mihailovic | 6-1,6-4 |
| ITF M15 Sofia | 2021/07/06 07:00 | Hanwen Li v Felix Gill | 6-4,2-6,6-3 |
| Wimbledon | 2021/06/23 13:15 | Felix Gill v Marc Polmans | 6-7,2-6 |
| Wimbledon | 2021/06/22 12:40 | Danilo Petrovic v Felix Gill | 5-7,6-7 |
| ITF M15 Ulcinj | 2021/09/01 13:30 | Antonio Cayetano March v Simon A Ivanov | 7-6,6-1 |
| ITF M25 Bacau | 2021/08/18 12:40 | Simon A Ivanov v Arthur Cazaux | 4-6,4-6 |
| ITF M25 Bacau | 2021/08/17 07:00 | Simon A Ivanov v Gheorghe Claudiu Schinteie | 6-3,6-1 |
| ITF M25 Bacau | 2021/08/16 10:30 | Simon A Ivanov v Laurentiu Mandocescu | 6-3,6-2 |
| ITF M15 Telavi | 2021/08/05 06:30 | Simon A Ivanov v Dostanbek Tashbulatov | 6-4,4-6,2-6 |
| ITF M15 Telavi | 2021/08/04 06:30 | Simon A Ivanov v Zura Tkemaladze | 7-5,6-1 |
| ITF M15 Sofia | 2021/07/07 10:45 | Simon A Ivanov v Marko Miladinovic | 7-5,6-1 |
| ITF M15 Novomoskovsk | 2021/05/31 06:15 | Simon A Ivanov v Bruno P Navarro | 4-6,4-6 |