Stadium: Court 9 Round: 54 Ground: Clay
| ITF M15 Helsinki | 2021/06/02 06:30 | Lucas Catarina v Vladimir Ivanov | 7-5,1-6,6-2 |
| ITF M15 Kouvola | 2021/05/26 08:00 | Vladimir Ivanov v Lorenzo Rottoli | 2-6,4-6 |
| ITF M15 Antalya | 2021/05/19 11:10 | Vladimir Ivanov v Edoardo Eremin | 3-6,4-6 |
| ITF M15 Antalya | 2021/05/13 11:40 | Alexander Erler v Vladimir Ivanov | 5-7,6-3,6-1 |
| ITF M15 Antalya | 2021/05/12 11:30 | Vladimir Ivanov v Adrian Mateo Bejenaru | 6-3,7-6 |
| ITF M15 Antalya | 2021/05/11 07:00 | Vladimir Ivanov v Alafia Ayeni | 7-6,7-5 |
| ITF M15 Antalya | 2021/05/10 07:00 | Vladimir Ivanov v Mark Tryakshin | 0-6,6-4,10-4 |
| ITF M15 Antalya | 2021/05/09 07:00 | Vladimir Ivanov v Daniel Svensson | 7-5,1-6,10-2 |
| ITF M15 Shymkent | 2021/06/02 05:00 | Dostanbek Tashbulatov v Jack Gibbens | 6-2,6-3 |
| ITF M15 Shymkent | 2021/06/01 05:00 | Edoardo Lavagno v Jack Gibbens | 6-4,6-2 |
| ITF M15 Shymkent | 2021/05/31 05:00 | Bekzhan Yerezhep v Jack Gibbens | 1-6,1-6 |
| ITF M15 Shymkent | 2021/05/25 04:00 | Yaraslav Shyla v Jack Gibbens | 6-1,6-0 |
| ITF M15 Shymkent | 2021/05/24 04:00 | Sharobiddin Abzalov v Jack Gibbens | 2-6,3-6 |
| UK Pro League | 2021/05/02 16:30 | William Nolan v Jack Gibbens | 6-3,6-4 |
| UK Pro League | 2021/05/01 16:00 | Tom Hands v Jack Gibbens | 6-3,7-6 |
| UK Pro League | 2021/04/30 16:00 | Daniel Little v Jack Gibbens | 6-1,6-4 |