Stadium: Court 3 Round: 26 Ground: Hardcourt indoor
| ITF M15 Parnu | 2021/10/27 13:55 | Tom Gentzsch v Robertas Vrzesinski | 6-1,6-2 |
| ITF M15 Parnu | 2021/10/26 08:00 | Tom Gentzsch v Oskar Antinheimo | 6-2,6-4 |
| ITF M25 Hamburg | 2021/10/19 09:25 | Daniel Little v Tom Gentzsch | 6-4,6-2 |
| UTR Pro Tennis Series Mulheim | 2021/10/16 08:00 | Benjamin Hassan v Tom Gentzsch | 6-4,6-7,0-0 |
| UTR Pro Tennis Series Mulheim | 2021/10/15 07:00 | Tom Gentzsch v Christian Hansen | 4-6,1-6 |
| UTR Pro Tennis Series Mulheim | 2021/10/14 08:30 | Tom Gentzsch v Alen Moritz Hodzic | 4-6,6-2,5-4 |
| UTR Pro Tennis Series Mulheim | 2021/10/13 11:30 | Quin Verstegen v Tom Gentzsch | 4-6,2-6 |
| UTR Pro Tennis Series Mulheim | 2021/10/12 11:30 | Filip Duda v Tom Gentzsch | 6-4,5-2 |
| ITF M15 Parnu | 2021/10/27 08:10 | Michal Mikula v Vladimir Ivanov | 5-7,3-6 |
| ITF M25 Falun | 2021/09/28 11:00 | Vladimir Ivanov v Khumoyun Sultanov | 1-6,6-7 |
| ITF M25 Falun | 2021/09/27 08:30 | Vladimir Ivanov v Arvid Nordquist | 3-6,6-0,10-6 |
| ITF M25 Falun | 2021/09/26 13:00 | Vladimir Ivanov v Axel Bergdahl | 6-4,2-6,10-6 |
| Davis Cup | 2021/09/17 11:30 | Dominic Stephan Stricker v Vladimir Ivanov | 6-3,6-4 |
| ITF M15 Chornomorsk | 2021/09/01 08:25 | Federico Campana v Vladimir Ivanov | 6-4,6-3 |
| ITF M15 Oldenzaal | 2021/08/18 12:35 | Vladimir Ivanov v Guy Den Heijer | 6-4,4-6,4-6 |
| ITF M15 Parnu | 2021/08/07 09:00 | Mattias Siimar v Vladimir Ivanov | 6-4,3-6,6-2 |