Ground: Hardcourt outdoor
| UTR Pro Tennis Series Dubai | 2022/01/07 07:30 | Martins Podzus v Simon Roberts | 6-3,6-0 |
| UTR Pro Tennis Series Dubai | 2022/01/05 04:30 | Oscar Jose Gutierrez v Simon Roberts | 6-4,6-1 |
| UTR Pro Tennis Series Dubai | 2022/01/03 06:00 | Igor Sijsling v Simon Roberts | 6-3,6-1 |
| Tie Break Tens Dubai | 2021/10/22 15:36 | Taylor Fritz v Simon Roberts | 1-0 |
| ITF M15 Antalya | 2022/10/16 07:00 | Lukas Janousek v Benedikt Henning | 0-6,1-6 |
| Challenger Istanbul | 2022/09/11 11:15 | Terence Atmane v Benedikt Henning | 6-2,6-4 |
| ITF M15 Constanta | 2022/09/06 14:00 | Benedikt Henning v Sebastian Gima | 6-7,1-6 |
| ITF M15 Malmo | 2022/08/18 14:05 | Maciej Rajski v Benedikt Henning | 6-3,7-6 |
| ITF M15 Malmo | 2022/08/16 11:30 | Lucas Renard v Benedikt Henning | 4-6,6-7 |
| ITF M15 Helsinki | 2022/08/11 07:00 | Benedikt Henning v Charles Broom | 2-6,0-6 |
| ITF M15 Helsinki | 2022/08/10 07:00 | Benedikt Henning v Ivan Denisov | 3-6,7-5,6-0 |
| ITF M25 Kassel | 2022/07/12 10:55 | Alex Barrena v Benedikt Henning | 6-2,6-2 |