Stadium: Court 2 Round: 25 Ground: Hardcourt indoor
| Forli 6, Italy | 2022/01/02 13:40 | Matteo Gigante v Simon, Tobias | 7-6,6-3 |
| Challenger Manama | 2021/11/22 08:00 | Simon, Tobias v Neuchrist, Maximilian | 3-6,6-4,3-6 |
| Challenger Manama | 2021/11/21 08:00 | Simon, Tobias v Eric Vanshelboim | 4-6,6-3,6-0 |
| Challenger Ortisei | 2021/11/09 10:20 | Bachinger, Matthias v Simon, Tobias | 6-3,6-7,7-6 |
| Challenger Ortisei | 2021/11/08 09:30 | Simon, Tobias v Filip Misolic | 7-5,7-6 |
| Challenger Ortisei | 2021/11/07 09:30 | Forti, Francesco v Simon, Tobias | 4-6,6-7 |
| Challenger Eckental | 2021/11/02 11:05 | Bemelmans, Ruben v Simon, Tobias | 6-7,6-3,7-5 |
| Challenger Eckental | 2021/11/01 11:55 | Simon, Tobias v Peter Heller | 6-2,6-4 |
| ITF M15 Cairo | 2021/12/05 08:00 | Felix Gill v Vidal Azorin, Jose Fco | 1-6,2-6 |
| ITF M15 Cairo | 2021/12/04 08:00 | Felix Gill v Mario Mansilla Diez | 6-2,6-2 |
| ITF M15 Cairo | 2021/12/03 09:40 | Max Alcala Gurri v Felix Gill | 4-6,3-6 |
| ITF M15 Cairo | 2021/12/02 08:00 | Roberto Miceli v Felix Gill | 4-6,1-6 |
| ITF M15 Cairo | 2021/12/01 13:45 | Maximus Jones v Felix Gill | 2-6,0-6 |
| ITF M15 Cairo | 2021/11/28 07:55 | Acquaroli, Gianluca v Felix Gill | 6-7,2-6 |
| ITF M15 Cairo | 2021/11/27 10:15 | Roncalli, Simone v Felix Gill | 3-6,4-6 |
| ITF M15 Cairo | 2021/11/26 08:00 | Felix Gill v Perchicot, Mathieu | 7-6,6-3 |