Stadium: Center Court Round: 14 Ground: Hardcourt outdoor
| Challenger Ortisei | 2021/11/09 10:20 | Matthias Bachinger v Tobias Simon | 6-3,6-7,7-6 |
| Challenger Ortisei | 2021/11/08 09:30 | Tobias Simon v Filip Misolic | 7-5,7-6 |
| Challenger Ortisei | 2021/11/07 09:30 | Francesco Forti v Tobias Simon | 4-6,6-7 |
| Challenger Eckental | 2021/11/02 11:05 | Ruben Bemelmans v Tobias Simon | 6-7,6-3,7-5 |
| Challenger Eckental | 2021/11/01 11:55 | Tobias Simon v Peter Heller | 6-2,6-4 |
| Challenger Eckental | 2021/10/31 11:55 | Otto Virtanen v Tobias Simon | 1-6,4-6 |
| ITF M25 Sarreguemines | 2021/10/26 11:55 | Arthur Bouquier v Tobias Simon | 7-5,6-4 |
| ITF M25 Toulouse | 2021/10/21 09:00 | Axel Garcian v Tobias Simon | 3-6,6-2,6-1 |
| ITF M15 New Delhi | 2021/11/18 05:50 | Eric Vanshelboim v Nitin Kumar Sinha | 6-3,6-7,0-6 |
| ITF M15 New Delhi | 2021/11/17 04:00 | Eric Vanshelboim v Nishant Dabas | 6-1,6-1 |
| ITF M25 Nur-Sultan | 2021/10/21 07:45 | Eric Vanshelboim v Sergey Fomin | 6-3,6-1 |
| ITF M25 Nur-Sultan | 2021/10/20 05:10 | Khumoyun Sultanov v Eric Vanshelboim | 4-6,3-6 |
| UTR Pro Tennis Series Mulheim | 2021/10/16 08:00 | Tim Sandkaulen v Eric Vanshelboim | 0-0 |
| UTR Pro Tennis Series Mulheim | 2021/10/15 11:30 | Eric Vanshelboim v Johann Willems | 2-6,4-6 |
| UTR Pro Tennis Series Mulheim | 2021/10/13 08:30 | Eric Vanshelboim v Benjamin Dhoe | 6-3,6-2 |
| UTR Pro Tennis Series Mulheim | 2021/10/12 07:00 | Eric Vanshelboim v Lawrence Bataljin | 6-1,5-3 |