Stadium: Court 2 Round: 25 Ground: Clay
| Challenger Lisabon | 2021/09/27 09:00 | Santiago Rodriguez Taverna v Peter Heller | 7-6,7-5 |
| Challenger Lisabon | 2021/09/26 11:25 | Luis Faria v Peter Heller | 1-6,7-6,4-6 |
| Challenger Braga | 2021/09/21 09:00 | Thiago Monteiro v Peter Heller | 6-3,6-3 |
| Challenger Braga | 2021/09/19 09:00 | Miguel Gomes v Peter Heller | 0-6,1-6 |
| ITF M15 Allershausen | 2021/09/02 13:40 | Peter Heller v Guy Den Ouden | 6-7,3-6 |
| ITF M15 Allershausen | 2021/09/01 11:15 | Peter Heller v Henri Squire | 6-3,3-6,6-4 |
| ITF M25 Caslano | 2021/08/25 10:25 | Peter Heller v Patrick Kypson | 6-3,3-6,2-6 |
| ITF M15 Warmbad-Villach | 2021/08/22 09:00 | Peter Heller v Alexander Weis | 6-3,6-4 |
| ITF M15 - Antalya | 2021/10/21 07:00 | Jack Pinnington Jones v Juan Pablo Paz | 6-7,4-6 |
| ITF M15 - Antalya | 2021/10/19 10:30 | Jack Pinnington Jones v Umut Akkoyun | 6-4,6-3 |
| ITF M15 - Antalya | 2021/10/17 07:00 | Savva Polukhin v Jack Pinnington Jones | 7-6,4-6,2-6 |
| ITF M15 - Antalya | 2021/10/16 06:55 | Jack Pinnington Jones v Calin Manda | 6-1,6-2 |
| ITF M15 - Antalya | 2021/10/15 07:00 | Jack Pinnington Jones v Mircea-Alexandru Jecan | 6-0,6-1 |
| ITF M15 - Antalya | 2021/10/12 06:55 | Felix Gill v Jack Pinnington Jones | 4-6,0-6 |
| UK Pro League | 2021/08/26 10:15 | Jack Pinnington Jones v Billy Harris | 1-6,4-6 |
| UK Pro League | 2021/08/24 13:00 | Jack Pinnington Jones v Adam Jones | 6-2,7-6 |