Stadium: Court 5 Round: 25 Ground: Hardcourt indoor
| Challenger Charlottesville | 2021/11/01 17:45 | Jeffrey Von Der Schulenburg v Jason Kubler | 6-7,5-7 |
| ITF M15 Fayetteville | 2021/09/24 14:50 | Mark Whitehouse v Jeffrey Von Der Schulenburg | 6-1,6-3 |
| ITF M15 Fayetteville | 2021/09/23 18:20 | Inaki Montes-De La Torre v Jeffrey Von Der Schulenburg | 4-6,1-6 |
| ITF M15 Fayetteville | 2021/09/22 16:25 | Tadeas Paroulek v Jeffrey Von Der Schulenburg | 3-6,6-7 |
| ITF M25 Fayetteville | 2021/09/21 14:00 | Jeffrey Von Der Schulenburg v Noah Schachter | 6-3,6-3 |
| ITF M25 Fayetteville | 2021/09/20 14:00 | Jeffrey Von Der Schulenburg v Carles Hernandez | 6-2,6-2 |
| ITF M15 Esch/Alzette | 2021/07/21 09:00 | Jeffrey Von Der Schulenburg v Alexander Weis | 4-6,4-6 |
| ITF M15 Esch/Alzette | 2021/07/20 13:00 | Jeffrey Von Der Schulenburg v Guy Den Ouden | 6-4,3-6,7-5 |
| Challenger Lexington | 2021/07/25 15:00 | Darian King v Gabriel Diallo | 6-2,3-6,6-3 |
| ITF M15 Champaign | 2021/06/27 15:00 | Jason Kubler v Gabriel Diallo | 6-2,6-1 |
| ITF M15 Champaign | 2021/06/26 15:00 | Gabriel Diallo v Kyle Seelig | 6-4,6-3 |
| ITF M15 Champaign | 2021/06/25 17:00 | Gabriel Diallo v Khololwam Montsi | 7-5,6-3 |
| ITF M15 Champaign | 2021/06/24 15:00 | Genaro Alberto Olivieri v Gabriel Diallo | 3-6,6-7 |
| ITF M15 Champaign | 2021/06/23 19:05 | Benjamin Sigouin v Gabriel Diallo | 3-6,2-6 |
| ITF M15 Champaign | 2021/06/22 15:00 | Peter Bertran v Gabriel Diallo | 1-6,0-6 |
| ITF M15 Champaign | 2021/06/21 15:00 | Gabriel Diallo v Nicaise Muamba | 7-5,6-3 |