Stadium: Court 4 Round: 62 Ground: Hardcourt outdoor
| UK Pro League | 2021/04/11 08:30 | Alexis Canter v Harry Wendelken | 4-6,3-6 |
| UK Pro League | 2021/04/10 10:15 | Tom Hands v Harry Wendelken | 3-6,6-4,7-10 |
| UK Pro League | 2021/04/09 14:30 | Harry Wendelken v George Houghton | 6-1,6-7,7-10 |
| UK Pro League | 2021/03/21 16:30 | Harry Wendelken v Tom Hands | 6-3,4-6,10-4 |
| UK Pro League | 2021/03/20 16:30 | Julian Cash v Harry Wendelken | 6-4,6-4 |
| UK Pro League | 2021/03/19 11:15 | Mark Whitehouse v Harry Wendelken | 6-2,6-3 |
| UK Pro League | 2021/03/18 20:00 | Oscar Weightman v Harry Wendelken | 4-6,6-1,10-8 |
| UK Pro League | 2021/03/17 12:30 | Sean Hodkin v Harry Wendelken | 6-3,3-6,10-8 |
| ITF - M15 Monastir | 2021/04/11 09:00 | Fons Van Sambeek v Osgar O'Hoisin | 6-3,6-2 |
| ITF - M15 New Delhi | 2021/03/28 05:00 | Osgar O'Hoisin v Suraj R Prabodh | 6-3,5-7,5-10 |
| ITF - M15 Indore | 2021/03/08 08:20 | Madhwin Kamath v Osgar O'Hoisin | 6-3,6-3 |
| ITF - M15 Indore | 2021/03/08 03:30 | Osgar O'Hoisin v Gunjan Jadhav | 6-1,6-0 |
| ITF - M15 Indore | 2021/03/07 03:30 | Sai K R Ganta v Osgar O'Hoisin | 3-6,1-6 |
| ITF - M15 Lucknow | 2021/03/02 07:40 | Zane Khan v Osgar O'Hoisin | 6-3,6-3 |
| ITF - M15 Lucknow | 2021/03/01 05:45 | Osgar O'Hoisin v Leonardo Catani | 6-2,6-1 |
| ITF - M15 Lucknow | 2021/02/28 05:40 | Henry Patten v Osgar O'Hoisin | 6-3,6-7,8-10 |