Estadio: Court 6 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2021/04/18 14:00 | Harry Wendelken v Osgar O'Hoisin | 7-6,6-2 |
| ITF M15 Monastir | 2021/04/25 09:00 | Osgar O'Hoisin v Vladimir Cherkovets | 6-2,6-0 |
| ITF M15 Monastir | 2021/04/18 14:00 | Harry Wendelken v Osgar O'Hoisin | 7-6,6-2 |
| ITF M15 Monastir | 2021/04/11 09:00 | Fons Van Sambeek v Osgar O'Hoisin | 6-3,6-2 |
| ITF M15 Nueva 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 Monastir | 2021/04/25 09:00 | Kirill Mishkin v Harry Wendelken | 0-6,0-6 |
| ITF M15 Monastir | 2021/04/20 08:00 | Harry Wendelken v Mirko Martinez | 1-6,2-6 |
| ITF M15 Monastir | 2021/04/19 13:00 | Andrea Guerrieri v Harry Wendelken | 6-3,1-6,4-10 |
| ITF M15 Monastir | 2021/04/18 14:00 | Harry Wendelken v Osgar O'Hoisin | 7-6,6-2 |
| 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 |