Stadium: Court 2 Round: 25 Ground: Hardcourt indoor
| ITF M15 Doha | 2019/12/19 11:40 | Simon Freund v Harry Wendelken | 0-6,2-6 |
| ITF M25 Loughborough | 2023/01/14 10:30 | Harry Wendelken v George Loffhagen | 2-6,6-1,1-6 |
| ITF M25 Loughborough | 2023/01/13 10:00 | Harry Wendelken v Patrick Brady | 7-6,6-2 |
| ITF M25 Loughborough | 2023/01/12 10:00 | Toby Samuel v Harry Wendelken | 7-6,3-6,5-7 |
| ITF M25 Loughborough | 2023/01/10 10:00 | Harry Wendelken v Ben Jones | 6-3,6-4 |
| ITF M15 Trnava | 2022/12/07 13:15 | Harry Wendelken v Stefanos Sakellaridis | 6-4,3-6,4-6 |
| UK Pro League | 2022/11/27 13:00 | Harry Wendelken v Ewan Moore | 6-7,6-7 |
| UK Pro League | 2022/11/25 11:00 | Joshua Paris v Harry Wendelken | 3-6,6-7 |
| UK Pro League | 2022/11/24 11:30 | Harry Wendelken v Daniel Cox | 6-4,4-6,7-10 |
| ITF M25 Sheffield | 2023/01/16 13:05 | Simon Freund v Adam Jones | 6-4,6-7,10-7 |
| ITF M25 Sheffield | 2023/01/15 13:45 | Simon Freund v Oliver Hague | 6-1,6-3 |
| ITF M25 Falun | 2022/09/27 14:15 | Simon Freund v Henri Squire | 6-3,4-6,2-6 |
| ITF M15 Danderyd | 2022/09/24 10:20 | Simon Freund v Vito Tonejc | 6-7,6-1,5-7 |
| ITF M15 Danderyd | 2022/09/23 09:35 | Marvin Moeller v Simon Freund | 4-6,6-7 |
| ITF M15 Danderyd | 2022/09/22 09:55 | Benjamin Hannestad v Simon Freund | 2-6,5-7 |
| ITF M15 Danderyd | 2022/09/21 08:00 | Simon Freund v Jacopo Berrettini | 6-3,6-2 |
| Challenger Rennes | 2022/09/11 12:10 | Simon Freund v Maxime Mora | 6-0,4-6,1-6 |