Stadium: Pista 2 Round: 19 Ground: Clay
| Challenger - Meerbusch | 2022/08/09 13:50 | Henri Squire v Adrian Andreev | 2-6,4-6 |
| Challenger - Valencia | 2023/11/19 09:00 | Adrian Andreev v Alex M Pujolras | 6-2,6-3 |
| Challenger - Danderyd | 2023/11/12 09:00 | Adrian Andreev v Adrian Oetzbach | 4-6,2-6 |
| Challenger Ismaning | 2023/10/31 11:05 | Adrian Andreev v Kacper Zuk | 6-7,4-6 |
| Challenger - Brest | 2023/10/23 10:30 | Duje Ajdukovic v Adrian Andreev | 6-4,6-2 |
| Challenger - Brest | 2023/10/22 12:20 | Adrian Andreev v Oleksii Krutykh | 7-6,7-6 |
| Challenger - Malaga | 2023/10/10 12:50 | Albert Ramos-Vinolas v Adrian Andreev | 4-6,6-0,7-5 |
| Challenger - Alicante | 2023/10/03 12:30 | Adrian Andreev v Elias Ymer | 6-4,1-6,4-6 |
| Challenger - Bad Waltersdorf | 2023/09/20 09:35 | Adrian Andreev v Marvin Moeller | 5-7,4-6 |
| Challenger - Valencia | 2023/11/19 09:00 | Vilius Gaubas v Henri Squire | 3-6,6-3,4-6 |
| ITF M25 - Trnava | 2023/11/09 09:00 | Henri Squire v Matej Vocel | 3-6,4-6 |
| ITF M25 - Trnava | 2023/11/07 16:45 | Henri Squire v Peter Benjamin Privara | 6-2,6-3 |
| Challenger Ismaning | 2023/11/01 11:55 | Henri Squire v Marc-Andrea Huesler | 3-6,7-5,6-7 |
| Challenger Ismaning | 2023/10/30 16:35 | Denis Yevseyev v Henri Squire | 3-6,4-6 |
| Challenger - Lissabon | 2023/10/02 09:00 | Henri Squire v Francesco Forti | 7-6,1-6,1-6 |
| Challenger - Lissabon | 2023/10/01 09:00 | Henri Squire v Connor Thomson | 6-4,3-6,6-1 |
| Challenger - Braga | 2023/09/24 12:15 | Henri Squire v Tiago Pereira | 3-6,6-3,1-6 |