Stadium: Court 1 Round: 25 Ground: Clay
| ITF M15 Limassol | 2023/11/28 13:45 | Joshua Goodger v Simon A Ivanov | 6-4,6-2 |
| ITF M25 Pazardzhik | 2023/10/05 07:00 | Andrey Chepelev v Simon A Ivanov | 6-4,6-0 |
| ITF M25 Pazardzhik | 2023/09/28 07:00 | Nicholas David Ionel v Simon A Ivanov | 6-0,6-1 |
| ITF M25 Pazardzhik | 2023/09/26 07:00 | Dragos Constantin Ignat v Simon A Ivanov | 2-6,2-6 |
| ITF M15 Pirot | 2023/09/08 08:00 | Simon A Ivanov v Peter Fajta | 2-6,6-7 |
| ITF M15 Pirot | 2023/09/07 07:30 | Simon A Ivanov v Erik Arutiunian | 7-6,4-6,6-0 |
| ITF M15 Pirot | 2023/09/06 07:30 | Simon A Ivanov v Marco Furlanetto | 3-6,7-6,7-5 |
| ITF M15 Kursumlijska Banja | 2023/08/29 12:20 | Simon A Ivanov v Giannicola Misasi | 6-7,3-6 |
| ITF M15 Limassol | 2023/11/30 12:15 | Sebastian Gima v Kevin Edengren | 6-1,6-2 |
| ITF M15 Limassol | 2023/11/29 11:15 | Kevin Edengren v Constantinos Koshis | 6-3,6-2 |
| ITF M15 Limassol | 2023/11/23 09:25 | Kevin Edengren v Olaf Pieczkowski | 3-6,1-6 |
| ITF M15 Limassol | 2023/11/21 09:20 | Kevin Edengren v Stijn Pel | 6-0,6-4 |
| ITF M25 Heraklion | 2023/11/05 11:00 | Kevin Edengren v Ioannis Kountourakis | 2-6,6-7 |
| ITF M25 Heraklion | 2023/10/30 07:00 | Kevin Edengren v Dimitris Sakellaridis | 4-6,3-6 |
| ITF M25 Heraklion | 2023/10/29 07:00 | Nazar Oliynykov v Kevin Edengren | 2-6,0-6 |
| ITF M15 Heraklion | 2023/10/24 09:00 | Szymon Kielan v Kevin Edengren | 6-3,6-2 |