Stadium: Court 3 Round: 27 Ground: Clay
| UTR Pro Tennis Series Boekarest | 2021/12/01 12:30 | Dan Alexandru Tomescu v Simon A Ivanov | 6-3,6-2 |
| ITF - M15 Kursumlijska Banja | 2024/04/20 11:55 | Dan Alexandru Tomescu v Francesco Ferrari | 7-6,3-6,11-9 |
| ITF - M15 Kursumlijska Banja | 2024/04/19 11:15 | Dan Alexandru Tomescu v Radovan Michalik | 7-6,6-4 |
| ITF - M15 Alaminos-Larnaca | 2024/03/23 08:00 | Dan Alexandru Tomescu v Lucas Gerch | 6-7,4-6 |
| ITF - M15 Alaminos-Larnaca | 2024/03/22 09:40 | Dan Alexandru Tomescu v Brian Bozemoj | 6-4,6-3 |
| ITF - M15 Alaminos-Larnaca | 2024/03/21 08:45 | Dan Alexandru Tomescu v Joshua Goodger | 7-6,6-1 |
| ITF - M15 Alaminos-Larnaca | 2024/03/20 07:00 | Dan Alexandru Tomescu v Eleftherios Neos | 6-2,6-1 |
| ITF - M15 Alaminos-Larnaca | 2024/03/17 12:00 | Dan Alexandru Tomescu v Lucas Gerch | 6-3,6-4 |
| ITF - M15 Alaminos-Larnaca | 2024/03/16 08:00 | Yshai Oliel v Dan Alexandru Tomescu | 1-6,7-5,6-7 |
| ITF - M15 Kursumlijska Banja | 2024/04/16 17:05 | Gabriel Donev v Simon A Ivanov | 7-6,6-7,5-7 |
| ITF - M15 Antalya | 2024/01/24 06:30 | Simon A Ivanov v David Prasievi | 7-5,3-6,6-2 |
| ITF - M15 Antalya | 2024/01/17 06:30 | Simon A Ivanov v Carlos Gimeno Valero | 4-6,1-6 |
| ITF - M15 Antalya | 2024/01/11 06:30 | Niccolo Catini v Simon A Ivanov | 6-1,6-1 |
| 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 M15 - Pirot | 2023/09/08 08:00 | Simon A Ivanov v Peter Fajta | 2-6,6-7 |