Stadium: Court 4 Round: 28 Ground: Clay
| ITF M15 Pazardzhik | 2023/05/20 09:00 | Marco Miceli v Ivanov, Simon Anthony | 0-6,1-6 |
| ITF M15 Pazardzhik | 2023/05/19 10:10 | Leonardo Rossi v Ivanov, Simon Anthony | 4-6,4-6 |
| ITF M15 Pazardzhik | 2023/05/18 10:30 | Lorenzo Vatteroni v Ivanov, Simon Anthony | 2-6,2-6 |
| ITF - M15 Alaminos-Larnaca | 2023/05/04 07:30 | Cazacu, Dragos Nicolae v Ivanov, Simon Anthony | 1-6,6-1,6-2 |
| ITF - M15 Alaminos-Larnaca | 2023/05/02 08:50 | Ivanov, Simon Anthony v Photos Photiades | 6-4,6-0 |
| ITF - M15 Alaminos-Larnaca | 2023/04/30 08:00 | Ivanov, Simon Anthony v Guy Den Ouden | 7-6,2-6,4-6 |
| ITF - M15 Alaminos-Larnaca | 2023/04/29 08:00 | Sergey Fomin v Ivanov, Simon Anthony | 1-6,7-6,3-6 |
| ITF - M15 Alaminos-Larnaca | 2023/04/28 07:00 | Elmer Moller v Ivanov, Simon Anthony | 5-7,6-4,6-7 |
| ITF M15 Pazardzhik | 2023/05/20 07:00 | Roncalli, Simone v Oleg Prihodko | 6-4,6-3 |
| ITF M15 Pazardzhik | 2023/05/19 08:20 | Roncalli, Simone v Luigi Sorrentino | 6-1,4-6,7-5 |
| ITF M15 Pazardzhik | 2023/05/18 12:45 | Roncalli, Simone v Sean Hess | 7-6,6-2 |
| Challenger - Francavilla | 2023/05/07 09:00 | Roncalli, Simone v Alexander Weis | 7-5,4-6,3-6 |
| ITF - M15 Monastir | 2023/03/28 09:30 | Roncalli, Simone v Benjamin Pietri | 4-6,1-6 |
| ITF - M15 Monastir | 2023/03/24 08:30 | Ray Ho v Roncalli, Simone | 6-7,6-2,6-3 |
| ITF - M15 Monastir | 2023/03/23 12:20 | Alexis Boureau v Roncalli, Simone | 1-6,6-4,4-6 |
| ITF - M15 Monastir | 2023/03/21 10:25 | M Rifqi, Fitriadi v Roncalli, Simone | 6-2,3-6,5-7 |