23‑Oct‑2023 | M25 Santa Margherita di Pula | Clay | R32 | 2060 | 306 | (5)Giovanni Fonio [ITA] d. (Q)Gandolfi | 6-2 6-3 | | | | | | | | | |
9‑Oct‑2023 | M25 Santa Margherita di Pula | Clay | R32 | 2062 | 964 | (Q)Niccolo Catini [ITA] d. (Q)Gandolfi | 7-5 6-4 | | | | | | | | | |
2‑Oct‑2023 | M25 Santa Margherita di Pula | Clay | R32 | 2062 | 488 | (6)Gianmarco Ferrari [ITA] d. (WC)Gandolfi | 6-1 7-5 | | | | | | | | | |
4‑Sep‑2023 | M15 Pirot | Clay | R32 | 2058 | 714 | (4)Vlad Andrei Dancu [ROU] d. (Q)Gandolfi | 6-3 3-6 6-2 | | | | | | | | | |
28‑Aug‑2023 | M15 Kursumlijska Banja | Clay | R32 | 2058 | | (Q)Alen Mujakic [GER] d. (Q)Gandolfi | 6-4 6-1 | | | | | | | | | |
17‑Jul‑2023 | Trieste CH | Clay | Q1 | 1666 | 329 | (2)Clement Tabur [FRA] d. (Alt)Gandolfi | 6-3 6-0 | | 0.42 | 0.0% | 3.6% | 70.9% | 53.8% | 37.5% | 3/8 | |
10‑Jul‑2023 | M25 Padova | Clay | R32 | 1665 | 498 | (7)Fausto Tabacco [ITA] d. (WC)Gandolfi | 6-3 6-0 | | | | | | | | | |
19‑Jun‑2023 | M25 Cattolica | Clay | R32 | 2004 | 538 | (8)Marcello Serafini [ITA] d. (Q)Gandolfi | 6-4 6-3 | | | | | | | | | |
12‑Jun‑2023 | M15 Chieti | Clay | R16 | 1991 | | (3)Tommaso Compagnucci [ITA] d. (Q)Gandolfi | 6-0 6-1 | | | | | | | | | |
12‑Jun‑2023 | M15 Chieti | Clay | R32 | 1991 | 1626 | (Q)Gandolfi d. (WC)Benito Massacri [ITA] | 6-4 6-1 | | | | | | | | | |
5‑Jun‑2023 | M15 Frascati | Clay | R32 | 2030 | 499 | (6)Marcello Serafini [ITA] d. (WC)Gandolfi | 6-2 6-2 | | | | | | | | | |
29‑May‑2023 | M25 Rome | Clay | R32 | 2030 | 264 | (1)Oliver Crawford [GBR] d. (WC)Gandolfi | 6-0 6-3 | | | | | | | | | |
1‑May‑2023 | M25 Santa Margherita di Pula | Clay | R32 | 1997 | 828 | (Q)Mikalai Haliak [BLR] d. (WC)Gandolfi | 7-5 7-5 | | | | | | | | | |