Level, 1 wins each over 2 singles meetings since 2024. Last meeting on 23/08/2026 at Roehampton 2 Challenger.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 23/08/2026 | Roehampton 2 Challenger | Qualifying 1 | hard | Rossi | 2-6 4-6 |
| 03/04/2024 | M25 Sharm ElSheikh | Round 1 | hard | Habib |
| hard | Habib 1 - 1 Rossi |
| 2026 | Habib 0 - 1 Rossi |
| 2024 | Habib 1 - 0 Rossi |
189 wins, 126 losses since 2021 (60.0%).
Last matches: D V D D D
186 wins, 142 losses since 2021 (56.7%).
Last matches: D V V D V
Level, 1 wins each over 2 singles meetings since 2024.
On 23/08/2026, at Roehampton 2 Challenger (Qualifying 1): Leonardo Rossi won 2-6 4-6.