Adrian Obert defeated Gibril Diarra 7-5 7-6 in the M25 Santa Margherita Di Pula 6 round of 32 on clay. The upset overturned the form book — Gibril Diarra came in leading the head-to-head 2–0. Adrian Obert claimed a first win over Gibril Diarra in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-06-03 | M25 Karlsruhe 1 | Q32 | clay | Gibril Diarra | 6-7(4) 2-1 |
| 2017-09-11 | Italy F29 | R32 | clay | Gibril Diarra | 6-3 6-4 |