Jonathan Gray defeated Maxim Ratniuk 6-0 6-0 in the M15 Monastir 1 round of 16 on hard. The upset overturned the form book — Maxim Ratniuk came in leading the head-to-head 2–0. Jonathan Gray claimed a first win over Maxim Ratniuk in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-01-15 | M15 Monastir 2 | R32 | hard | Maxim Ratniuk | 6-1 6-3 |
| 2018-05-07 | Poland F2 | QF | clay | Maxim Ratniuk | 6-0 6-1 |