Sergis Kyratzis defeated Jannik Maute 6-2 6-3 in the M15 Heraklion 2 q16 on hard. The upset overturned the form book — Jannik Maute came in leading the head-to-head 1–0. Sergis Kyratzis claimed a first win over Jannik Maute in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-05-09 | M15 Heraklion 1 | Q32 | hard | Jannik Maute | 6-1 6-1 |