Milan Drinic defeated Lenny Hampel 7-5 3-6 7-6 in the Turkey F2 round of 32 on hard. The upset overturned the form book — Lenny Hampel came in leading the head-to-head 2–0. Milan Drinic claimed a first win over Lenny Hampel in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-07-04 | Macedonia F3 | R16 | clay | Lenny Hampel | 7-5 6-1 |
| 2016-01-25 | Turkey F4 | R16 | hard | Lenny Hampel | 6-0 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.