Mikhail Kukushkin defeated Kevin Anderson 6-4 6-2 in the Shanghai Masters round of 32 on hard. The upset overturned the form book — Kevin Anderson came in leading the head-to-head 4–0, defending last year's round of 32. Mikhail Kukushkin claimed a first win over Kevin Anderson in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2018-10-08 | Shanghai Masters | R32 | hard | Kevin Anderson | 6-3 6-2 |
| 2018-05-07 | Madrid Masters | R32 | clay | Kevin Anderson | 5-7 7-6(3) 6-2 |
| 2018-01-01 | Pune | QF | hard | Kevin Anderson | 6-7(3) 6-4 6-2 |
| 2015-08-23 | Winston-Salem | R32 | hard | Kevin Anderson | 4-6 6-2 6-3 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (198 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About