Justin Bower defeated Andrej Kracman 7-5 7-6 in the South Africa Masters 2 semi-final on hard. The upset overturned the form book — Andrej Kracman came in leading the head-to-head 1–0. Justin Bower claimed a first win over Andrej Kracman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-10-16 | South Africa Masters 1 | R16 | hard | Andrej Kracman | 5-7 7-5 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.