Gilad Bloom defeated Jan Siemerink 3-6 6-3 6-4 in the Moscow round of 16 on hard. Gilad Bloom extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1992-05-25 | Roland Garros | R128 | clay | Gilad Bloom | 5-7 6-4 6-4 4-6 6-2 |
| 1991-04-22 | Singapore | F | hard | Jan Siemerink | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.