Victor Bruthans defeated Sergei Pozdnev 6-0 6-1 in the St. Petersburg qualifying round on hard. The upset overturned the form book — Sergei Pozdnev came in leading the head-to-head 1–0, defending last year's round of 32. Victor Bruthans claimed a first win over Sergei Pozdnev in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-19 | Macedonia F2 | R32 | clay | Sergei Pozdnev | 6-3 7-6(6) |