Kristian Pless defeated Peter Clarke 6-4 6-4 6-4 in the IRL vs DEN round robin on hard. The result followed the form book — Kristian Pless came in leading the head-to-head 2–0. Kristian Pless extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-04-21 | New Zealand F3 | SF | hard | Kristian Pless | 6-1 6-2 |
| 1999-04-14 | New Zealand F2 | R16 | hard | Kristian Pless | 6-3 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.