Christian Hill defeated Jorge Haro 7-5 3-6 6-3 in the Mexico 1 Masters 1 round of 16 on hard. The upset overturned the form book — Jorge Haro came in leading the head-to-head 1–0, but Christian Hill had been the form player, winning 4 of their last 10 on hard. Christian Hill claimed a first win over Jorge Haro in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-24 | Mexico 1 Masters 2 | R16 | hard | Jorge Haro | 4-6 7-5 3-0 |