Bob Borella defeated Manuel Jorquera 5-7 6-3 6-2 in the Denmark F2 round of 32 on clay. The upset overturned the form book — Manuel Jorquera came in leading the head-to-head 1–0. Bob Borella claimed a first win over Manuel Jorquera in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-15 | Italy F2 | R32 | clay | Manuel Jorquera | 6-0 6-4 |