Armando Brunold defeated Roger Federer 7-6 6-2 in the Switzerland 2 Masters 3 round of 32 on carpet. The upset overturned the form book — Roger Federer came in leading the head-to-head 3–0. Armando Brunold claimed a first win over Roger Federer in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-10-17 | Switzerland 2 Masters 2 | R16 | carpet | Roger Federer | 6-4 7-5 |
| 1997-10-18 | Switzerland 2 Masters 4 | R32 | carpet | Roger Federer | 1-6 6-1 6-4 |
| 1997-08-23 | Switzerland 1 Masters 4 | R32 | clay | Roger Federer | 6-0 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.