| Description | Player/Tournament |
| He made the final at Wimbledon from 1988-90, winning the middle one? | |
| ... who won his first Grand Slam title when he beat? | |
| ... whose only other Grand Slam final was a 1984 loss to? | |
| ... who briefly coached this former #1 for a time in the early 2000s? | |
| ... who played under this nation's flag for the Davis Cup? | |
| ... who, before Safin, produced their last #1 ranked ATP player in? | |
| ... who defeated this man at the 1996 French Open final? | |
| ... who lost in the 1994 US Open to? | |
| ... who first played Sampras in a Grand Slam final during this event? | |
| ... which, on the WTA tour, was won by which lady? | |
| ... who played under this nation's flag? | |
| ... whose last Grand Slam finalist was? | |
| ... who was the last Argentine to win a Grand Slam since? | |
| ... who defeated this man at that event? | |
| ... and they played in the final at the 2004? | |
| ... whose last 3-time champion before Rafa Nadal was? | |