Head to head
4
Hard
1
1
Carpet
2
Jimmy Connors's wins on the left · Brad Gilbert's on the right · bar lengths share one scale
Momentum
Running lead across all meetings, oldest to newest (walkovers excluded).
All meetings (8)
| 1993 | San Francisco | Hard | SF | Brad Gilbert | 6-1 1-4 RET |
| 1987 | Masters | Carpet | RR | Brad Gilbert | 6-4 7-6 |
| 1987 | US Open | Hard | QF | Jimmy Connors | 4-6 6-3 6-4 6-0 |
| 1987 | Orlando | Hard | SF | Jimmy Connors | 3-6 6-4 6-2 |
| 1986 | Memphis | Carpet | QF | Brad Gilbert | 3-6 6-4 6-4 |
| 1985 | Chicago | Carpet | QF | Jimmy Connors | 6-4 4-6 7-5 |
| 1985 | La Quinta | Hard | R16 | Jimmy Connors | 6-4 6-2 |
| 1984 | Boca Raton | Hard | R32 | Jimmy Connors | 6-4 6-4 |
Methodology
Head-to-head totals and surface splits exclude walkovers (no match was played), which follows ATP convention — walkover meetings still appear in the match list. The momentum chart plots the running lead across all counted meetings, oldest to newest.