Brad Gilbert Singles 40 (20–20) Singles 40 (20–20)

| Outcome | Date_ | Championship | Surface | Opponent_in_the_final | Score_in_the_final |
|---|---|---|---|---|---|
| Runner-up | 1992 | Scottsdale , U.S. | Hard | Stefano Pescosolido | 0–6, 6–1, 4–6 |
| Runner-up | 1993 | San Francisco , U.S. | Hard (i) | Andre Agassi | 2–6, 7–6 (7–4) , 2–6 |
| Runner-up | 1993 | Tokyo Outdoor , Japan | Hard | Pete Sampras | 2–6, 2–6, 2–6 |
| Runner-up | 1994 | Memphis , U.S. | Hard (i) | Todd Martin | 4–6, 5–7 |