| L2 | 3 | 4 | .500 (4-4-0) | No Pick |
| L2 | 2* | 3 | .500 (3-3-0) | No Pick |
| L2 | 2* | 2 | .500 (2-2-0) | No Pick |
| L2 | 4 | 15 | .500 (15-15-0) | No Pick |
| L2 | 5 | 31 | .500 (31-31-0) | Minnesota Twins |
| L2 | 2* | 2 | .500 (2-2-0) | No Pick |
| L2 | 3 | 9 | .474 (9-10-0) | No Pick |
| L2 | 4 | 14 | .424 (14-19-0) | No Pick |
| L2 | 2* | 2 | .400 (2-3-0) | No Pick |
| L2 | 3 | 6 | .375 (6-10-0) | No Pick |
| L2 | 1 | 1 | .333 (1-2-0) | No Pick |
| L2 | 1 | 1 | .333 (1-2-0) | No Pick |
| L2 | 1 | 1 | .333 (1-2-0) | No Pick |
| L2 | 0 | 0 | .000 (0-2-0) | No Pick |
| L2 | 0 | 0 | .000 (0-2-0) | No Pick |
| L2 | 0 | 0 | .000 (0-2-0) | No Pick |
| L3 | 12 | 41 | .745 (41-14-0) | No Pick |
| W1 | 8 | 47 | .635 (47-27-0) | No Pick |
| L3 | 8 | 77 | .626 (77-46-0) | No: Gauff doesn't win a set 6-3 |
| L3 | 6 | 13 | .619 (13-8-0) | No Pick |
| L3 | 8 | 60 | .577 (60-44-0) | No: Gauff doesn't win a set 6-3 |
| L3 | 5 | 43 | .558 (43-34-0) | Cleveland Guardians |
| L3 | 9 | 86 | .555 (86-69-0) | Yes: Gauff wins at least 1 set 6-3 |
| L3 | 5 | 91 | .526 (91-82-0) | Yes: Gauff wins at least 1 set 6-3 |
| L3 | 6 | 79 | .523 (79-72-0) | No Pick |
| L3 | 4 | 44 | .518 (44-41-0) | No: Gauff doesn't win a set 6-3 |
| L3 | 6 | 70 | .515 (70-66-0) | No Pick |
| L3 | 10 | 94 | .514 (94-89-0) | Yes: Gauff wins at least 1 set 6-3 |
| L3 | 4 | 24 | .490 (24-25-1) | No Pick |
| L3 | 4 | 16 | .485 (16-17-0) | No Pick |
| L3 | 6 | 13 | .481 (13-14-0) | No Pick |
| L3 | 2 | 6 | .462 (6-7-0) | No Pick |
| L3 | 2 | 4 | .444 (4-5-0) | No Pick |
| L3 | 1 | 1 | .250 (1-3-0) | No Pick |
| L3 | 0 | 0 | .000 (0-3-0) | No Pick |
| L3 | 0 | 0 | .000 (0-3-0) | No Pick |
| L3 | 0 | 0 | .000 (0-3-0) | No Pick |
| L3 | 0 | 0 | .000 (0-3-0) | No Pick |
| L3 | 0 | 0 | .000 (0-3-0) | No Pick |
| L3 | 0 | 0 | .000 (0-3-0) | No Pick |
| W1 | 8 | 48 | .706 (48-20-0) | No Pick |
| L4 | 15 | 48 | .686 (48-22-0) | No Pick |
| L4 | 8 | 27 | .675 (27-13-0) | No Pick |
| L4 | 10 | 64 | .674 (64-31-0) | Yes: Gauff wins at least 1 set 6-3 |
| L4 | 9 | 40 | .625 (40-24-0) | No: Gauff doesn't win a set 6-3 |
| L4 | 8 | 45 | .577 (45-33-0) | Pick Selected |
| L4 | 4* | 24 | .533 (24-21-0) | Yes: Gauff wins at least 1 set 6-3 |
| L4 | 4* | 17 | .472 (17-19-1) | No Pick |
| L5 | 7 | 32 | .667 (32-16-0) | No Pick |
| L5 | 8 | 49 | .563 (49-38-0) | No Pick |