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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Index | Leaders |
| Manager | Years | From-To | G | W | L | WPct | Best Finish | Worst Finish | Playoff App | Championships |
|---|---|---|---|---|---|---|---|---|---|---|
| Brandon Bettencourt | 1 | 2022-2022 | 162 | 78 | 84 | .481 | 3rd | 3rd | 0 | 0 |
| Mike Bettencourt | 6 | 2019-2024 | 812 | 388 | 424 | .478 | 1st | 4th | 2 | 0 |
| Bruce Bochy | 2 | 2019-2019 | 81 | 28 | 53 | .346 | 5th | 5th | 0 | 0 |
| Aaron Boone | 2 | 2023-2023 | 127 | 54 | 73 | .425 | 3rd | 3rd | 0 | 0 |
| Miguel Centena | 4 | 2021-2022 | 188 | 70 | 118 | .372 | 4th | 5th | 0 | 0 |
| Alex Clark | 1 | 2023-2023 | 162 | 55 | 107 | .340 | 3rd | 3rd | 0 | 0 |
| Ed Correia | 1 | 2019-2019 | 162 | 64 | 98 | .395 | 6th | 6th | 0 | 0 |
| Art Costa | 6 | 2019-2024 | 810 | 398 | 412 | .491 | 1st | 5th | 3 | 0 |
| Steve Curry | 1 | 2021-2021 | 162 | 78 | 84 | .481 | 3rd | 3rd | 0 | 0 |
| Tim Daluz | 6 | 2019-2024 | 812 | 468 | 344 | .576 | 1st | 3rd | 5 | 1 |
| Guy Desrosiers | 1 | 2020-2020 | 162 | 51 | 111 | .315 | 5th | 5th | 0 | 0 |
| Griffin Dillsworth | 2 | 2021-2021 | 162 | 79 | 83 | .488 | 2nd | 2nd | 0 | 0 |
| Chub Feeney | 1 | 2020-2020 | 164 | 69 | 95 | .421 | 4th | 5th | 0 | 0 |
| Bob Ferreira | 6 | 2019-2024 | 810 | 471 | 339 | .581 | 1st | 3rd | 5 | 1 |
| Christian Finley | 3 | 2019-2021 | 324 | 175 | 149 | .540 | 2nd | 4th | 1 | 0 |
| Terry Francona | 2 | 2019-2020 | 250 | 125 | 125 | .500 | 2nd | 3rd | 1 | 0 |
| Boog Furtado | 6 | 2019-2024 | 810 | 414 | 396 | .511 | 1st | 5th | 2 | 0 |
| Jim Furtado | 3 | 2022-2024 | 324 | 202 | 122 | .623 | 1st | 2nd | 2 | 1 |
| Danny Garrett | 1 | 2023-2023 | 162 | 66 | 96 | .407 | 4th | 4th | 0 | 0 |
| Mike Glenn | 2 | 2023-2023 | 162 | 73 | 89 | .451 | 2nd | 2nd | 0 | 0 |
| Glen Golden | 6 | 2019-2024 | 810 | 418 | 392 | .516 | 1st | 5th | 3 | 0 |
| Ed Greene | 6 | 2019-2024 | 810 | 439 | 371 | .542 | 1st | 4th | 3 | 0 |
| Chip Hale | 3 | 2020-2021 | 186 | 94 | 92 | .505 | 3rd | 4th | 1 | 0 |
| A.J. Hinch | 1 | 2022-2022 | 1 | 1 | 0 | 1.000 | 1st | 1st | 0 | 0 |
| Joel Hinds | 5 | 2020-2024 | 646 | 297 | 349 | .460 | 2nd | 5th | 1 | 0 |
| Geoff Jones | 2 | 2022-2023 | 0 | 0 | 0 | .000 | 1st | 3rd | 0 | 0 |
| Roger Lambert | 6 | 2019-2024 | 810 | 373 | 437 | .460 | 4th | 5th | 3 | 0 |
| Jeff LeRoux | 6 | 2019-2024 | 810 | 463 | 347 | .572 | 1st | 3rd | 4 | 0 |
| Don Lookingbill | 1 | 2022-2022 | 0 | 0 | 0 | .000 | 5th | 5th | 0 | 0 |
| Joe Maddon | 1 | 2019-2019 | 162 | 57 | 105 | .352 | 6th | 6th | 0 | 0 |
| Paul Martinho | 1 | 2019-2019 | 162 | 85 | 77 | .525 | 2nd | 2nd | 0 | 0 |
| Don Mattingly | 4 | 2019-2022 | 649 | 331 | 318 | .510 | 1st | 3rd | 1 | 0 |
| Pat McGee | 1 | 2023-2023 | 162 | 76 | 86 | .469 | 3rd | 3rd | 0 | 0 |
| Kris Motta | 1 | 2022-2022 | 162 | 49 | 113 | .302 | 5th | 5th | 0 | 0 |
| Nick Motta | 1 | 2022-2022 | 162 | 82 | 80 | .506 | 3rd | 3rd | 0 | 0 |
| Nicolas Park | 3 | 2022-2024 | 298 | 108 | 190 | .362 | 4th | 4th | 0 | 0 |
| Barry Petrin | 5 | 2020-2024 | 647 | 271 | 376 | .419 | 2nd | 5th | 0 | 0 |
| Arthur Ponder | 1 | 2023-2023 | 162 | 54 | 108 | .333 | 4th | 4th | 0 | 0 |
| Bryan Rekar | 1 | 2023-2023 | 162 | 85 | 77 | .525 | 2nd | 2nd | 0 | 0 |
| Johnny Rocha | 6 | 2019-2024 | 810 | 493 | 317 | .609 | 1st | 3rd | 5 | 0 |
| Cory Santerre | 6 | 2019-2024 | 809 | 410 | 399 | .507 | 3rd | 6th | 4 | 0 |
| Gary Santerre | 1 | 2019-2019 | 162 | 76 | 86 | .469 | 5th | 5th | 0 | 0 |
| Francisco Santiesteban | 1 | 2022-2022 | 162 | 54 | 108 | .333 | 5th | 5th | 0 | 0 |
| Kenny Sebastiao | 3 | 2019-2021 | 162 | 75 | 87 | .463 | 1st | 5th | 0 | 0 |
| Barry Sullivan | 3 | 2019-2021 | 487 | 215 | 272 | .441 | 3rd | 6th | 0 | 0 |
| Neil Thomas | 1 | 2022-2022 | 0 | 0 | 0 | .000 | 3rd | 3rd | 0 | 0 |
| Malcolm Thornton | 2 | 2023-2024 | 162 | 70 | 92 | .432 | 2nd | 3rd | 0 | 0 |
| Corey Torres | 2 | 2023-2024 | 162 | 63 | 99 | .389 | 4th | 4th | 0 | 0 |
| Alan Trammell | 2 | 2022-2022 | 8 | 4 | 4 | .500 | 3rd | 3rd | 0 | 0 |
| Shaun Young | 2 | 2022-2023 | 35 | 12 | 23 | .343 | 3rd | 4th | 0 | 0 |
