| Name | Teams | Seasons | W | L | T | Win% | Pts% | Make Playoffs% | Playoff W | Playoff L | Playoff T | Playoff Win% | Best Record | Titles | Runner-up | MLB Players | MLB% |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Scott Pickler Active | Yarmouth-Dennis (1998–) | 28 | 640 | 507 | 52 | 0.534 | 0.555 | 0.714 | 56 | 37 | 0 | 0.602 | 8 | 6 | 3 | 139 | 12.4% |
| Steve Englert Active | Harwich (2003–) | 23 | 470 | 473 | 35 | 0.481 | 0.498 | 0.609 | 27 | 25 | 0 | 0.519 | 0 | 3 | 1 | 124 | 13.8% |
| Kelly Nicholson Active | Orleans (2005–) | 21 | 459 | 398 | 32 | 0.516 | 0.534 | 0.762 | 24 | 35 | 0 | 0.407 | 5 | 1 | 2 | 123 | 16.2% |
| Jamie Shevchik Active | Brewster (2015–) | 11 | 200 | 219 | 31 | 0.444 | 0.479 | 0.636 | 18 | 13 | 0 | 0.581 | 0 | 2 | 1 | 43 | 8.3% |
| Scott Landers Active | Bourne (2022–) | 5 | 100 | 78 | 16 | 0.515 | 0.557 | 0.800 | 22 | 8 | 0 | 0.733 | 1 | 3 | 1 | 3 | 1.2% |
| Ryan Smyth Active | Wareham (2023–) | 4 | 66 | 81 | 3 | 0.440 | 0.450 | 0.500 | 0 | 3 | 0 | 0.000 | 0 | 0 | 0 | 0 | 0.0% |
| Mitch Karraker Active | Hyannis (2024–) | 3 | 51 | 49 | 6 | 0.481 | 0.509 | 0.667 | 1 | 3 | 0 | 0.250 | 0 | 0 | 0 | 0 | 0.0% |
| Dennis Cook Active | Chatham (2025–) | 2 | 27 | 34 | 5 | 0.409 | 0.447 | 0.000 | 0 | 0 | 0 | — | 0 | 0 | 0 | 0 | 0.0% |
| Jack Dahm Active | Falmouth (2026–) | 1 | 10 | 14 | 2 | 0.385 | 0.423 | 0.000 | 0 | 0 | 0 | — | 0 | 0 | 0 | 0 | 0.0% |
| Rob Cooper Active | Cotuit (2026–) | 1 | 9 | 15 | 2 | 0.346 | 0.385 | 0.000 | 0 | 0 | 0 | — | 0 | 0 | 0 | 0 | 0.0% |