| Year | Team | W | L | T | PO | Points | Result |
|---|---|---|---|---|---|---|---|
| 1996 |  Warlords |
4 | 10 | 0 | — | 696.00 | |
| 1997 |  Assassins |
8 | 6 | 0 | 0-1 | 790.00 | |
| 1998 |  Visitors |
9 | 5 | 0 | 1-1 | 892.00 | |
| 1999 | Assassins |
10 | 4 | 0 | 0-1 | 815.00 | |
| 2000 |  El Conquistadors |
9 | 5 | 0 | 0-1 | 873.00 | |
| 2001 | El Conquistadors |
8 | 6 | 0 | 1-1 | 968.00 | |
| 2004 | Assassins |
6 | 8 | 0 | — | 923.00 | |
| 2005 | Assassins |
6 | 7 | 0 | — | 1,125.00 | |
| 2009 |  Beach Bums |
7 | 7 | 0 | — | 1,310.00 | |
| 2010 | Assassins |
48 | 60 | 2 | 0-1 | 833.00 | |
| 2012 |  Rum Runners |
3 | 8 | 1 | — | 1,070.28 | |
| 2013 | Rum Runners |
5 | 7 | 0 | — | 1,118.78 | |
| 2014 | Rum Runners |
8 | 3 | 0 | 0-1 | 1,637.16 | |
| 2015 | Rum Runners |
4 | 9 | 0 | — | 1,227.92 | |
| 2016 | Rum Runners |
8 | 5 | 0 | 1-1 | 1,678.98 | |
| 2017 | Rum Runners |
8 | 5 | 0 | — | 1,665.22 | |
| 2018 | Rum Runners |
5 | 6 | 0 | — | 1,513.60 | |
| 2019 | Rum Runners |
8 | 5 | 0 | — | 1,751.24 | |
| 2020* (best season) | Rum Runners |
10 | 1 | 0 | 0-1 | 1,700.44 | |
| 2022 | Rum Runners |
7 | 5 | 0 | 1-1 | 2,085.10 | |
| 2023 | Rum Runners |
5 | 6 | 0 | — | 1,572.90 | |
| 2024 | Rum Runners |
6 | 5 | 0 | 1-1 | 1,785.12 | |
| 2025 | Rum Runners |
3 | 11 | 0 | — | 1,530.54 | |
| 2026 | Rum Runners |
4 | 2 | 0 | — | 905.72 |
| Year | Team | W | L | T | PO | Points | Result |
|---|---|---|---|---|---|---|---|
| 2020* (best season) |  Rusty J |
6 | 5 | 0 | — | 182.00 |
