| Date Added | Ladder | Winner | Result | Loser | Result |
|---|---|---|---|---|---|
| July 27, 2025 | 2025 Round 2 - Division: 1 | Roy M. | 9 | Ian W. | 0 |
| Nov. 17, 2024 | 2024 Round 3 - Division: 1 | Roy M. | 9 | Ian W. | 5 |
| May 29, 2023 | 2023 Round 2 - Division: 1 | Ian W. | 9 | Roy M. | 7 |
| Aug. 21, 2022 | 2022 Round 2 - Division: 1 | Roy M. | 9 | Ian W. | 6 |
| Feb. 13, 2022 | 2022 Round 1 - Division: 1 | Roy M. | 9 | Ian W. | 2 |
| Dec. 19, 2021 | 2021 Round 3 - Division: 1 | Roy M. | 9 | Ian W. | 6 |
| Aug. 15, 2021 | 2021 Round 2 - Division: 1 | Roy M. | 9 | Ian W. | 6 |
| April 8, 2019 | 2019 Round 1 - Division: 1 | Roy M. | 9 | Ian W. | 4 |
| Aug. 22, 2018 | 2018 Round 2 - Division: 1 | Roy M. | 9 | Ian W. | 8 |
| April 16, 2018 | 2018 Round 1 - Division: 1 | Roy M. | 9 | Ian W. | 5 |
| Dec. 20, 2017 | 2017 Round 3 - Division: 1 | Roy M. | 9 | Ian W. | 5 |
| Feb. 27, 2017 | 2017 Round 1 - Division: 1 | Roy M. | 9 | Ian W. | 4 |
| Nov. 14, 2016 | 2016 Round 3 - Division: 1 | Roy M. | 9 | Ian W. | 5 |