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| Jason O'Leary Career Regular Season | Career Post Season Career Batting | Career Pitching | Career Fielding |
By League |
| Season | Team | G | W | L | T | S | IP | H | R | ER | BB | SO | HR | ERA | HB | WP | BK | SOIP | WHIP |
| 2020 Boston MSBL 28+ | N. Andover Thunder | 6 | 0 | 2 | 0 | 0 | 6.1 | 17 | 11 | 8 | 2 | 6 | 0 | 8.84 | 1 | 0 | 0 | .947 | 3.000 |
| 2021 Boston MSBL 28+ | N. Andover Thunder | 7 | 0 | 4 | 0 | 0 | 19.2 | 24 | 17 | 13 | 8 | 15 | 0 | 4.63 | 2 | 0 | 0 | .763 | 1.627 |
| 2022 Boston Baseball 28+ | N. Andover Thunder | 10 | 1 | 3 | 0 | 0 | 38 | 70 | 52 | 37 | 10 | 15 | 1 | 6.82 | 3 | 3 | 1 | .395 | 2.105 |
| 2023 Boston Baseball 28+ | N. Andover Thunder | 15 | 5 | 3 | 0 | 0 | 59.2 | 80 | 46 | 43 | 16 | 33 | 0 | 5.04 | 6 | 0 | 0 | .553 | 1.609 |
| 2024 Boston Baseball 28+ | N. Andover Thunder | 4 | 1 | 2 | 0 | 0 | 20 | 24 | 22 | 20 | 7 | 10 | 1 | 7.00 | 1 | 0 | 0 | .500 | 1.550 |
| Totals | 42 | 7 | 14 | 0 | 0 | 143.2 | 215 | 148 | 121 | 43 | 79 | 2 | 5.90 | 13 | 3 | 1 | .550 | 1.796 |
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