| Trans Num | Date | Details |
| 2025.31 | 2025-02-18 | Upper West Phillies trade Brandon Woodruff to the Indy Colts for Vaughn Grissom and IND 2026 #2. |
| 2025.26 | 2025-02-17 | Upper West Phillies trade UW 2026 #7 to the Bradenton Pirates for Brandon Woodruff. |
| 2024.43 | 2024-02-18 | Virginville Marauders trade Brandon Woodruff to the Bradenton Pirates for Shane Bieber and BRA 2025 #3. |
| 2023.58 | 2023-07-12 | Virginville Marauders trade Quinn Priester (prospect) and VIR 2024 #2 to the Baltimore Bluefish for Brandon Woodruff. |