| Trans Num | Date | Details |
| 2023.29 | 2023-08-07 | New York Mets trade Colin Holderman to the Pittsburgh Pirates for Andrew Chafin. |
| 2022.19 | 2022-05-11 | Pittsburgh Pirates trade Jose Alvarado, Jharel Cotton, Domingo German, Chad Kuhl, Luis Oviedo, and PIT 2023 #3 to the Detroit Tigers for Tyler Alexander, Andrew Chafin, Kyle Funkhouser, Dustin Garneau, and Jake Rogers. |