| Trans Num | Date | Details |
| 2007.40 | 2021-11-07 | Oak Park Canadians trade Randy Wolf, Michael Wuertz, and COR 2008 #2 to the Erie Express for Brad Penny, Tyler Walker, and OAK 2008 #4. |
| 2005.48 | 2021-01-28 | Ypsilanti PF Flyers trade Brad Penny to the Erie Express for Jim Edmonds. |
| 2003.1 | 2020-01-06 | Detroit sends Brad Penny, Oliver Perez, and Carlos Guillen to Ypsilanti for Luis Gonzalez and Roy Oswalt. |