| Date | Transaction | |||
| 10/31/08 | Activated RHP Bartolo Colon from the restricted list. Exercised 2009 contract option on RHP Tim Wakefield. Cs David Ross, Jason Varitek, INF Alex Cora elected free agency. | |||
| 10/28/08 | Claimed RHP Virgil Vasquez off waivers from the Tigers. | |||
| 10/23/08 | Sent SS Gil Velazquez outright to Triple-A Pawtucket. | |||
| 10/22/08 | Sent RHP Chris Smith outright to Triple-A Pawtucket. He refused the assignment and is a free agent. | |||
| 10/17/08 | Claimed RHP Dewon Day off waivers from the Chicago White Sox. Designated RHP Chris Smith for assignment. | |||