Transactions 2009 Through Monday, June 1st
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Trades: A.C.L. traded Travis Hafner to the Camel Jockeys for Jonathan Sanchez.
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| Team Name | Replaced | Picked Up |
| Priory of Yawkey Way | Released - Rich Hill | Phil Hughes |
| Winged Buffalo | DL - Grady Sizemore | Luke Scott |
| BALCO Bombers | DL - Jason Bartlett | Jerry Hairston |
| A.C.L. | Released - Rafael Soriano | David Hernandez |
| WWEDD? | DL - Kenji Johjima | Carlos Ruiz |
| The Bigg Doggs | Released - Kevin Millwood | Randy Wells |
| Iron Men | Released - Ryan Madson | Aaron Bailey |
| Priory of Yawkey Way | Released - Orlando Cabrera | Emmanuel Burriss |
| Winged Buffalo | Released - Jorge De La Rosa | Jarrod Washburn |
| A.C.L. | Released - Kevin Kouzmanoff | Nolan Reimold |
| WWEDD? | Released - Fred Lewis | Scott Podsednik |
| The Bigg Doggs | DL - Joey Votto | Casey Kotchman |
| WWEDD? | Released - C.J. Wilson | Josh Outman |
| Priory of Yawkey Way | Released - John Buck | Activated - Jorge Posada |
| BALCO Bombers | Released - Dan Wheeler | Activated - Tom Wellemeyer |
| Iron Men | Released - Skip Schumaker | Activated - Yunel Escobar |
| Iron Men | Released - Melvin Mora | Promoted - Matt Wieters |
| Camel Jockeys | Released - Dontrelle Willis | Activated - Carlos Zambrano |
| Camel Jockeys | Released - Delmon Young | Activated - Chris Young (AZ) |
| Camel Jockeys | DL - Jose Reyes | No Open Spot |
| Camel Jockeys | Open Spot | Activated - Edinson Volquez |
| A.C.L. | Released - Doug Davis | No Open Spot |
| Reversal of Fortune | Released - Mike Jacobs | Josh Fields |
| Winged Buffalo | Released - Colby Rasmus | No Open Spot |
| Winged Buffalo | Released - Chien-Ming Wang | No Open Spot |
| Non - Smokers | Released - Scott Rolen | Activated - Pablo Sandoval |
| Non - Smokers | DL - Carlos Quentin | Milton Bradley |
| Non - Smokers | DL - Brett Myers | Brad Penny |
| The Bigg Doggs | Released - Dexter Fowler | Activated - Nyjer Morgan |
| Sultans of Swat | DL - Matt Harrison | Bronson Arroyo |
| Reserve Moves | ||
| BALCO Bombers | Reserved - Armando Galarraga | Randy Choate |
| Camel Jockeys | Reserved - Josh Hamilton | Scott Hairston |
| Winged Buffalo | Reserved - Coco Crisp | Ben Francisco |
| A.C.L. | Reserved - Jason Kubel | Gary Sheffield |
| Reversal of Fortune | Reserved - Eric Byrnes | Activated - Vladimir Guerrero |
| Winged Buffalo | Reserved - David Ortiz | Activated - Rick Ankiel |