Transactions 2009 Through Monday, June 29th
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Trades:
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| Team Name | Replaced | Picked Up |
| Priory of Yawkey Way | Released - Khalil Greene | Orlando Cabrera |
| BALCO Bombers | Released - Marcus Thames | Magglio Ordonez |
| Winged Buffalo | Released - Gerald Laird | Miguel Olivo |
| Reversal of Fortune | Released - Lyle Overbay | Garett Atkins |
| A.C.L. | Released - Sean Rodriguez | Pat Burrell |
| Sultans of Swat | DL - Adrian Beltre | Joe Crede |
| The Bigg Doggs | DL - Matt Lindstrom | Rafael Soriano |
| BALCO Bombers | Released - Kosuke Fukudome | Gary Sheffield |
| BALCO Bombers | Released - Carlos Gomez | Denard Span |
| Priory of Yawkey Way | Released - Joe Blanton | Activated - Scott Kazmir |
| The Bigg Doggs | Released - Pedro Feliz | Activated - Joey Votto |
| Iron Men | Released - Casey McGehee | Activated - Yunel Escobar |
| A.C.L. | Released - Trevor Cahill | Activated - Chad Qualls |
| A.C.L. | Released - James McDonald | Activated - Jose Contreras |
| Sultans of Swat | Released - Andy Pettitte | Activated - Roy Halladay |
| Sultans of Swat | Released - Bronson Arroyo | No Open Spot |
| Camel Jockeys | Released - Brandon Morrow | Activated - Ricky Romero |
| Camel Jockeys | Released - Milton Bradley | Activated - Chris Young (AZ) |
| Winged Buffalo | Released - Jarrod Washburn | Activated - Joe Saunders |
| Winged Buffalo | Released - Jose Guillen | Activated - Grady Sizemore |
| I Like Big Bunts | Released - Elijah Dukes | No Open Spot |
| I Like Big Bunts | Released - Brian Tallet | Activated - Paul Maholm |
| I Like Big Bunts | Released - Justin Masterson | Aaron Cook |
| Non - Smokers | Released - Brian Bannister | Activated - Brad Lidge |
| Non - Smokers | Released - Marlon Byrd | Juan Pierre |
| Non - Smokers | Released - Jack Cust | David Murphy |
| Camel Jockeys | Released - Jerry Hairston | Kaz Matsui |
| The Bigg Doggs | Released - Casey Kotchman | No Open Spot |
| Sultans of Swat | Released - Nick Swisher | No Open Spot |
| Reserve Moves | ||
| Reversal of Fortune | Reserved - Jeremy Hermida | Nate Schierholtz |
| Iron Men | Reserved - Dexter Fowler | Brett Gardner |
| A.C.L. | Reserved - Jonathan Sanchez | Chad Gaudin |