Transactions 2009 Through Monday, June 22nd
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Trades:
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| Team Name | Replaced | Picked Up |
| Priory of Yawkey Way | Released - Dave Bush | Vin Mazzaro |
| Winged Buffalo | Released - Juan Pierre | Juan Rivera |
| Camel Jockeys | Released - Garrett Atkins | Travis Hafner |
| BALCO Bombers | DL - Raul Ibanez | Marcus Thames |
| A.C.L. | Released - Jorge De La Rosa | Scott Richmond |
| WWEDD? | DL - Scott Downs | B.J. Ryan |
| Sultans of Swat | Released - LaTroy Hawkins | Andy Pettitte |
| Priory of Yawkey Way | Released - Ryan Madson | Hiroki Kuroda |
| BALCO Bombers | Released - C.J. Wilson | Jason Frasor |
| A.C.L. | Released - Magglio Ordonez | Sean Rodriguez |
| Priory of Yawkey Way | DL - Erik Bedard | Joe Blanton |
| Priory of Yawkey Way | Released - Emanuel Burriss | Khalil Greene |
| Priory of Yawkey Way | Released - Gary Sheffield | Activated - Michael Cuddyer |
| BALCO Bombers | Released - Pat Burrell | No Open Spot |
| I Like Big Bunts | Released - Kiko Calero | Activated - Frank Francisco |
| Iron Men | Released - Gerardo Parra | Activated - Jermaine Dye |
| Iron Men | Released - Chris Snyder | Scott Rolen |
| Camel Jockeys | Released - Edgar Renteria | Jerry Hairston |
| Reversal of Fortune | Released - Miguel Olivo | Activated - Yadier Molina |
| A.C.L. | Released - Rafael Soriano | No Open Spot |
| Winged Buffalo | DL - Daisuke Matsusaka | Jarrod Washburn |
| Winged Buffalo | DL - Carlos Beltran | Jose Guillen |
| Reserve Moves | ||
| Camel Jockeys | Reserved - Chris B. Young (3rd time) | Milton Bradley |
| A.C.L. | Reserved - Jose Contreras | James McDonald |
| WWEDD? | Reserved - Josh Outman | Rich Hill |
| Sultans of Swat | Reserved - Bronson Arroyo | Kevin Correia |
| I Like Big Bunts | Reserved - Paul Maholm | Justin Masterson |
| Sultans of Swat | Reserved - Nick Swisher | Aaron Rowand |
| I Like Big Bunts | Reserved - Elijah Dukes | Cristian Guzman |
| Iron Men | Reserved - Yunel Escobar (3rd time) | Casey McGehee |
| Camel Jockeys | Reserved - Ricky Romero | Brandon Morrow |
| A.C.L. | Reserved - Chad Qualls | Trevor Cahill |
| Winged Buffalo | Reserved - Joe Saunders | Activated - John Smoltz |