Transactions 2008 Through Monday, June 2nd
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Trades: Priory of Yawkey Way traded B.J. Upton and Brian Fuentes to The Bigg Doggs for Roy Oswalt and Jhonny Peralta.
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| Team Name | Replaced | Picked Up |
| The Bigg Doggs | DL - Daisuke Matsusaka | Salomon Torres |
| Priory of Yawkey Way | DL - Travis Hafner | Alexi Casilla |
| A.C.L. | Released - Darrell Rasner | Aaron Laffey |
| I Like Big Bunts | Released - Kason Gabbard | Tim Redding |
| What Would Elijah Dukes Do ? | DL - Fausto Carmona | Jeremy Guthrie |
| Springfield Isotopes | Released - Willy Taveras | No Open Spot |
| Reversal of Fortune | Released - Ben Francisco | Melky Cabrera |
| The Bigg Doggs | Released - Aaron Cook | Jonathan Sanchez |
| Priory of Yawkey Way | DL - Gary Sheffield | Cody Ross |
| A.C.L. | Released - Paul Bako | Rod Barajas |
| What Would Elijah Dukes Do ? | DL - Rafael Furcal | Adam LaRoche |
| Reversal of Fortune | Released - Brian Burres | Bronson Arroyo |
| The Bigg Doggs | Released - Richie Sexson | Activated - Troy Glaus |
| The Bigg Doggs | Minors - Billy Butler | Promoted - Jay Bruce |
| Non - Smokers | DL - Troy Percival | Activated - Brett Myers |
| Non - Smokers | DL - Eric Byrnes | Fred Lewis |
| BALCO Bombers | DL - Frank Thomas | Jason Bartlett |
| Camel Jockeys | Released - Skip Schumaker | Jerry Hairston Jr. |
| A.C.L. | Released - Freddy Sanchez | Bobby Crosby |
| A.C.L. | DL - David Ortiz | Scott Rolen |
| Reversal of Fortune | Released - Gerald Laird | No Open Spot |
| Sultans of Swat | Released - Gil Meche | Activated - Joba Chamberlain |
| Sultans of Swat | Released - Brad Penny | No Open Spot |
| Reserve Moves | ||
| I Like Big Bunts | Reserved - Ronny Paulino | Jason Kendall |
| Sultans of Swat | Reserved - Paul Konerko | Aubrey Huff |
| Springfield Isotopes | Reserved - Brian Wilson | Kevin Slowey |
| A.C.L. | Reserved - Jair Jurrjens | Jorge Campillo |
| Winged Buffalo | Reserved - Connor Jackson | Lyle Overbay |
| Camel Jockeys | Reserved - Placido Polanco | Activated - Howie Kendrick |
| Camel Jockeys | Reserved - Ryan Zimmerman | Blake DeWitt |