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| First Round Draft Pick History |
| 1 | 4 | 4 | 2011 | Annual Draft | 2B | D.J. | LeMahieu | MLB |
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| 1 | 2 | 2 | 2010 | Annual Draft | OF | Mike | Stanton | MLB |
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| 1 | 8 | 8 | 2010 | Annual Draft | P | Aroldis | Chapman | MLB |
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| 1 | 13 | 13 | 2010 | Annual Draft | P | Jake | Arrieta | MLB |
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| 1 | 13 | 13 | 2008 | Annual Draft | 3B | Kevin | Kouzmanoff | MLB |
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| 1 | 7 | 7 | 2007 | Annual Draft | P | Carlos | Silva | MLB |
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| 1 | 9 | 9 | 2007 | Annual Draft | P | Aaron | Cook | MLB |
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| 1 | 7 | 7 | 2006 | Annual Draft | P | Jon | Lester | MLB |
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| 1 | 9 | 9 | 2004 | Annual Draft | 1B | Adam | LaRoche | MLB |
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| Complete Draft History |
| 1 | 4 | 4 | 2011 | Annual Draft | 2B | D.J. | LeMahieu | MLB |
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| 8 | 3 | 115 | 2011 | Annual Draft | P | Brandon | Gomes | MLB |
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| 9 | 4 | 132 | 2011 | Annual Draft | C | Miguel | Olivo | MLB |
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| 10 | 3 | 147 | 2011 | Annual Draft | P | Tommy | Hunter | MLB |
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| 1 | 2 | 2 | 2010 | Annual Draft | OF | Mike | Stanton | MLB |
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| 1 | 8 | 8 | 2010 | Annual Draft | P | Aroldis | Chapman | MLB |
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| 1 | 13 | 13 | 2010 | Annual Draft | P | Jake | Arrieta | MLB |
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| 2 | 2 | 18 | 2010 | Annual Draft | 3B | Danny | Valencia | MLB |
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| 2 | 16 | 32 | 2010 | Annual Draft | SS | Alex | Gonzalez | MLB |
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| 3 | 2 | 34 | 2010 | Annual Draft | P | Colby | Lewis | MLB |
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| 3 | 15 | 47 | 2010 | Annual Draft | C | Bengie | Molina | MLB |
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| 4 | 2 | 50 | 2010 | Annual Draft | P | Derek | Lowe | MLB |
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| 4 | 8 | 56 | 2010 | Annual Draft | 2B | David | Eckstein | MLB |
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| 2 | 8 | 24 | 2009 | Annual Draft | P | Brad | Bergesen | MLB |
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| 3 | 7 | 39 | 2009 | Annual Draft | P | Brad | Penny | MLB |
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| 4 | 14 | 62 | 2009 | Annual Draft | P | Clayton | Richard | MLB |
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| 5 | 7 | 71 | 2009 | Annual Draft | OF | Jonny | Gomes | MLB |
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| 6 | 14 | 94 | 2009 | Annual Draft | OF | Franklin | Gutierrez | MLB |
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| 7 | 7 | 103 | 2009 | Annual Draft | OF+ | Juan | Rivera | MLB |
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| 8 | 14 | 126 | 2009 | Annual Draft | P | Bruce | Chen | MLB |
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| 9 | 7 | 135 | 2009 | Annual Draft | P | Jeremy | Guthrie | MLB |
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| 1 | 13 | 13 | 2008 | Annual Draft | 3B | Kevin | Kouzmanoff | MLB |
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| 2 | 5 | 21 | 2008 | Annual Draft | SS+ | Mike | Aviles | MLB |
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| 2 | 8 | 24 | 2008 | Annual Draft | 1B+ | Chris | Davis | MLB |
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| 2 | 11 | 27 | 2008 | Annual Draft | C | Jason | Kendall | MLB |
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| 3 | 8 | 40 | 2008 | Annual Draft | P | Dave | Bush | MLB |
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| 3 | 13 | 45 | 2008 | Annual Draft | 2B+ | Clint | Barmes | MLB |
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| 4 | 9 | 57 | 2008 | Annual Draft | P | Scott | Lewis | MLB |
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| 5 | 13 | 77 | 2008 | Annual Draft | C | Jesus | Flores | MLB |
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| 1 | 7 | 7 | 2007 | Annual Draft | P | Carlos | Silva | MLB |
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| 1 | 9 | 9 | 2007 | Annual Draft | P | Aaron | Cook | MLB |
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| 2 | 6 | 22 | 2007 | Annual Draft | P | Hideki | Okajima | MLB |
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| 2 | 15 | 31 | 2007 | Annual Draft | 1B | Casey | Kotchman | MLB |
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| 3 | 9 | 41 | 2007 | Annual Draft | 3B | Eric | Chavez | MLB |
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| 4 | 15 | 63 | 2007 | Annual Draft | OF | Chris B. | Young | MLB |
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| 1 | 7 | 7 | 2006 | Annual Draft | P | Jon | Lester | MLB |
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| 2 | 4 | 20 | 2006 | Annual Draft | P | Anibal | Sanchez | MLB |
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| 2 | 6 | 22 | 2006 | Annual Draft | OF | Adam | Jones | MLB |
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| 2 | 11 | 27 | 2006 | Annual Draft | C | Kenji | Johjima | MLB |
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| 2 | 13 | 29 | 2006 | Annual Draft | OF | Rajai | Davis | MLB |
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| 3 | 7 | 39 | 2006 | Annual Draft | 1B | James | Loney | MLB |
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| 5 | 7 | 71 | 2006 | Annual Draft | SS | Yuniesky | Betancourt | MLB |
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| 6 | 6 | 86 | 2006 | Annual Draft | SS | Alex | Gonzalez | MLB |
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| 7 | 7 | 103 | 2006 | Annual Draft | P | Scott | Olsen | MLB |
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| 8 | 6 | 118 | 2006 | Annual Draft | P | Jim | Johnson | MLB |
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| 9 | 7 | 135 | 2006 | Annual Draft | 1B | Travis | Lee | MLB |
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| 2 | 15 | 31 | 2005 | Annual Draft | P | Tim | Wakefield | MLB |
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| 3 | 6 | 38 | 2005 | Annual Draft | C | Mike | Redmond | MLB |
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| 4 | 15 | 63 | 2005 | Annual Draft | P | Fernando | Rodney | MLB |
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| 5 | 6 | 70 | 2005 | Annual Draft | 3B+ | Jeff | Cirillo | MLB |
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| 6 | 15 | 95 | 2005 | Annual Draft | OF | Mark | Kotsay | MLB |
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| 7 | 6 | 102 | 2005 | Annual Draft | SS+ | Marco | Scutaro | MLB |
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| 1 | 9 | 9 | 2004 | Annual Draft | 1B | Adam | LaRoche | MLB |
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| 2 | 6 | 22 | 2004 | Annual Draft | P | Jose | Contreras | MLB |
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| 3 | 9 | 41 | 2004 | Annual Draft | 3B | Eric | Hinske | MLB |
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| 4 | 6 | 54 | 2004 | Annual Draft | P | Ted | Lilly | MLB |
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| 5 | 9 | 73 | 2004 | Annual Draft | OF | So | Taguchi | MLB |
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| 6 | 6 | 86 | 2004 | Annual Draft | SS+ | B.J. | Upton | MLB |
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| 7 | 9 | 105 | 2004 | Annual Draft | P | Heath | Bell | MLB |
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| 8 | 6 | 118 | 2004 | Annual Draft | P | Travis | Harper | MLB |
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| 9 | 9 | 137 | 2004 | Annual Draft | P | Lance | Carter | MLB |
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| 10 | 6 | 150 | 2004 | Annual Draft | C | Todd | Greene | MLB |
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