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| First Round Draft Pick History |
| 1 | 22 | 22 | 2021 | Annual Draft | P | Tejay | Antone |
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| 1 | 17 | 17 | 2020 | Annual Draft | OF | Sam | Hilliard |
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| 1 | 22 | 22 | 2019 | Annual Draft | SS | Garrett | Hampson |
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| 1 | 22 | 22 | 2018 | Annual Draft | RP | Mike | Minor |
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| 1 | 12 | 12 | 2017 | Annual Draft | 2B | Ryan | Schimpf |
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| 1 | 5 | 5 | 2016 | Annual Draft | RP | Michael | Feliz |
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| 1 | 4 | 4 | 2015 | Annual Draft | OF | Steven | Souza |
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| 1 | 10 | 10 | 2014 | Annual Draft | C | Josmil | Pinto |
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| 1 | 13 | 13 | 2014 | Annual Draft | SP | Brett | Oberholtzer |
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| 1 | 11 | 11 | 2013 | Annual Draft | OF | Adam | Eaton |
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| 1 | 11 | 11 | 2012 | Annual Draft | 1B | Jesus | Guzman |
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| 1 | 8 | 8 | 2011 | Annual Draft | 1B | Mitch | Moreland |
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| 1 | 14 | 14 | 2009 | Inaugural Draft | OF | Ryan | Braun |
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| Complete Draft History |
| 1 | 22 | 22 | 2021 | Annual Draft | P | Tejay | Antone |
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| 2 | 22 | 46 | 2021 | Annual Draft | 2B+ | Zach | McKinstry |
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| 3 | 22 | 70 | 2021 | Annual Draft | OF | Franchy | Cordero |
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| 4 | 22 | 94 | 2021 | Annual Draft | P | Enoli | Paredes |
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| 5 | 22 | 118 | 2021 | Annual Draft | P | Huascar | Ynoa |
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| 6 | 22 | 142 | 2021 | Annual Draft | P | Joely | Rodriguez |
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| 7 | 22 | 166 | 2021 | Annual Draft | P | Corey | Knebel |
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| 8 | 22 | 190 | 2021 | Annual Draft | P | Demarcus | Evans |
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| 9 | 22 | 214 | 2021 | Annual Draft | OF | Yadiel | Hernández |
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| 10 | 22 | 238 | 2021 | Annual Draft | P | Edwar | Colina |
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| 1 | 17 | 17 | 2020 | Annual Draft | OF | Sam | Hilliard |
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| 2 | 17 | 45 | 2020 | Annual Draft | P | Ryan | Helsley |
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| 3 | 17 | 73 | 2020 | Annual Draft | SS | Jon | Berti |
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| 6 | 12 | 152 | 2020 | Annual Draft | C | Austin | Allen |
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| 6 | 17 | 137 | 2020 | Annual Draft | P | Mark | Melancon |
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| 7 | 17 | 185 | 2020 | Annual Draft | P | Sam | Coonrod |
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| 8 | 17 | 213 | 2020 | Annual Draft | 1B | Jared | Walsh |
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| 9 | 10 | 234 | 2020 | Annual Draft | SS | Richie | Martin |
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| 9 | 17 | 209 | 2020 | Annual Draft | P | Cy | Sneed |
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| 10 | 17 | 269 | 2020 | Annual Draft | P | Jacob | Diekman |
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| 1 | 22 | 22 | 2019 | Annual Draft | SS | Garrett | Hampson |
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| 2 | 22 | 50 | 2019 | Annual Draft | RP | Ryan | Brasier |
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| 3 | 17 | 73 | 2019 | Annual Draft | RP | Ty | Buttrey |
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| 3 | 22 | 70 | 2019 | Annual Draft | RP | Jordan | Lyles |
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| 4 | 22 | 106 | 2019 | Annual Draft | RP | Trevor | May |
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| 5 | 9 | 121 | 2019 | Annual Draft | RP | Dennis | Santana |
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| 5 | 21 | 133 | 2019 | Annual Draft | C | Eric | Haase |
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| 5 | 22 | 118 | 2019 | Annual Draft | SP | Enyel | De Los Santos |
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| 7 | 22 | 190 | 2019 | Annual Draft | C | Carlos | Perez |
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| 8 | 22 | 218 | 2019 | Annual Draft | SP | Thomas | Pannone |
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| 9 | 22 | 246 | 2019 | Annual Draft | SP | Ranger | Suarez |
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| 9 | 24 | 248 | 2019 | Annual Draft | OF | Ryan | Cordell |
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| 10 | 22 | 274 | 2019 | Annual Draft | RP | Austin | Brice |
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| 1 | 22 | 22 | 2018 | Annual Draft | RP | Mike | Minor |
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| 2 | 22 | 46 | 2018 | Annual Draft | RP | John | Brebbia |
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| 3 | 20 | 68 | 2018 | Annual Draft | 3B | J.D. | Davis |
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| 3 | 22 | 70 | 2018 | Annual Draft | 1B | Christian | Walker |
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| 3 | 23 | 71 | 2018 | Annual Draft | OF | Greg | Allen |
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| 4 | 7 | 79 | 2018 | Annual Draft | RP | Daniel | Stumpf |
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| 4 | 22 | 94 | 2018 | Annual Draft | 2B | Tyler | Wade |
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| 5 | 22 | 118 | 2018 | Annual Draft | OF | Anthony | Santander |
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| 6 | 22 | 142 | 2018 | Annual Draft | RP | Victor | Arano |
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| 6 | 23 | 143 | 2018 | Annual Draft | RP | Dillon | Maples |
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| 7 | 22 | 166 | 2018 | Annual Draft | SP | Miguel | Diaz |
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| 8 | 2 | 170 | 2018 | Annual Draft | SP | Chris | Flexen |
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| 8 | 22 | 190 | 2018 | Annual Draft | SP | Dietrich | Enns |
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| 9 | 22 | 214 | 2018 | Annual Draft | RP | Phil | Maton |
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| 10 | 22 | 238 | 2018 | Annual Draft | C | Mike | Ohlman |
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| 1 | 12 | 12 | 2017 | Annual Draft | 2B | Ryan | Schimpf |
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| 2 | 12 | 40 | 2017 | Annual Draft | RP | Brandon | Kintzler |
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| 3 | 12 | 68 | 2017 | Annual Draft | 3B | JaCoby | Jones |
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| 3 | 18 | 74 | 2017 | Annual Draft | RP | Dustin | McGowan |
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| 4 | 12 | 96 | 2017 | Annual Draft | 2B | T.J. | Rivera |
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| 5 | 12 | 124 | 2017 | Annual Draft | RP | Steven | Okert |
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| 5 | 13 | 125 | 2017 | Annual Draft | SP | Albert | Suarez |
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| 5 | 19 | 131 | 2017 | Annual Draft | RP | Adalberto | Mejia |
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| 5 | 21 | 133 | 2017 | Annual Draft | RP | Adam | Plutko |
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| 6 | 11 | 151 | 2017 | Annual Draft | C | Francisco | Pena |
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| 6 | 12 | 132 | 2017 | Annual Draft | RP | James | Hoyt |
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| 7 | 12 | 180 | 2017 | Annual Draft | RP | Jandel | Gustave |
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| 8 | 12 | 208 | 2017 | Annual Draft | OF | Tony | Kemp |
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| 8 | 20 | 216 | 2017 | Annual Draft | SS | Erik | Gonzalez |
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| 9 | 12 | 236 | 2017 | Annual Draft | SP | Raul | Alcantara |
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| 10 | 12 | 264 | 2017 | Annual Draft | 2B | Max | Moroff |
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| 1 | 5 | 5 | 2016 | Annual Draft | RP | Michael | Feliz |
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| 2 | 6 | 34 | 2016 | Annual Draft | SP | Adam | Conley |
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| 4 | 6 | 90 | 2016 | Annual Draft | C | Austin | Barnes |
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| 4 | 22 | 106 | 2016 | Annual Draft | 3B | Tyler | Saladino |
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| 5 | 5 | 101 | 2016 | Annual Draft | SP | Zack | Godley |
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| 5 | 9 | 121 | 2016 | Annual Draft | RP | Adrian | Houser |
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| 6 | 6 | 146 | 2016 | Annual Draft | RP | Silvino | Bracho |
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| 7 | 5 | 173 | 2016 | Annual Draft | RP | Daniel | Winkler |
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| 8 | 20 | 216 | 2016 | Annual Draft | OF | Michael | Reed |
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| 9 | 5 | 229 | 2016 | Annual Draft | RP | Ryan | Tepera |
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| 1 | 4 | 4 | 2015 | Annual Draft | OF | Steven | Souza |
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| 2 | 4 | 32 | 2015 | Annual Draft | RP | Brandon | Finnegan |
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| 3 | 4 | 60 | 2015 | Annual Draft | OF | Ryan | Rua |
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| 4 | 4 | 88 | 2015 | Annual Draft | RP | Shae | Simmons |
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| 5 | 4 | 116 | 2015 | Annual Draft | SP | Chris | Bassitt |
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| 6 | 4 | 144 | 2015 | Annual Draft | RP | Roy | Alvarez |
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| 7 | 4 | 172 | 2015 | Annual Draft | RP | Samuel | Tuivailala |
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| 8 | 4 | 200 | 2015 | Annual Draft | C | Tony | Cruz |
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| 9 | 4 | 228 | 2015 | Annual Draft | SP | Christian | Bergman |
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| 9 | 22 | 246 | 2015 | Annual Draft | OF | Billy | Burns |
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| 10 | 4 | 220 | 2015 | Annual Draft | 2B | Johnny | Giavotella |
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| 1 | 10 | 10 | 2014 | Annual Draft | C | Josmil | Pinto |
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| 1 | 13 | 13 | 2014 | Annual Draft | SP | Brett | Oberholtzer |
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| 2 | 10 | 38 | 2014 | Annual Draft | OF | Henry | Urrutia |
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| 2 | 21 | 49 | 2014 | Annual Draft | OF | Andrew | Lambo |
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| 3 | 10 | 66 | 2014 | Annual Draft | OF | Robbie | Grossman |
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| 4 | 10 | 94 | 2014 | Annual Draft | RP | Arquimedes | Caminero |
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| 4 | 21 | 105 | 2014 | Annual Draft | SP | Sam | Dyson |
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| 5 | 10 | 122 | 2014 | Annual Draft | SP | Chris | Rusin |
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| 6 | 8 | 148 | 2014 | Annual Draft | OF | Jeff | Kobernus |
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| 6 | 10 | 130 | 2014 | Annual Draft | RP | Hector | Rondon |
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| 6 | 21 | 161 | 2014 | Annual Draft | 3B | Zach | Walters |
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| 6 | 22 | 162 | 2014 | Annual Draft | SP | David | Holmberg |
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| 7 | 8 | 176 | 2014 | Annual Draft | 2B | Thomas | Field |
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| 7 | 10 | 154 | 2014 | Annual Draft | RP | Manny | Parra |
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| 8 | 8 | 204 | 2014 | Annual Draft | RP | Josh | Outman |
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| 8 | 10 | 178 | 2014 | Annual Draft | C | Kyle | Skipworth |
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| 9 | 8 | 232 | 2014 | Annual Draft | OF | Marc | Krauss |
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| 9 | 10 | 202 | 2014 | Annual Draft | SP | Eric | Surkamp |
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| 10 | 8 | 260 | 2014 | Annual Draft | 2B | Logan | Watkins |
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| 10 | 10 | 262 | 2014 | Annual Draft | 2B | Henry | Rodriguez |
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| 1 | 11 | 11 | 2013 | Annual Draft | OF | Adam | Eaton |
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| 2 | 11 | 35 | 2013 | Annual Draft | RP | Ronald | Belisario |
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| 3 | 11 | 59 | 2013 | Annual Draft | SP | Jeremy | Hefner |
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| 4 | 11 | 83 | 2013 | Annual Draft | 2B | Ryan | Flaherty |
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| 5 | 11 | 123 | 2013 | Annual Draft | OF | Scott | Podsednik |
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| 6 | 11 | 131 | 2013 | Annual Draft | C | Jose | Lobaton |
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| 7 | 11 | 155 | 2013 | Annual Draft | RP | Chad | Gaudin |
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| 8 | 11 | 207 | 2013 | Annual Draft | SS | Edwin | Maysonet |
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| 9 | 2 | 226 | 2013 | Annual Draft | 1B | Nick | Johnson |
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| 9 | 11 | 235 | 2013 | Annual Draft | RP | Xavier | Cedeno |
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| 10 | 11 | 227 | 2013 | Annual Draft | 2B | Danny | Worth |
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| 1 | 11 | 11 | 2012 | Annual Draft | 1B | Jesus | Guzman |
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| 2 | 11 | 35 | 2012 | Annual Draft | RP | Steve | Cishek |
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| 3 | 11 | 59 | 2012 | Annual Draft | RP | Cristhian | Martinez |
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| 4 | 11 | 83 | 2012 | Annual Draft | 2B | Luke | Hughes |
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| 5 | 11 | 107 | 2012 | Annual Draft | OF | Xavier | Paul |
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| 6 | 11 | 131 | 2012 | Annual Draft | RP | Justin | De Fratus |
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| 7 | 11 | 155 | 2012 | Annual Draft | RP | Tony | Watson |
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| 8 | 11 | 179 | 2012 | Annual Draft | RP | Enerio | Del Rosario |
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| 9 | 11 | 203 | 2012 | Annual Draft | SS | Eric | Sogard |
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| 10 | 11 | 227 | 2012 | Annual Draft | 2B | Blake | Davis |
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| 1 | 8 | 8 | 2011 | Annual Draft | 1B | Mitch | Moreland |
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| 2 | 8 | 32 | 2011 | Annual Draft | C | Jarrod | Saltalamacchia |
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| 3 | 5 | 53 | 2011 | Annual Draft | OF | Roger | Bernadina |
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| 3 | 8 | 56 | 2011 | Annual Draft | SP | Tom | Gorzelanny |
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| 3 | 22 | 70 | 2011 | Annual Draft | 1B | Dan | Johnson |
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| 5 | 8 | 104 | 2011 | Annual Draft | SP | Felix | Doubront |
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| 6 | 8 | 128 | 2011 | Annual Draft | 1B | Travis | Hafner |
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| 3 | 1 | 7 | 2011 | Waiver Draft | RP | Scott | Atchison |
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| 3 | 2 | 8 | 2011 | Waiver Draft | SS | Tommy | Manzella |
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| 3 | 3 | 9 | 2011 | Waiver Draft | OF | Rick | Ankiel |
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| 3 | 4 | 10 | 2011 | Waiver Draft | RP | Alex | Burnett |
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| 3 | 5 | 11 | 2011 | Waiver Draft | 3B | Matt | Mangini |
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| 3 | 23 | 71 | 2010 | Annual Draft | SP | Jeff | Weaver |
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| 5 | 3 | 99 | 2010 | Annual Draft | 1B | Randy | Ruiz |
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| 5 | 10 | 106 | 2010 | Annual Draft | C | Brayan | Pena |
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| 5 | 23 | 119 | 2010 | Annual Draft | RP | Wesley | Wright |
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| 2 | 23 | 47 | 2010 | Waiver Draft | RP | Charlie | Haeger |
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| 1 | 14 | 14 | 2009 | Inaugural Draft | OF | Ryan | Braun |
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| 2 | 11 | 35 | 2009 | Inaugural Draft | SS | Stephen | Drew |
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| 3 | 14 | 62 | 2009 | Inaugural Draft | SP | James | Shields |
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| 4 | 11 | 83 | 2009 | Inaugural Draft | 2B | Dan | Uggla |
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| 5 | 14 | 110 | 2009 | Inaugural Draft | SP | Chris | Volstad |
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| 6 | 11 | 131 | 2009 | Inaugural Draft | OF | Chris B. | Young |
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| 7 | 14 | 158 | 2009 | Inaugural Draft | SP | Ubaldo | Jimenez |
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| 8 | 11 | 179 | 2009 | Inaugural Draft | C | Mike | Napoli |
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| 9 | 14 | 206 | 2009 | Inaugural Draft | SP | John | Maine |
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| 10 | 11 | 227 | 2009 | Inaugural Draft | 3B | Casey | Blake |
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| 11 | 14 | 254 | 2009 | Inaugural Draft | 1B | Paul | Konerko |
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| 12 | 11 | 275 | 2009 | Inaugural Draft | OF | Bobby | Abreu |
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| 13 | 14 | 302 | 2009 | Inaugural Draft | SP | Sean | Marshall |
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| 14 | 11 | 323 | 2009 | Inaugural Draft | OF | David | Murphy |
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| 15 | 14 | 350 | 2009 | Inaugural Draft | SP | Jon | Garland |
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| 16 | 11 | 371 | 2009 | Inaugural Draft | C | John | Buck |
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| 17 | 14 | 398 | 2009 | Inaugural Draft | SP | Doug | Davis |
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| 18 | 11 | 419 | 2009 | Inaugural Draft | RP | Matt | Lindstrom |
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| 19 | 14 | 446 | 2009 | Inaugural Draft | C | Jeff | Mathis |
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| 20 | 11 | 467 | 2009 | Inaugural Draft | SP | Ryan | Tucker |
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| 21 | 14 | 494 | 2009 | Inaugural Draft | 3B | Joe | Crede |
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| 22 | 11 | 515 | 2009 | Inaugural Draft | RP | Brian | Shouse |
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| 23 | 14 | 542 | 2009 | Inaugural Draft | SS | Ronny | Cedeno |
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| 24 | 11 | 563 | 2009 | Inaugural Draft | RP | Mike | Gonzalez |
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| 25 | 14 | 590 | 2009 | Inaugural Draft | SP | Scott | Elbert |
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| 26 | 11 | 611 | 2009 | Inaugural Draft | SP | Boof | Bonser |
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| 27 | 14 | 638 | 2009 | Inaugural Draft | 1B | Nick | Evans |
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| 28 | 11 | 659 | 2009 | Inaugural Draft | SP | Wade | LeBlanc |
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| 29 | 14 | 686 | 2009 | Inaugural Draft | 2B | Jose | Castillo |
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| 30 | 11 | 707 | 2009 | Inaugural Draft | RP | Kevin | Jepsen |
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| 31 | 14 | 734 | 2009 | Inaugural Draft | 3B | Aaron | Boone |
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| 32 | 11 | 755 | 2009 | Inaugural Draft | RP | Carlos | Rosa |
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| 33 | 14 | 782 | 2009 | Inaugural Draft | SP | Kevin | Correia |
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| 34 | 11 | 803 | 2009 | Inaugural Draft | OF | Gary | Sheffield |
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| 35 | 14 | 830 | 2009 | Inaugural Draft | SP | Rick | Vanden Hurk |
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| 36 | 11 | 851 | 2009 | Inaugural Draft | SS | John | McDonald |
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| 37 | 14 | 878 | 2009 | Inaugural Draft | RP | Osiris | Matos |
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| 38 | 11 | 899 | 2009 | Inaugural Draft | OF | Chris | Denorfia |
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| 39 | 14 | 926 | 2009 | Inaugural Draft | OF | Geoff | Jenkins |
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| 40 | 11 | 947 | 2009 | Inaugural Draft | RP | Rich | Rundles |
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