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| First Round Draft Pick History |
| 1 | 2 | 2 | 2021 | Annual Draft | P | Josh | Fleming |
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| 1 | 12 | 12 | 2020 | Annual Draft | OF | Aristides | Aquino |
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| 1 | 11 | 11 | 2019 | Annual Draft | SP | Dereck | Rodriguez |
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| 1 | 9 | 9 | 2018 | Annual Draft | SP | Parker | Bridwell |
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| 1 | 16 | 16 | 2017 | Annual Draft | RP | Matt | Bush |
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| 1 | 1 | 1 | 2016 | Annual Draft | SP | Cody | Anderson |
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| 1 | 19 | 19 | 2016 | Annual Draft | SP | Mike | Bolsinger |
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| 1 | 3 | 3 | 2015 | Annual Draft | SP | Matt | Shoemaker |
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| 1 | 2 | 2 | 2014 | Annual Draft | SP | Jorge | de la Rosa |
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| 1 | 1 | 1 | 2013 | Annual Draft | SP | A.J. | Griffin |
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| 1 | 12 | 12 | 2012 | Annual Draft | RP | Dylan | Axelrod |
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| 1 | 21 | 21 | 2012 | Annual Draft | RP | Al | Alburquerque |
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| 1 | 9 | 9 | 2011 | Annual Draft | SP | Jonny | Venters |
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| 1 | 5 | 5 | 2011 | Dispersal Draft | SP | Trevor | Cahill |
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| 1 | 11 | 11 | 2010 | Waiver Draft | OF | Cory | Sullivan |
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| 1 | 19 | 19 | 2009 | Inaugural Draft | 1B | Ryan | Howard |
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| Complete Draft History |
| 1 | 2 | 2 | 2021 | Annual Draft | P | Josh | Fleming |
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| 2 | 2 | 26 | 2021 | Annual Draft | P | Daniel | Castano |
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| 3 | 2 | 50 | 2021 | Annual Draft | SS | Anderson | Tejeda |
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| 4 | 2 | 74 | 2021 | Annual Draft | 2B | Jahmai | Jones |
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| 5 | 2 | 98 | 2021 | Annual Draft | P | Travis | Lakins |
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| 6 | 2 | 122 | 2021 | Annual Draft | P | Keury | Mella |
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| 7 | 2 | 146 | 2021 | Annual Draft | P | Burch | Smith |
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| 8 | 2 | 170 | 2021 | Annual Draft | P | Jimmy | Herget |
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| 9 | 2 | 194 | 2021 | Annual Draft | P | Jesus | Tinoco |
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| 10 | 2 | 218 | 2021 | Annual Draft | P | Justin | Topa |
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| 1 | 12 | 12 | 2020 | Annual Draft | OF | Aristides | Aquino |
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| 2 | 13 | 37 | 2020 | Annual Draft | P | Randy | Dobnak |
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| 3 | 12 | 60 | 2020 | Annual Draft | 1B | Austin | Nola |
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| 4 | 13 | 85 | 2020 | Annual Draft | P | Nick | Goody |
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| 5 | 12 | 108 | 2020 | Annual Draft | OF | Travis | Demeritte |
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| 6 | 13 | 133 | 2020 | Annual Draft | OF | Kyle | Garlick |
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| 7 | 12 | 156 | 2020 | Annual Draft | P | Tyler | Kinley |
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| 8 | 13 | 181 | 2020 | Annual Draft | C | Tres | Barrera |
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| 10 | 13 | 229 | 2020 | Annual Draft | P | Ryan | Eades |
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| 10 | 24 | 240 | 2020 | Annual Draft | P | Cody | Anderson |
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| 1 | 11 | 11 | 2019 | Annual Draft | SP | Dereck | Rodriguez |
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| 2 | 11 | 35 | 2019 | Annual Draft | 2B | Niko | Goodrum |
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| 3 | 11 | 59 | 2019 | Annual Draft | 2B | Alen | Hanson |
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| 4 | 11 | 83 | 2019 | Annual Draft | SP | Matt | Koch |
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| 5 | 11 | 107 | 2019 | Annual Draft | 1B | Aramis | Garcia |
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| 6 | 11 | 131 | 2019 | Annual Draft | RP | Xavier | Cedeno |
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| 7 | 11 | 155 | 2019 | Annual Draft | 2B | Dawel | Lugo |
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| 8 | 11 | 179 | 2019 | Annual Draft | RP | Shawn | Armstrong |
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| 9 | 11 | 203 | 2019 | Annual Draft | 2B | Breyvic | Valera |
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| 10 | 11 | 227 | 2019 | Annual Draft | RP | Justin | Hancock |
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| 1 | 9 | 9 | 2018 | Annual Draft | SP | Parker | Bridwell |
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| 2 | 9 | 33 | 2018 | Annual Draft | 1B | Jesus | Aguilar |
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| 3 | 9 | 57 | 2018 | Annual Draft | SP | Chris | Stratton |
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| 4 | 9 | 81 | 2018 | Annual Draft | SS | JT | Riddle |
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| 5 | 9 | 105 | 2018 | Annual Draft | OF | Jose | Osuna |
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| 6 | 9 | 129 | 2018 | Annual Draft | RP | Hector | Velazquez |
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| 7 | 9 | 153 | 2018 | Annual Draft | RP | Matt | Grace |
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| 8 | 9 | 177 | 2018 | Annual Draft | SP | Aaron | Wilkerson |
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| 9 | 9 | 201 | 2018 | Annual Draft | RP | Buddy | Baumann |
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| 10 | 9 | 225 | 2018 | Annual Draft | OF | Chad | Huffman |
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| 1 | 16 | 16 | 2017 | Annual Draft | RP | Matt | Bush |
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| 2 | 16 | 44 | 2017 | Annual Draft | 1B | Jefry | Marte |
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| 3 | 16 | 72 | 2017 | Annual Draft | 1B | Tyler | White |
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| 4 | 16 | 100 | 2017 | Annual Draft | OF | Joey | Rickard |
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| 5 | 16 | 128 | 2017 | Annual Draft | SP | Paul | Clemens |
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| 6 | 16 | 156 | 2017 | Annual Draft | OF | Ramon | Flores |
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| 7 | 16 | 184 | 2017 | Annual Draft | 2B | Joey | Wendle |
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| 8 | 16 | 212 | 2017 | Annual Draft | SP | Jake | Buchanan |
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| 9 | 16 | 240 | 2017 | Annual Draft | SP | Brad | Peacock |
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| 10 | 16 | 268 | 2017 | Annual Draft | SP | Lucas | Harrell |
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| 1 | 1 | 1 | 2016 | Annual Draft | SP | Cody | Anderson |
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| 1 | 19 | 19 | 2016 | Annual Draft | SP | Mike | Bolsinger |
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| 2 | 1 | 29 | 2016 | Annual Draft | OF | Chris B. | Young |
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| 3 | 1 | 57 | 2016 | Annual Draft | OF | Paulo | Orlando |
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| 4 | 1 | 85 | 2016 | Annual Draft | SP | Colin | Rea |
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| 5 | 1 | 113 | 2016 | Annual Draft | OF | Travis | Jankowski |
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| 5 | 19 | 131 | 2016 | Annual Draft | C | Tony | Sanchez |
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| 6 | 1 | 141 | 2016 | Annual Draft | OF | Mason | Williams |
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| 7 | 1 | 169 | 2016 | Annual Draft | 1B | Max | Muncy |
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| 8 | 1 | 197 | 2016 | Annual Draft | OF | Alex | Dickerson |
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| 9 | 1 | 225 | 2016 | Annual Draft | OF | L.J. | Hoes |
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| 10 | 1 | 253 | 2016 | Annual Draft | RP | Shawn | Armstrong |
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| 1 | 3 | 3 | 2015 | Annual Draft | SP | Matt | Shoemaker |
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| 3 | 3 | 51 | 2015 | Annual Draft | SP | Daniel | Corcino |
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| 4 | 3 | 87 | 2015 | Annual Draft | OF | Collin | Cowgill |
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| 5 | 3 | 115 | 2015 | Annual Draft | SP | Jaime | Garcia |
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| 6 | 3 | 143 | 2015 | Annual Draft | OF | Corey | Hart |
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| 8 | 3 | 199 | 2015 | Annual Draft | SP | Yohan | Pino |
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| 9 | 3 | 227 | 2015 | Annual Draft | RP | Donn | Roach |
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| 10 | 3 | 255 | 2015 | Annual Draft | RP | Yoslan | Herrera |
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| 1 | 2 | 2 | 2014 | Annual Draft | SP | Jorge | de la Rosa |
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| 3 | 2 | 58 | 2014 | Annual Draft | RP | Heath | Hembree |
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| 4 | 3 | 87 | 2014 | Annual Draft | SP | Carlos | Torres |
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| 5 | 2 | 114 | 2014 | Annual Draft | OF | Reymond | Fuentes |
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| 6 | 3 | 143 | 2014 | Annual Draft | RP | Michael | Kohn |
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| 7 | 2 | 170 | 2014 | Annual Draft | SP | Jose | Alvarez |
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| 8 | 3 | 171 | 2014 | Annual Draft | OF | Fernando | Martinez |
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| 9 | 2 | 194 | 2014 | Annual Draft | OF | Wilkin | Ramirez |
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| 10 | 3 | 219 | 2014 | Annual Draft | SP | Andrew | Albers |
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| 1 | 1 | 1 | 2013 | Annual Draft | SP | A.J. | Griffin |
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| 2 | 24 | 52 | 2013 | Annual Draft | RP | George | Kontos |
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| 3 | 1 | 57 | 2013 | Annual Draft | OF | Justin | Maxwell |
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| 4 | 1 | 85 | 2013 | Annual Draft | RP | Brad | Boxberger |
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| 4 | 24 | 108 | 2013 | Annual Draft | RP | Casey | Fien |
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| 5 | 1 | 97 | 2013 | Annual Draft | RP | Jim | Miller |
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| 6 | 1 | 141 | 2013 | Annual Draft | SP | Chris | Seddon |
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| 8 | 1 | 197 | 2013 | Annual Draft | OF | Francisco | Peguero |
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| 9 | 1 | 225 | 2013 | Annual Draft | OF | Lew | Ford |
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| 10 | 1 | 253 | 2013 | Annual Draft | C | Chris | Snyder |
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| 1 | 12 | 12 | 2012 | Annual Draft | RP | Dylan | Axelrod |
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| 1 | 21 | 21 | 2012 | Annual Draft | RP | Al | Alburquerque |
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| 2 | 20 | 44 | 2012 | Annual Draft | 1B | Brett | Pill |
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| 2 | 24 | 48 | 2012 | Annual Draft | RP | David | Herndon |
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| 3 | 21 | 69 | 2012 | Annual Draft | C | Hector | Sanchez |
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| 4 | 12 | 84 | 2012 | Annual Draft | RP | Chris J. | Carpenter |
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| 4 | 20 | 92 | 2012 | Annual Draft | RP | David | Carpenter |
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| 5 | 21 | 117 | 2012 | Annual Draft | RP | Trevor | Bell |
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| 6 | 20 | 140 | 2012 | Annual Draft | RP | Ryan | Mattheus |
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| 7 | 21 | 165 | 2012 | Annual Draft | RP | Phil | Dumatrait |
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| 8 | 20 | 188 | 2012 | Annual Draft | OF | Jerad | Head |
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| 9 | 21 | 213 | 2012 | Annual Draft | RP | Eulogio | De La Cruz |
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| 10 | 20 | 236 | 2012 | Annual Draft | 2B | Eric | Farris |
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| 1 | 9 | 9 | 2011 | Annual Draft | SP | Jonny | Venters |
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| 2 | 22 | 46 | 2011 | Annual Draft | RP | Kameron | Loe |
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| 3 | 13 | 61 | 2011 | Annual Draft | SS | Osvaldo | Martinez |
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| 4 | 13 | 85 | 2011 | Annual Draft | RP | Matt | Reynolds |
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| 5 | 11 | 107 | 2011 | Annual Draft | 3B | Donnie | Murphy |
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| 5 | 18 | 114 | 2011 | Annual Draft | 1B | Brandon | Snyder |
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| 6 | 13 | 133 | 2011 | Annual Draft | RP | Fernando | Salas |
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| 6 | 18 | 138 | 2011 | Annual Draft | SP | Bob | Cramer |
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| 6 | 22 | 142 | 2011 | Annual Draft | RP | Randy | Flores |
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| 1 | 5 | 5 | 2011 | Dispersal Draft | SP | Trevor | Cahill |
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| 2 | 3 | 10 | 2011 | Dispersal Draft | 1B | Mark | Teixeira |
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| 3 | 5 | 19 | 2011 | Dispersal Draft | SP | Francisco | Liriano |
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| 4 | 3 | 24 | 2011 | Dispersal Draft | OF | Chris B. | Young |
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| 5 | 5 | 33 | 2011 | Dispersal Draft | 3B | Michael | Young |
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| 6 | 3 | 38 | 2011 | Dispersal Draft | SP | Jon | Garland |
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| 7 | 5 | 47 | 2011 | Dispersal Draft | SP | Brian | Duensing |
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| 8 | 3 | 52 | 2011 | Dispersal Draft | SS | Jason | Bartlett |
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| 9 | 5 | 61 | 2011 | Dispersal Draft | SS | Mike | Aviles |
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| 11 | 5 | 75 | 2011 | Dispersal Draft | 1B | Ryan | Howard |
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| 12 | 3 | 80 | 2011 | Dispersal Draft | RP | Darren | O'Day |
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| 13 | 5 | 89 | 2011 | Dispersal Draft | OF | Fred | Lewis |
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| 14 | 3 | 94 | 2011 | Dispersal Draft | RP | Sean | Marshall |
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| 16 | 3 | 108 | 2011 | Dispersal Draft | RP | Jason | Motte |
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| 19 | 5 | 131 | 2011 | Dispersal Draft | OF | Mike | Morse |
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| 20 | 3 | 136 | 2011 | Dispersal Draft | RP | Grant | Balfour |
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| 22 | 3 | 150 | 2011 | Dispersal Draft | C | Rod | Barajas |
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| 23 | 5 | 159 | 2011 | Dispersal Draft | RP | Manny | Acosta |
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| 24 | 3 | 164 | 2011 | Dispersal Draft | OF | Juan | Rivera |
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| 25 | 5 | 173 | 2011 | Dispersal Draft | RP | Jensen | Lewis |
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| 26 | 3 | 178 | 2011 | Dispersal Draft | RP | Brian | Fuentes |
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| 29 | 5 | 201 | 2011 | Dispersal Draft | C | Chris | Snyder |
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| 30 | 3 | 206 | 2011 | Dispersal Draft | SP | Derek | Lowe |
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| 31 | 5 | 215 | 2011 | Dispersal Draft | OF | Carlos | Lee |
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| 32 | 3 | 220 | 2011 | Dispersal Draft | RP | Kerry | Wood |
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| 39 | 5 | 271 | 2011 | Dispersal Draft | RP | Fernando | Nieve |
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| 40 | 3 | 276 | 2011 | Dispersal Draft | SP | Matt | Palmer |
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| 41 | 5 | 285 | 2011 | Dispersal Draft | 1B | Todd | Helton |
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| 42 | 3 | 290 | 2011 | Dispersal Draft | 3B | Mark | DeRosa |
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| 43 | 5 | 299 | 2011 | Dispersal Draft | SP | Kevin | Millwood |
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| 44 | 3 | 304 | 2011 | Dispersal Draft | RP | Scot | Shields |
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| 45 | 5 | 313 | 2011 | Dispersal Draft | OF | Mike | Cameron |
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| 46 | 3 | 318 | 2011 | Dispersal Draft | SP | Jason | Marquis |
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| 4 | 1 | 12 | 2011 | Waiver Draft | 3B | Scott | Moore |
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| 4 | 2 | 13 | 2011 | Waiver Draft | C | Josh | Donaldson |
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| 4 | 3 | 14 | 2011 | Waiver Draft | RP | Kanekoa | Texeira |
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| 4 | 4 | 15 | 2011 | Waiver Draft | SP | Thomas | Diamond |
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| 2 | 11 | 35 | 2010 | Annual Draft | SP | Brian | Duensing |
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| 4 | 11 | 83 | 2010 | Annual Draft | RP | Steven | Jackson |
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| 5 | 11 | 107 | 2010 | Annual Draft | RP | Dustin | Nippert |
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| 6 | 11 | 131 | 2010 | Annual Draft | SP | Jason | Vargas |
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| 1 | 11 | 11 | 2010 | Waiver Draft | OF | Cory | Sullivan |
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| 2 | 11 | 35 | 2010 | Waiver Draft | RP | Ken | Takahashi |
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| 3 | 11 | 59 | 2010 | Waiver Draft | SP | Tim | Wood |
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| 1 | 19 | 19 | 2009 | Inaugural Draft | 1B | Ryan | Howard |
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| 2 | 6 | 30 | 2009 | Inaugural Draft | SP | Jon | Lester |
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| 3 | 19 | 67 | 2009 | Inaugural Draft | 3B | Alex | Rodriguez |
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| 4 | 6 | 78 | 2009 | Inaugural Draft | SP | Scott | Baker |
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| 5 | 19 | 115 | 2009 | Inaugural Draft | SP | Jesse | Litsch |
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| 6 | 6 | 126 | 2009 | Inaugural Draft | OF | Carlos | Lee |
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| 7 | 19 | 163 | 2009 | Inaugural Draft | SP | Mark | Buehrle |
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| 8 | 6 | 174 | 2009 | Inaugural Draft | RP | Joe | Nathan |
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| 9 | 19 | 211 | 2009 | Inaugural Draft | RP | Bobby | Jenks |
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| 10 | 6 | 222 | 2009 | Inaugural Draft | SP | Fausto | Carmona |
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| 11 | 19 | 259 | 2009 | Inaugural Draft | 2B | Alexi | Casilla |
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| 12 | 6 | 270 | 2009 | Inaugural Draft | SS | Felipe | Lopez |
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| 13 | 19 | 307 | 2009 | Inaugural Draft | SS | Jason | Bartlett |
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| 14 | 6 | 318 | 2009 | Inaugural Draft | 3B | Mark | Teahen |
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| 15 | 19 | 355 | 2009 | Inaugural Draft | OF | Coco | Crisp |
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| 16 | 6 | 366 | 2009 | Inaugural Draft | 1B | Carlos | Guillen |
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| 17 | 19 | 403 | 2009 | Inaugural Draft | RP | Jared | Burton |
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| 18 | 6 | 414 | 2009 | Inaugural Draft | RP | Dennys | Reyes |
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| 19 | 19 | 451 | 2009 | Inaugural Draft | OF | Melky | Cabrera |
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| 20 | 6 | 462 | 2009 | Inaugural Draft | RP | Jerry | Blevins |
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| 21 | 19 | 499 | 2009 | Inaugural Draft | 2B | Omar | Infante |
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| 22 | 6 | 510 | 2009 | Inaugural Draft | C | Yorvit | Torrealba |
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| 23 | 19 | 547 | 2009 | Inaugural Draft | SP | Shawn | Hill |
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| 24 | 6 | 558 | 2009 | Inaugural Draft | RP | Michael | Wuertz |
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| 25 | 19 | 595 | 2009 | Inaugural Draft | SP | Shawn | Hill |
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| 26 | 6 | 606 | 2009 | Inaugural Draft | OF | Juan | Rivera |
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| 27 | 19 | 643 | 2009 | Inaugural Draft | C | Paul | Bako |
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| 28 | 6 | 654 | 2009 | Inaugural Draft | OF | Lou | Montanez |
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| 29 | 19 | 691 | 2009 | Inaugural Draft | 3B | Jack | Hannahan |
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| 30 | 6 | 702 | 2009 | Inaugural Draft | 2B | Kevin | Frandsen |
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| 31 | 19 | 739 | 2009 | Inaugural Draft | OF | Jerry | Owens |
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| 32 | 6 | 750 | 2009 | Inaugural Draft | C | Adam | Melhuse |
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| 33 | 19 | 787 | 2009 | Inaugural Draft | SP | Kameron | Loe |
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| 34 | 6 | 798 | 2009 | Inaugural Draft | SP | Phil | Dumatrait |
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| 35 | 19 | 835 | 2009 | Inaugural Draft | RP | Lance | Broadway |
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| 36 | 6 | 846 | 2009 | Inaugural Draft | SP | Mike | O'Connor |
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| 37 | 19 | 883 | 2009 | Inaugural Draft | OF | Scott | Podsednik |
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| 38 | 6 | 894 | 2009 | Inaugural Draft | SP | Eric | Hurley |
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| 39 | 19 | 931 | 2009 | Inaugural Draft | SP | Jason | Hirsh |
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