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| First Round Draft Pick History |
| 1 | 8 | 8 | 2021 | Annual Draft | OF | Leody | Taveras |
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| 1 | 9 | 9 | 2020 | Annual Draft | OF | Mike | Yastrzemski |
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| 1 | 8 | 8 | 2019 | Annual Draft | SP | Derek | Holland |
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| 1 | 15 | 15 | 2018 | Annual Draft | 2B | Yolmer | Sanchez |
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| 1 | 21 | 21 | 2018 | Annual Draft | SP | Sal | Romano |
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| 1 | 8 | 8 | 2014 | Annual Draft | 2B | Eric | Sogard |
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| 1 | 14 | 14 | 2013 | Annual Draft | SP | Patrick | Corbin |
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| 1 | 13 | 13 | 2012 | Annual Draft | 3B | Danny | Descalso |
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| 1 | 20 | 20 | 2011 | Annual Draft | C | Chris | Snyder |
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| 1 | 7 | 7 | 2010 | Annual Draft | SP | Brad | Bergesen |
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| 1 | 7 | 7 | 2010 | Waiver Draft | SS | Alex | Gonzalez |
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| 1 | 7 | 7 | 2009 | Inaugural Draft | 2B | Chase | Utley |
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| Complete Draft History |
| 1 | 8 | 8 | 2021 | Annual Draft | OF | Leody | Taveras |
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| 2 | 9 | 33 | 2021 | Annual Draft | P | Kyle | Cody |
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| 3 | 8 | 56 | 2021 | Annual Draft | P | Cody | Ponce |
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| 4 | 9 | 81 | 2021 | Annual Draft | P | Riley | Smith |
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| 5 | 8 | 104 | 2021 | Annual Draft | P | Aaron | Slegers |
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| 6 | 9 | 129 | 2021 | Annual Draft | P | Chasen | Shreve |
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| 7 | 8 | 152 | 2021 | Annual Draft | P | Caleb | Baragar |
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| 8 | 9 | 177 | 2021 | Annual Draft | P | Anthony | Misiewicz |
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| 9 | 8 | 200 | 2021 | Annual Draft | P | Sam | Selman |
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| 10 | 9 | 225 | 2021 | Annual Draft | OF | Jorge | Bonifacio |
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| 1 | 9 | 9 | 2020 | Annual Draft | OF | Mike | Yastrzemski |
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| 2 | 9 | 33 | 2020 | Annual Draft | 3B | Rio | Ruiz |
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| 3 | 9 | 65 | 2020 | Annual Draft | P | Jose | Suarez |
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| 4 | 9 | 93 | 2020 | Annual Draft | P | Rafael | Montero |
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| 7 | 9 | 153 | 2020 | Annual Draft | P | Gabriel | Ynoa |
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| 8 | 9 | 205 | 2020 | Annual Draft | P | Taylor | Clarke |
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| 1 | 8 | 8 | 2019 | Annual Draft | SP | Derek | Holland |
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| 2 | 4 | 32 | 2019 | Annual Draft | SP | Nate | Eovaldi |
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| 2 | 8 | 36 | 2019 | Annual Draft | 1B | Tyler | White |
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| 2 | 14 | 42 | 2019 | Annual Draft | 3B | Isiah | Kiner-Falefa |
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| 3 | 8 | 64 | 2019 | Annual Draft | RP | Jose | Castillo |
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| 3 | 24 | 80 | 2019 | Annual Draft | RP | Jace | Fry |
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| 4 | 8 | 92 | 2019 | Annual Draft | RP | Vidal | Nuno |
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| 5 | 8 | 104 | 2019 | Annual Draft | C | Reese | McGuire |
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| 1 | 15 | 15 | 2018 | Annual Draft | 2B | Yolmer | Sanchez |
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| 1 | 21 | 21 | 2018 | Annual Draft | SP | Sal | Romano |
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| 2 | 15 | 39 | 2018 | Annual Draft | RP | Trevor | Hildenberger |
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| 3 | 15 | 63 | 2018 | Annual Draft | SP | Mark | Leiter |
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| 4 | 15 | 87 | 2018 | Annual Draft | OF | Shin-Soo | Choo |
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| 5 | 15 | 111 | 2018 | Annual Draft | RP | Aaron | Loup |
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| 2 | 22 | 50 | 2017 | Annual Draft | C | Tony | Wolters |
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| 4 | 3 | 75 | 2017 | Annual Draft | OF | Roman | Quinn |
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| 2 | 23 | 51 | 2016 | Annual Draft | SP | Joe | Blanton |
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| 3 | 16 | 72 | 2016 | Annual Draft | RP | Erik | Goeddel |
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| 3 | 20 | 68 | 2016 | Annual Draft | SP | Steve | Geltz |
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| 4 | 15 | 99 | 2016 | Annual Draft | RP | Hector | Neris |
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| 4 | 18 | 102 | 2015 | Annual Draft | RP | Javy | Guerra |
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| 5 | 18 | 130 | 2015 | Annual Draft | RP | Jeff | Beliveau |
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| 6 | 18 | 158 | 2015 | Annual Draft | RP | John | Holdzkom |
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| 7 | 18 | 186 | 2015 | Annual Draft | SP | Josh | Tomlin |
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| 8 | 16 | 184 | 2015 | Annual Draft | SS | Miguel | Rojas |
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| 1 | 8 | 8 | 2014 | Annual Draft | 2B | Eric | Sogard |
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| 3 | 8 | 64 | 2014 | Annual Draft | SP | Jimmy | Nelson |
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| 1 | 14 | 14 | 2013 | Annual Draft | SP | Patrick | Corbin |
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| 2 | 14 | 42 | 2013 | Annual Draft | RP | Jared | Hughes |
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| 3 | 14 | 70 | 2013 | Annual Draft | RP | Steve | Delabar |
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| 4 | 14 | 98 | 2013 | Annual Draft | SS | Tyler | Pastornicky |
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| 5 | 14 | 110 | 2013 | Annual Draft | OF | Joe | Mather |
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| 6 | 14 | 134 | 2013 | Annual Draft | SS | Andy | Parrino |
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| 1 | 13 | 13 | 2012 | Annual Draft | 3B | Danny | Descalso |
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| 2 | 13 | 37 | 2012 | Annual Draft | RP | Rex | Brothers |
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| 3 | 13 | 61 | 2012 | Annual Draft | C | Michael | McKenry |
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| 4 | 13 | 85 | 2012 | Annual Draft | RP | Chad | Qualls |
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| 5 | 13 | 109 | 2012 | Annual Draft | RP | Jason | Grilli |
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| 1 | 20 | 20 | 2011 | Annual Draft | C | Chris | Snyder |
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| 2 | 20 | 44 | 2011 | Annual Draft | 3B | Melvin | Mora |
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| 5 | 20 | 116 | 2011 | Annual Draft | RP | Logan | Ondrusek |
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| 6 | 20 | 140 | 2011 | Annual Draft | OF | Gerardo | Parra |
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| 12 | 1 | 34 | 2011 | Waiver Draft | SP | Dave | Bush |
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| 1 | 7 | 7 | 2010 | Annual Draft | SP | Brad | Bergesen |
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| 2 | 18 | 42 | 2010 | Annual Draft | SP | Jhoulys | Chacin |
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| 3 | 18 | 66 | 2010 | Annual Draft | C | Jason | Varitek |
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| 4 | 7 | 79 | 2010 | Annual Draft | SP | Collin | Balester |
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| 4 | 22 | 94 | 2010 | Annual Draft | RP | Fu-Te | Ni |
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| 5 | 7 | 103 | 2010 | Annual Draft | 1B | Travis | Hafner |
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| 6 | 7 | 127 | 2010 | Annual Draft | 3B | Jack | Hannahan |
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| 1 | 7 | 7 | 2010 | Waiver Draft | SS | Alex | Gonzalez |
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| 2 | 7 | 31 | 2010 | Waiver Draft | RP | Randy | Choate |
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| 1 | 7 | 7 | 2009 | Inaugural Draft | 2B | Chase | Utley |
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| 2 | 18 | 42 | 2009 | Inaugural Draft | SS | Alexei | Ramirez |
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| 3 | 7 | 55 | 2009 | Inaugural Draft | C | Chris | Iannetta |
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| 4 | 18 | 90 | 2009 | Inaugural Draft | 3B | Garrett | Atkins |
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| 5 | 7 | 103 | 2009 | Inaugural Draft | SP | Gavin | Floyd |
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| 6 | 18 | 138 | 2009 | Inaugural Draft | SP | Paul | Maholm |
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| 7 | 7 | 151 | 2009 | Inaugural Draft | 1B | James | Loney |
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| 8 | 18 | 186 | 2009 | Inaugural Draft | 1B | Adam | Dunn |
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| 9 | 7 | 199 | 2009 | Inaugural Draft | SP | Andy | Sonnanstine |
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| 10 | 18 | 234 | 2009 | Inaugural Draft | SP | Brett | Myers |
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| 11 | 7 | 247 | 2009 | Inaugural Draft | OF | Jason | Kubel |
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| 12 | 18 | 282 | 2009 | Inaugural Draft | OF | Nick | Swisher |
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| 13 | 7 | 295 | 2009 | Inaugural Draft | RP | Jose | Valverde |
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| 14 | 18 | 330 | 2009 | Inaugural Draft | OF | Josh | Willingham |
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| 15 | 7 | 343 | 2009 | Inaugural Draft | SP | Joe | Blanton |
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| 16 | 18 | 378 | 2009 | Inaugural Draft | RP | Jeremy | Affeldt |
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| 17 | 7 | 391 | 2009 | Inaugural Draft | SS | Brendan | Harris |
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| 18 | 18 | 426 | 2009 | Inaugural Draft | SP | Jo-Jo | Reyes |
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| 19 | 7 | 439 | 2009 | Inaugural Draft | RP | Brian | Wilson |
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| 20 | 18 | 474 | 2009 | Inaugural Draft | C | Max | Ramirez |
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| 21 | 7 | 487 | 2009 | Inaugural Draft | RP | Kyle | McClellan |
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| 22 | 18 | 522 | 2009 | Inaugural Draft | OF | Juan | Pierre |
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| 23 | 7 | 535 | 2009 | Inaugural Draft | C | Jason | Varitek |
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| 24 | 18 | 570 | 2009 | Inaugural Draft | SP | Yusmeiro | Petit |
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| 25 | 7 | 583 | 2009 | Inaugural Draft | RP | Cla | Meredith |
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| 26 | 18 | 618 | 2009 | Inaugural Draft | SS | Cliff | Pennington |
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| 27 | 7 | 631 | 2009 | Inaugural Draft | SP | Clayton | Richard |
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| 28 | 18 | 666 | 2009 | Inaugural Draft | 2B | Chris | Getz |
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| 29 | 7 | 679 | 2009 | Inaugural Draft | SP | Chris | Carpenter |
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| 30 | 18 | 714 | 2009 | Inaugural Draft | RP | Trevor | Hoffman |
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| 31 | 7 | 727 | 2009 | Inaugural Draft | OF | Nyjer | Morgan |
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| 32 | 18 | 762 | 2009 | Inaugural Draft | OF | Eric | Byrnes |
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| 33 | 7 | 775 | 2009 | Inaugural Draft | RP | Boone | Logan |
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| 34 | 18 | 810 | 2009 | Inaugural Draft | OF | Brandon | Boggs |
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| 35 | 7 | 823 | 2009 | Inaugural Draft | RP | Alan | Embree |
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| 36 | 18 | 858 | 2009 | Inaugural Draft | 3B | Wes | Helms |
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| 37 | 7 | 871 | 2009 | Inaugural Draft | RP | Alberto | Castillo |
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| 38 | 18 | 906 | 2009 | Inaugural Draft | RP | Troy | Percival |
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| 39 | 7 | 919 | 2009 | Inaugural Draft | RP | Mark | DiFelice |
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