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| First Round Draft Pick History |
| 1 | 21 | 21 | 2000 | Annual Draft | SS | Julio | Lugo | MLB |
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| 1 | 2 | 2 | 1997 | Annual Draft | 1B | David | Ortiz | MLB |
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| 1 | 21 | 21 | 1997 | Annual Draft | 3B | Fernando | Tatis | MLB |
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| 1 | 5 | 5 | 1996 | Annual Draft | OF | Andruw | Jones | MLB |
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| 1 | 24 | 24 | 1995 | Inaugural Draft | P | Mariano | Rivera | MLB |
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| Complete Draft History |
| 1 | 21 | 21 | 2000 | Annual Draft | SS | Julio | Lugo | MLB |
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| 2 | 21 | 45 | 2000 | Annual Draft | P | Ben | Weber | MLB |
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| 3 | 21 | 69 | 2000 | Annual Draft | P | Ryan | Kohlmeier | MLB |
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| 4 | 21 | 93 | 2000 | Annual Draft | P | Brandon | Villafuerte | MLB |
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| 5 | 21 | 117 | 2000 | Annual Draft | P | Erik | Hiljus | MLB |
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| 6 | 21 | 141 | 2000 | Annual Draft | 1B | Mike | Kinkade | MLB |
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| 7 | 21 | 165 | 2000 | Annual Draft | 1B | Damon | Minor | MLB |
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| 8 | 21 | 189 | 2000 | Annual Draft | C | Keith | McDonald | MLB |
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| 4 | 20 | 92 | 1999 | Annual Draft | C | Vance | Wilson | MLB |
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| 5 | 20 | 116 | 1999 | Annual Draft | OF | Roosevelt | Brown | MLB |
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| 6 | 20 | 140 | 1999 | Annual Draft | P | Erik | Hiljus | MLB |
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| 7 | 20 | 164 | 1999 | Annual Draft | C | Josh | Paul | MLB |
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| 8 | 20 | 188 | 1999 | Annual Draft | 2B | Jose | Macias | MLB |
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| 9 | 20 | 212 | 1999 | Annual Draft | 3B | Dale | Sveum | MLB |
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| 10 | 20 | 236 | 1999 | Annual Draft | P | Hector | Almonte | MLB |
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| 3 | 14 | 62 | 1998 | Annual Draft | OF | Shane | Spencer | MLB |
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| 4 | 13 | 85 | 1998 | Annual Draft | OF | Benny | Agbayani | MLB |
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| 4 | 14 | 86 | 1998 | Annual Draft | 2B | Marlon | Anderson | MLB |
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| 5 | 14 | 110 | 1998 | Annual Draft | OF | Daryle | Ward | MLB |
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| 6 | 14 | 134 | 1998 | Annual Draft | P | Doug | Johns | MLB |
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| 6 | 23 | 143 | 1998 | Annual Draft | P | Benj | Sampson | MLB |
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| 7 | 14 | 158 | 1998 | Annual Draft | OF | Edgard | Clemente | MLB |
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| 8 | 14 | 182 | 1998 | Annual Draft | P | Dave | Stieb | MLB |
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| 1 | 2 | 2 | 1997 | Annual Draft | 1B | David | Ortiz | MLB |
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| 1 | 21 | 21 | 1997 | Annual Draft | 3B | Fernando | Tatis | MLB |
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| 2 | 2 | 26 | 1997 | Annual Draft | P | Cory | Lidle | MLB |
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| 3 | 2 | 50 | 1997 | Annual Draft | SS | Pokey | Reese | MLB |
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| 4 | 2 | 74 | 1997 | Annual Draft | P | Sean | Lowe | MLB |
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| 5 | 2 | 98 | 1997 | Annual Draft | P | Jason | Johnson | MLB |
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| 6 | 2 | 122 | 1997 | Annual Draft | P | Tanyon | Sturtze | MLB |
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| 1 | 5 | 5 | 1996 | Annual Draft | OF | Andruw | Jones | MLB |
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| 2 | 6 | 30 | 1996 | Annual Draft | P | Danny | Graves | MLB |
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| 3 | 6 | 54 | 1996 | Annual Draft | 2B | Tony | Graffanino | MLB |
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| 4 | 6 | 78 | 1996 | Annual Draft | SS | Damian | Jackson | MLB |
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| 5 | 6 | 102 | 1996 | Annual Draft | P | Joel | Adamson | MLB |
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| 6 | 6 | 126 | 1996 | Annual Draft | C | Alex | Delgado | MLB |
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| 7 | 6 | 150 | 1996 | Annual Draft | 2B | Tilson | Brito | MLB |
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| 8 | 6 | 174 | 1996 | Annual Draft | P | Jose | Silva | MLB |
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| 9 | 6 | 198 | 1996 | Annual Draft | 3B | Phil | Hiatt | MLB |
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| 10 | 6 | 222 | 1996 | Annual Draft | P | Steve | Soderstrom | MLB |
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| 11 | 6 | 246 | 1996 | Annual Draft | 1B | Greg | Pirkl | MLB |
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| 1 | 24 | 24 | 1995 | Inaugural Draft | P | Mariano | Rivera | MLB |
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| 2 | 1 | 25 | 1995 | Inaugural Draft | OF | Sammy | Sosa | MLB |
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| 3 | 24 | 72 | 1995 | Inaugural Draft | P | David | Wells | MLB |
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| 4 | 1 | 73 | 1995 | Inaugural Draft | P | Kenny | Rogers | MLB |
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| 5 | 24 | 120 | 1995 | Inaugural Draft | C | Mike | Sweeney | MLB |
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| 6 | 1 | 121 | 1995 | Inaugural Draft | 1B | Cliff | Floyd | MLB |
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| 7 | 24 | 168 | 1995 | Inaugural Draft | OF | Carl | Everett | MLB |
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| 8 | 1 | 169 | 1995 | Inaugural Draft | P | Kirk | Rueter | MLB |
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| 9 | 24 | 216 | 1995 | Inaugural Draft | 2B | Fernando | Vina | MLB |
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| 10 | 1 | 217 | 1995 | Inaugural Draft | P | Arthur | Rhodes | MLB |
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| 11 | 24 | 264 | 1995 | Inaugural Draft | P | Bob | Wickman | MLB |
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| 12 | 1 | 265 | 1995 | Inaugural Draft | SS | Craig | Counsell | MLB |
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| 12 | 8 | 272 | 1995 | Inaugural Draft | OF | Matt | Stairs | MLB |
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| 15 | 24 | 360 | 1995 | Inaugural Draft | P | Tim | Worrell | MLB |
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| 16 | 1 | 361 | 1995 | Inaugural Draft | 2B | Rey | Sanchez | MLB |
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| 17 | 24 | 408 | 1995 | Inaugural Draft | C | John | Flaherty | MLB |
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| 18 | 1 | 409 | 1995 | Inaugural Draft | P | Brian | Bohanon | MLB |
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| 19 | 24 | 456 | 1995 | Inaugural Draft | 3B | Butch | Huskey | MLB |
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| 20 | 1 | 457 | 1995 | Inaugural Draft | 2B | Chris | Stynes | MLB |
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| 21 | 24 | 504 | 1995 | Inaugural Draft | OF | Roger | Cedeno | MLB |
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| 22 | 1 | 505 | 1995 | Inaugural Draft | P | Steve | Parris | MLB |
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| 22 | 8 | 512 | 1995 | Inaugural Draft | P | Alan | Embree | MLB |
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| 23 | 24 | 552 | 1995 | Inaugural Draft | P | Albie | Lopez | MLB |
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| 24 | 1 | 553 | 1995 | Inaugural Draft | P | Dennis | Cook | MLB |
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| 25 | 24 | 600 | 1995 | Inaugural Draft | C | Todd | Pratt | MLB |
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| 26 | 1 | 601 | 1995 | Inaugural Draft | C | Bill | Haselman | MLB |
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| 27 | 24 | 648 | 1995 | Inaugural Draft | P | Rudy | Seanez | MLB |
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| 28 | 1 | 649 | 1995 | Inaugural Draft | P | Jose | Mercedes | MLB |
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| 29 | 24 | 696 | 1995 | Inaugural Draft | OF | Warren | Newson | MLB |
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| 30 | 1 | 697 | 1995 | Inaugural Draft | P | Salomon | Torres | MLB |
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| 31 | 24 | 744 | 1995 | Inaugural Draft | OF | Phil | Plantier | MLB |
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| 32 | 1 | 745 | 1995 | Inaugural Draft | OF | Midre | Cummings | MLB |
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| 33 | 24 | 792 | 1995 | Inaugural Draft | OF | Mike | Kelly | MLB |
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| 34 | 1 | 793 | 1995 | Inaugural Draft | 3B | Howard | Johnson | MLB |
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| 35 | 24 | 840 | 1995 | Inaugural Draft | 2B+ | Edgar | Caceres | MLB |
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| 36 | 1 | 841 | 1995 | Inaugural Draft | 3B+ | Chris | Donnels | MLB |
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| 37 | 24 | 888 | 1995 | Inaugural Draft | OF+ | Tommy | Gregg | MLB |
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| 38 | 1 | 889 | 1995 | Inaugural Draft | 1B+ | Franklin | Stubbs | MLB |
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| 39 | 24 | 936 | 1995 | Inaugural Draft | 2B+ | Mario | Diaz | MLB |
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| 40 | 1 | 937 | 1995 | Inaugural Draft | P | Ron | Rightnowar | MLB |
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