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| First Round Draft Pick History |
| 1 | 11 | 11 | 1999 | Annual Draft | 2B | Luis | Castillo | MLB |
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| 1 | 3 | 3 | 1998 | Annual Draft | 3B | Troy | Glaus | MLB |
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| 1 | 2 | 2 | 1997 | Annual Draft | 1B | David | Ortiz | MLB |
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| 1 | 2 | 2 | 1996 | Annual Draft | SS | Nomar | Garciaparra | MLB |
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| 1 | 10 | 10 | 1996 | Annual Draft | OF | Darin | Erstad | MLB |
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| 1 | 12 | 12 | 1994 | Annual Draft | P | Lee | Smith | MLB |
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| 1 | 15 | 15 | 1992 | Annual Draft | C | Todd | Hundley | MLB |
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| 1 | 11 | 11 | 1991 | Annual Draft | OF | Luis | Gonzalez | MLB |
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| Complete Draft History |
| 1 | 11 | 11 | 1999 | Annual Draft | 2B | Luis | Castillo | MLB |
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| 3 | 11 | 43 | 1999 | Annual Draft | C | Todd | Hundley | MLB |
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| 6 | 11 | 91 | 1999 | Annual Draft | P | Travis | Miller | MLB |
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| 7 | 11 | 107 | 1999 | Annual Draft | P | Mike | Jackson | MLB |
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| 8 | 11 | 123 | 1999 | Annual Draft | P | Pat | Mahomes | MLB |
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| 9 | 11 | 139 | 1999 | Annual Draft | P | Dave | Burba | MLB |
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| 10 | 11 | 155 | 1999 | Annual Draft | P | Anthony | Telford | MLB |
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| 11 | 11 | 171 | 1999 | Annual Draft | P | Todd | Jones | MLB |
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| 12 | 11 | 187 | 1999 | Annual Draft | C | Chad | Kreuter | MLB |
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| 13 | 11 | 203 | 1999 | Annual Draft | 3B+ | Russ | Davis | MLB |
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| 14 | 11 | 219 | 1999 | Annual Draft | SS+ | Dave | Berg | MLB |
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| 15 | 11 | 235 | 1999 | Annual Draft | OF | Wil | Cordero | MLB |
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| 16 | 11 | 251 | 1999 | Annual Draft | C | Paul | Bako | MLB |
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| 17 | 11 | 267 | 1999 | Annual Draft | 2B | Delino | DeShields | MLB |
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| 18 | 11 | 283 | 1999 | Annual Draft | OF | Mark | Kotsay | MLB |
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| 19 | 11 | 299 | 1999 | Annual Draft | OF | Gabe | Kapler | MLB |
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| 20 | 11 | 315 | 1999 | Annual Draft | OF | Gabe | Kapler | MLB |
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| 1 | 3 | 3 | 1998 | Annual Draft | 3B | Troy | Glaus | MLB |
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| 3 | 3 | 35 | 1998 | Annual Draft | C | Charles | Johnson | MLB |
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| 3 | 5 | 37 | 1998 | Annual Draft | P | Billy | Taylor | MLB |
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| 4 | 3 | 51 | 1998 | Annual Draft | C | Brent | Mayne | MLB |
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| 6 | 3 | 83 | 1998 | Annual Draft | P | Shigetoshi | Hasegawa | MLB |
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| 7 | 3 | 99 | 1998 | Annual Draft | P | Jim | Mecir | MLB |
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| 8 | 3 | 115 | 1998 | Annual Draft | OF | Darren | Lewis | MLB |
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| 9 | 3 | 131 | 1998 | Annual Draft | 2B | Mike | Lansing | MLB |
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| 10 | 3 | 147 | 1998 | Annual Draft | 3B | Wade | Boggs | MLB |
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| 11 | 3 | 163 | 1998 | Annual Draft | SS | Chris | Gomez | MLB |
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| 12 | 3 | 179 | 1998 | Annual Draft | P | Anthony | Telford | MLB |
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| 13 | 3 | 195 | 1998 | Annual Draft | C | Charlie | O'Brien | MLB |
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| 14 | 3 | 211 | 1998 | Annual Draft | OF | Mark | Whiten | MLB |
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| 15 | 3 | 227 | 1998 | Annual Draft | 2B | Joey | Cora | MLB |
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| 16 | 3 | 243 | 1998 | Annual Draft | P | Brian | Edmondson | MLB |
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| 1 | 2 | 2 | 1997 | Annual Draft | 1B | David | Ortiz | MLB |
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| 2 | 2 | 18 | 1997 | Annual Draft | P | Brian | Moehler | MLB |
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| 2 | 11 | 27 | 1997 | Annual Draft | P | Carlos | Perez | MLB |
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| 3 | 2 | 34 | 1997 | Annual Draft | C | Brent | Mayne | MLB |
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| 3 | 14 | 46 | 1997 | Annual Draft | P | Danny | Patterson | MLB |
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| 4 | 2 | 50 | 1997 | Annual Draft | P | Rich | Loiselle | MLB |
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| 5 | 2 | 66 | 1997 | Annual Draft | 3B | Russ | Davis | MLB |
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| 6 | 2 | 82 | 1997 | Annual Draft | P | Mike | Fetters | MLB |
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| 7 | 2 | 98 | 1997 | Annual Draft | OF+ | Butch | Huskey | MLB |
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| 8 | 2 | 114 | 1997 | Annual Draft | 3B+ | Todd | Walker | MLB |
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| 9 | 2 | 130 | 1997 | Annual Draft | 2B+ | Scott | Spiezio | MLB |
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| 10 | 2 | 146 | 1997 | Annual Draft | 1B | Richie | Sexson | MLB |
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| 11 | 2 | 162 | 1997 | Annual Draft | P | Aaron | Small | MLB |
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| 12 | 2 | 178 | 1997 | Annual Draft | 1B | Rico | Brogna | MLB |
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| 13 | 2 | 194 | 1997 | Annual Draft | OF | Bernard | Gilkey | MLB |
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| 14 | 2 | 210 | 1997 | Annual Draft | C | Charlie | O'Brien | MLB |
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| 1 | 2 | 2 | 1996 | Annual Draft | SS | Nomar | Garciaparra | MLB |
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| 1 | 10 | 10 | 1996 | Annual Draft | OF | Darin | Erstad | MLB |
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| 2 | 10 | 26 | 1996 | Annual Draft | P | Randy | Myers | MLB |
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| 3 | 7 | 39 | 1996 | Annual Draft | P | Tim | Worrell | MLB |
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| 6 | 10 | 90 | 1996 | Annual Draft | OF | Jon | Nunnally | MLB |
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| 7 | 10 | 106 | 1996 | Annual Draft | P | Jose | Lima | MLB |
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| 8 | 10 | 122 | 1996 | Annual Draft | C | Greg | Myers | MLB |
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| 9 | 10 | 138 | 1996 | Annual Draft | 3B | Shane | Andrews | MLB |
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| 10 | 10 | 154 | 1996 | Annual Draft | 3B+ | Mike | Blowers | MLB |
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| 11 | 10 | 170 | 1996 | Annual Draft | OF | Darren | Bragg | MLB |
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| 12 | 10 | 186 | 1996 | Annual Draft | P | Richie | Lewis | MLB |
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| 13 | 10 | 202 | 1996 | Annual Draft | SS+ | Damion | Easley | MLB |
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| 14 | 10 | 218 | 1996 | Annual Draft | OF | Jacob | Brumfield | MLB |
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| 15 | 10 | 234 | 1996 | Annual Draft | 2B | Mark | Lewis | MLB |
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| 16 | 10 | 250 | 1996 | Annual Draft | OF | Trot | Nixon | MLB |
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| 17 | 10 | 266 | 1996 | Annual Draft | P | Rafael | Carmona | MLB |
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| 18 | 10 | 282 | 1996 | Annual Draft | 1B | Butch | Huskey | MLB |
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| 19 | 10 | 298 | 1996 | Annual Draft | 1B | Butch | Huskey | MLB |
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| 2 | 1 | 17 | 1995 | Annual Draft | P | Tony | Castillo | MLB |
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| 2 | 14 | 30 | 1995 | Annual Draft | P | Jesse | Orosco | MLB |
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| 3 | 1 | 33 | 1995 | Annual Draft | P | Norm | Charlton | MLB |
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| 3 | 9 | 41 | 1995 | Annual Draft | C | Darrin | Fletcher | MLB |
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| 4 | 1 | 49 | 1995 | Annual Draft | P | Darren | Holmes | MLB |
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| 5 | 1 | 65 | 1995 | Annual Draft | SS+ | Pat | Meares | MLB |
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| 5 | 9 | 73 | 1995 | Annual Draft | P | Carlos | Perez | MLB |
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| 6 | 1 | 81 | 1995 | Annual Draft | OF | Jon | Nunnally | MLB |
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| 7 | 1 | 97 | 1995 | Annual Draft | OF | Carl | Everett | MLB |
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| 8 | 1 | 113 | 1995 | Annual Draft | 2B+ | Mike | Lansing | MLB |
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| 9 | 1 | 129 | 1995 | Annual Draft | 1B | Don | Mattingly | MLB |
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| 10 | 1 | 145 | 1995 | Annual Draft | P | Roger | McDowell | MLB |
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| 11 | 1 | 161 | 1995 | Annual Draft | 3B+ | Ed | Sprague | MLB |
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| 12 | 1 | 177 | 1995 | Annual Draft | P | Mel | Rojas | MLB |
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| 13 | 1 | 193 | 1995 | Annual Draft | 3B+ | Mike | Benjamin | MLB |
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| 14 | 1 | 209 | 1995 | Annual Draft | 3B+ | Jeff | Huson | MLB |
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| 1 | 12 | 12 | 1994 | Annual Draft | P | Lee | Smith | MLB |
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| 5 | 12 | 76 | 1994 | Annual Draft | OF | Chad | Curtis | MLB |
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| 5 | 13 | 77 | 1994 | Annual Draft | P | Johnny | Ruffin | MLB |
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| 6 | 12 | 92 | 1994 | Annual Draft | P | Bob | Wickman | MLB |
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| 7 | 12 | 108 | 1994 | Annual Draft | SS | Jeff | Blauser | MLB |
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| 8 | 12 | 124 | 1994 | Annual Draft | 1B | Kent | Hrbek | MLB |
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| 9 | 12 | 140 | 1994 | Annual Draft | 2B+ | Jeff | Branson | MLB |
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| 10 | 12 | 156 | 1994 | Annual Draft | 1B+ | David | Segui | MLB |
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| 11 | 12 | 172 | 1994 | Annual Draft | P | Storm | Davis | MLB |
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| 12 | 12 | 188 | 1994 | Annual Draft | P | Rich | Rodriguez | MLB |
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| 13 | 12 | 204 | 1994 | Annual Draft | OF | Ryan | Thompson | MLB |
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| 14 | 12 | 220 | 1994 | Annual Draft | OF | Phil | Plantier | MLB |
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| 15 | 12 | 236 | 1994 | Annual Draft | OF | Brian R. | Hunter | MLB |
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| 16 | 12 | 252 | 1994 | Annual Draft | P | Bruce | Ruffin | MLB |
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| 17 | 12 | 268 | 1994 | Annual Draft | C | Pat | Borders | MLB |
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| 3 | 2 | 34 | 1993 | Annual Draft | P | Matt | Turner | MLB |
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| 5 | 2 | 66 | 1993 | Annual Draft | SS | Greg | Gagne | MLB |
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| 7 | 2 | 98 | 1993 | Annual Draft | P | Scott | Bankhead | MLB |
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| 8 | 2 | 114 | 1993 | Annual Draft | 3B+ | Gary | Gaetti | MLB |
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| 9 | 2 | 130 | 1993 | Annual Draft | SS | Andujar | Cedeno | MLB |
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| 10 | 2 | 146 | 1993 | Annual Draft | 2B | Harold | Reynolds | MLB |
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| 11 | 2 | 162 | 1993 | Annual Draft | P | Mike | Hartley | MLB |
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| 12 | 2 | 178 | 1993 | Annual Draft | OF | Daryl | Boston | MLB |
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| 14 | 2 | 210 | 1993 | Annual Draft | 1B+ | Mike | Aldrete | MLB |
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| 15 | 2 | 226 | 1993 | Annual Draft | P | Roger | Mason | MLB |
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| 16 | 2 | 242 | 1993 | Annual Draft | OF+ | Cory | Snyder | MLB |
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| 17 | 2 | 258 | 1993 | Annual Draft | C | Brent | Mayne | MLB |
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| 18 | 2 | 274 | 1993 | Annual Draft | P | Jeff | Shaw | MLB |
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| 19 | 2 | 290 | 1993 | Annual Draft | OF | Dave | Henderson | MLB |
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| 1 | 15 | 15 | 1992 | Annual Draft | C | Todd | Hundley | MLB |
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| 2 | 7 | 23 | 1992 | Annual Draft | P | Darren | Holmes | MLB |
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| 3 | 2 | 34 | 1992 | Annual Draft | OF | Chad | Curtis | MLB |
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| 3 | 13 | 45 | 1992 | Annual Draft | SS | Jeff | Huson | MLB |
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| 3 | 15 | 47 | 1992 | Annual Draft | P | Gary | Wayne | MLB |
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| 5 | 15 | 79 | 1992 | Annual Draft | P | Paul | Quantrill | MLB |
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| 6 | 15 | 95 | 1992 | Annual Draft | 2B | Bill | Doran | MLB |
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| 7 | 15 | 111 | 1992 | Annual Draft | OF | Willie | Wilson | MLB |
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| 8 | 15 | 127 | 1992 | Annual Draft | SS | Dick | Schofield | MLB |
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| 9 | 15 | 143 | 1992 | Annual Draft | OF | Gary | Pettis | MLB |
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| 10 | 15 | 159 | 1992 | Annual Draft | OF | Eric | Davis | MLB |
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| 11 | 15 | 175 | 1992 | Annual Draft | 2B | Steve | Sax | MLB |
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| 12 | 15 | 191 | 1992 | Annual Draft | OF | Robin | Yount | MLB |
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| 13 | 15 | 207 | 1992 | Annual Draft | P | Jim | Corsi | MLB |
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| 14 | 15 | 223 | 1992 | Annual Draft | C | Carlton | Fisk | MLB |
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| 1 | 11 | 11 | 1991 | Annual Draft | OF | Luis | Gonzalez | MLB |
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| 2 | 11 | 27 | 1991 | Annual Draft | P | Jose | Guzman | MLB |
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| 3 | 11 | 43 | 1991 | Annual Draft | 3B | Charlie | Hayes | MLB |
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| 4 | 11 | 59 | 1991 | Annual Draft | P | Steve | Howe | MLB |
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| 5 | 11 | 75 | 1991 | Annual Draft | C | Tony | Pena | MLB |
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| 6 | 11 | 91 | 1991 | Annual Draft | 3B | Tim | Wallach | MLB |
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| 7 | 11 | 107 | 1991 | Annual Draft | P | Tony | Fossas | MLB |
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| 8 | 11 | 123 | 1991 | Annual Draft | SS+ | Alvaro | Espinoza | MLB |
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| 9 | 11 | 139 | 1991 | Annual Draft | P | Kip | Gross | MLB |
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| 10 | 11 | 155 | 1991 | Annual Draft | OF | Dwight | Evans | MLB |
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| 11 | 11 | 171 | 1991 | Annual Draft | OF | Phil | Plantier | MLB |
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| 12 | 11 | 187 | 1991 | Annual Draft | P | Jim | Corsi | MLB |
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| 13 | 11 | 203 | 1991 | Annual Draft | 1B+ | Pete | O'Brien | MLB |
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| 14 | 11 | 219 | 1991 | Annual Draft | P | Mike | Hartley | MLB |
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| 15 | 11 | 235 | 1991 | Annual Draft | C | Darrin | Fletcher | MLB |
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Westfield Sox (WSO), 1970 - 1990
