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| First Round Draft Pick History |
| 1 | 16 | 16 | 1991 | Annual Draft | P | Juan | Guzman | MLB |
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| 1 | 18 | 18 | 1990 | Annual Draft | OF | Bernard | Gilkey | MLB |
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| 1 | 16 | 16 | 1989 | Annual Draft | OF | Greg | Vaughn | MLB |
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| 1 | 12 | 12 | 1988 | Annual Draft | P | Tom | Gordon | MLB |
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| 1 | 7 | 7 | 1986 | Annual Draft | 1B | Will | Clark | MLB |
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| Complete Draft History |
| 1 | 16 | 16 | 1991 | Annual Draft | P | Juan | Guzman | MLB |
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| 2 | 16 | 40 | 1991 | Annual Draft | P | Mike | Magnante | MLB |
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| 5 | 7 | 103 | 1991 | Annual Draft | OF | Ced | Landrum | MLB |
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| 5 | 16 | 112 | 1991 | Annual Draft | P | Tim | Mauser | MLB |
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| 6 | 16 | 136 | 1991 | Annual Draft | C | Erik | Pappas | MLB |
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| 7 | 16 | 160 | 1991 | Annual Draft | P | Chris | George | MLB |
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| 7 | 21 | 165 | 1991 | Annual Draft | P | Mo | Sanford | MLB |
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| 8 | 16 | 184 | 1991 | Annual Draft | P | Chris | Gardner | MLB |
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| 9 | 16 | 208 | 1991 | Annual Draft | P | John | Briscoe | MLB |
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| 10 | 16 | 232 | 1991 | Annual Draft | P | Stacy | Jones | MLB |
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| 11 | 16 | 256 | 1991 | Annual Draft | OF+ | Mike | Humphreys | MLB |
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| 1 | 18 | 18 | 1990 | Annual Draft | OF | Bernard | Gilkey | MLB |
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| 2 | 18 | 42 | 1990 | Annual Draft | P | Darren | Holmes | MLB |
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| 3 | 18 | 66 | 1990 | Annual Draft | P | Tim | Layana | MLB |
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| 5 | 18 | 114 | 1990 | Annual Draft | P | Kip | Gross | MLB |
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| 6 | 18 | 138 | 1990 | Annual Draft | OF | Rick | Parker | MLB |
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| 7 | 18 | 162 | 1990 | Annual Draft | P | Joe | Bitker | MLB |
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| 8 | 18 | 186 | 1990 | Annual Draft | P | Mark | Ross | MLB |
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| 9 | 18 | 210 | 1990 | Annual Draft | 2B | Johnny | Paredes | MLB |
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| 10 | 18 | 234 | 1990 | Annual Draft | P | Jeff S. | Richardson | MLB |
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| 1 | 16 | 16 | 1989 | Annual Draft | OF | Greg | Vaughn | MLB |
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| 2 | 16 | 40 | 1989 | Annual Draft | C | Darrin | Fletcher | MLB |
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| 3 | 16 | 64 | 1989 | Annual Draft | P | Brian | Dubois | MLB |
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| 4 | 16 | 88 | 1989 | Annual Draft | P | Julio | Machado | MLB |
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| 5 | 16 | 112 | 1989 | Annual Draft | P | Tim | Drummond | MLB |
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| 11 | 16 | 256 | 1989 | Annual Draft | OF | Scott | Little | MLB |
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| 12 | 16 | 280 | 1989 | Annual Draft | C | Jeff | Datz | MLB |
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| 13 | 16 | 304 | 1989 | Annual Draft | P | Scott | Nielsen | MLB |
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| 1 | 12 | 12 | 1988 | Annual Draft | P | Tom | Gordon | MLB |
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| 2 | 24 | 48 | 1988 | Annual Draft | P | Paul | Gibson | MLB |
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| 4 | 4 | 76 | 1988 | Annual Draft | P | Ken | Patterson | MLB |
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| 4 | 12 | 84 | 1988 | Annual Draft | OF | Ron | Jones | MLB |
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| 4 | 22 | 94 | 1988 | Annual Draft | C | Scotti | Madison | MLB |
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| 7 | 12 | 156 | 1988 | Annual Draft | C | Bill | McGuire | MLB |
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| 3 | 17 | 65 | 1987 | Annual Draft | C | Greg | Myers | MLB |
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| 4 | 1 | 73 | 1987 | Annual Draft | OF | Dave | Gallagher | MLB |
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| 4 | 17 | 89 | 1987 | Annual Draft | P | Clay | Parker | MLB |
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| 5 | 17 | 113 | 1987 | Annual Draft | 2B | Pete | Stanicek | MLB |
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| 6 | 17 | 137 | 1987 | Annual Draft | OF | Keith | Hughes | MLB |
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| 7 | 17 | 161 | 1987 | Annual Draft | P | Tim | Drummond | MLB |
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| 8 | 17 | 185 | 1987 | Annual Draft | P | Bill | Fulton | MLB |
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| 9 | 17 | 209 | 1987 | Annual Draft | P | Mark | Ross | MLB |
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| 1 | 7 | 7 | 1986 | Annual Draft | 1B | Will | Clark | MLB |
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| 2 | 6 | 30 | 1986 | Annual Draft | 1B | Kevin | Seitzer | MLB |
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| 3 | 7 | 55 | 1986 | Annual Draft | P | Mitch | Williams | MLB |
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| 4 | 6 | 78 | 1986 | Annual Draft | P | John Henry | Johnson | MLB |
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| 5 | 7 | 103 | 1986 | Annual Draft | P | Ed | Olwine | MLB |
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| 6 | 6 | 126 | 1986 | Annual Draft | OF | Tony | Walker | MLB |
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| 7 | 7 | 151 | 1986 | Annual Draft | C | Terry | Bell | MLB |
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| 8 | 6 | 174 | 1986 | Annual Draft | 2B+ | Ricky | Jones | MLB |
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| 9 | 7 | 199 | 1986 | Annual Draft | P | Tom | Dozier | MLB |
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| 10 | 6 | 222 | 1986 | Annual Draft | OF | Rod | Craig | MLB |
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Holyoke Purple Knights (HOL), 1985 - 1985
