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| First Round Draft Pick History |
| 1 | 18 | 18 | 2019 | Annual Draft | SP | Brad | Keller | MLB |
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| 1 | 15 | 15 | 2018 | Annual Draft | SP | Brad | Peacock | MLB |
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| 1 | 12 | 12 | 2016 | Annual Draft | RP | Roberto | Osuna | MLB |
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| 1 | 13 | 13 | 2016 | Annual Draft | 2B | Logan | Forsythe | MLB |
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| Complete Draft History |
| 1 | 18 | 18 | 2019 | Annual Draft | SP | Brad | Keller | MLB |
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| 2 | 18 | 42 | 2019 | Annual Draft | SP | C.C. | Sabathia | MLB |
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| 3 | 18 | 66 | 2019 | Annual Draft | SP | Trevor | Cahill | MLB |
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| 4 | 18 | 90 | 2019 | Annual Draft | 1B | Edwin | Encarnacion | MLB |
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| 5 | 18 | 114 | 2019 | Annual Draft | RP | Oliver | Perez | MLB |
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| 6 | 18 | 138 | 2019 | Annual Draft | SP | Dan | Straily | MLB |
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| 7 | 18 | 162 | 2019 | Annual Draft | 1B | Lucas | Duda | MLB |
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| 8 | 18 | 186 | 2019 | Annual Draft | C | Bryan | Holaday | MLB |
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| 9 | 18 | 210 | 2019 | Annual Draft | SS | Alcides | Escobar | MLB |
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| 10 | 18 | 234 | 2019 | Annual Draft | SP | Sam | Gaviglio | MLB |
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| 11 | 18 | 258 | 2019 | Annual Draft | RP | Nick | Vincent | MLB |
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| 12 | 18 | 282 | 2019 | Annual Draft | OF | Gorkys | Hernandez | MLB |
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| 13 | 18 | 306 | 2019 | Annual Draft | RP | Jim | Johnson | MLB |
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| 14 | 18 | 330 | 2019 | Annual Draft | OF | Austin | Slater | MLB |
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| 15 | 18 | 354 | 2019 | Annual Draft | RP | Jonny | Venters | MLB |
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| 16 | 18 | 378 | 2019 | Annual Draft | OF | Ryan | LaMarre | MLB |
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| 1 | 15 | 15 | 2018 | Annual Draft | SP | Brad | Peacock | MLB |
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| 2 | 15 | 39 | 2018 | Annual Draft | SP | C.C. | Sabathia | MLB |
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| 2 | 24 | 48 | 2018 | Annual Draft | 3B | Matt | Davidson | MLB |
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| 3 | 15 | 63 | 2018 | Annual Draft | SP | Jakob | Junis | MLB |
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| 4 | 15 | 87 | 2018 | Annual Draft | 2B | Brandon | Phillips | MLB |
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| 5 | 15 | 111 | 2018 | Annual Draft | RP | Tyler | Olson | MLB |
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| 6 | 15 | 135 | 2018 | Annual Draft | C | Bruce | Maxwell | MLB |
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| 8 | 15 | 183 | 2018 | Annual Draft | SP | Austin | Pruitt | MLB |
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| 9 | 15 | 207 | 2018 | Annual Draft | OF | Norichika | Aoki | MLB |
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| 10 | 12 | 228 | 2018 | Annual Draft | OF | Gregor | Blanco | MLB |
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| 10 | 15 | 231 | 2018 | Annual Draft | C | Jeff | Mathis | MLB |
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| 11 | 15 | 255 | 2018 | Annual Draft | OF | Seth | Smith | MLB |
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| 12 | 15 | 279 | 2018 | Annual Draft | C | Luke | Maile | MLB |
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| 13 | 15 | 303 | 2018 | Annual Draft | SP | Scott | Feldman | MLB |
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| 14 | 15 | 327 | 2018 | Annual Draft | SP | Anibal | Sanchez | MLB |
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| 16 | 15 | 375 | 2018 | Annual Draft | 1B | Tyler | Moore | MLB |
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| 17 | 15 | 399 | 2018 | Annual Draft | RP | Ben | Heller | MLB |
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| 18 | 15 | 423 | 2018 | Annual Draft | RP | Noe | Ramirez | MLB |
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| 19 | 15 | 447 | 2018 | Annual Draft | C | Juan | Graterol | MLB |
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| 20 | 15 | 471 | 2018 | Annual Draft | 2B | Ty | Kelly | MLB |
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| 2 | 17 | 41 | 2017 | Annual Draft | SP | Miguel | Gonzalez | MLB |
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| 4 | 24 | 96 | 2017 | Annual Draft | RP | Tony | Barnette | MLB |
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| 5 | 17 | 113 | 2017 | Annual Draft | RP | Joe | Biagini | MLB |
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| 6 | 17 | 137 | 2017 | Annual Draft | SP | Josh | Tomlin | MLB |
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| 7 | 17 | 161 | 2017 | Annual Draft | OF | Ichiro | Suzuki | MLB |
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| 8 | 17 | 185 | 2017 | Annual Draft | 1B | Mark | Teixeira | MLB |
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| 9 | 17 | 209 | 2017 | Annual Draft | SP | Bryan | Mitchell | MLB |
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| 10 | 17 | 233 | 2017 | Annual Draft | C | Jose | Lobaton | MLB |
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| 11 | 17 | 257 | 2017 | Annual Draft | RP | Dan | Altavilla | MLB |
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| 12 | 17 | 281 | 2017 | Annual Draft | 1B | Ryan | Howard | MLB |
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| 13 | 17 | 305 | 2017 | Annual Draft | SS | Charlie | Culberson | MLB |
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| 1 | 12 | 12 | 2016 | Annual Draft | RP | Roberto | Osuna | MLB |
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| 1 | 13 | 13 | 2016 | Annual Draft | 2B | Logan | Forsythe | MLB |
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| 2 | 13 | 37 | 2016 | Annual Draft | SP | Dan | Haren | MLB |
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| 3 | 14 | 62 | 2016 | Annual Draft | SP | Ubaldo | Jimenez | MLB |
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| 4 | 13 | 85 | 2016 | Annual Draft | SP | Mike | Bolsinger | MLB |
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| 5 | 12 | 108 | 2016 | Annual Draft | OF | Trayce | Thompson | MLB |
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| 6 | 13 | 133 | 2016 | Annual Draft | SS | Eduardo | Nunez | MLB |
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| 7 | 12 | 156 | 2016 | Annual Draft | SS | Miguel | Rojas | MLB |
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| 7 | 14 | 158 | 2016 | Annual Draft | RP | Glen | Perkins | MLB |
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| 8 | 13 | 181 | 2016 | Annual Draft | RP | Jason | Frasor | MLB |
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| 9 | 14 | 206 | 2016 | Annual Draft | SP | Tony | Zych | MLB |
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| 11 | 13 | 253 | 2016 | Annual Draft | OF | Shawn | O'Malley | MLB |
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| 12 | 12 | 276 | 2016 | Annual Draft | OF | Shane | Robinson | MLB |
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| 12 | 14 | 278 | 2016 | Annual Draft | OF | Jose | Tabata | MLB |
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| 13 | 13 | 301 | 2016 | Annual Draft | SP | Tsuyoshi | Wada | MLB |
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| 14 | 13 | 325 | 2016 | Annual Draft | SP | Casey | Sadler | MLB |
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| 15 | 13 | 349 | 2016 | Annual Draft | OF | Jason | Bourgeois | MLB |
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| 16 | 13 | 373 | 2016 | Annual Draft | OF | Jaff | Decker | MLB |
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