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| First Round Draft Pick History |
| 1 | 17 | 17 | 2020 | Annual Draft | OF+ | J.D. | Davis | MLB |
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| 1 | 13 | 13 | 2018 | Annual Draft | SP | Jose | Urena | MLB |
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| 1 | 18 | 18 | 2017 | Annual Draft | SP | Bartolo | Colon | MLB |
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| 1 | 10 | 10 | 2015 | Annual Draft | 1B | Anthony | Rizzo | MLB |
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| Complete Draft History |
| 1 | 17 | 17 | 2020 | Annual Draft | OF+ | J.D. | Davis | MLB |
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| 2 | 18 | 42 | 2020 | Annual Draft | P | Anibal | Sanchez | MLB |
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| 3 | 17 | 65 | 2020 | Annual Draft | P | Adam | Wainwright | MLB |
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| 4 | 18 | 90 | 2020 | Annual Draft | OF+ | Josh | Reddick | MLB |
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| 6 | 18 | 138 | 2020 | Annual Draft | P | Jason | Adam | MLB |
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| 7 | 17 | 161 | 2020 | Annual Draft | 3B+ | Matt | Carpenter | MLB |
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| 8 | 18 | 186 | 2020 | Annual Draft | P | Jason | Vargas | MLB |
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| 9 | 17 | 209 | 2020 | Annual Draft | C+ | Jonathan | Lucroy | MLB |
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| 10 | 18 | 234 | 2020 | Annual Draft | C+ | John | Hicks | MLB |
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| 11 | 17 | 257 | 2020 | Annual Draft | P | J.B. | Wendelken | MLB |
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| 12 | 18 | 282 | 2020 | Annual Draft | P | David | Phelps | MLB |
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| 13 | 17 | 305 | 2020 | Annual Draft | OF | Abraham | Almonte | MLB |
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| 14 | 18 | 330 | 2020 | Annual Draft | 1B | Tyler | White | MLB |
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| 15 | 17 | 353 | 2020 | Annual Draft | P | Dominic | Leone | MLB |
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| 16 | 18 | 378 | 2020 | Annual Draft | 3B+ | Ryan | Goins | MLB |
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| 17 | 17 | 401 | 2020 | Annual Draft | C+ | Chris | Herrmann | MLB |
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| 18 | 18 | 426 | 2020 | Annual Draft | OF | Keon | Broxton | MLB |
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| 19 | 17 | 449 | 2020 | Annual Draft | OF+ | Taylor | Ward | MLB |
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| 20 | 18 | 474 | 2020 | Annual Draft | C+ | Drew | Butera | MLB |
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| 2 | 16 | 40 | 2019 | Annual Draft | 2B | Daniel | Descalso | MLB |
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| 3 | 15 | 63 | 2019 | Annual Draft | SP | Tyson | Ross | MLB |
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| 4 | 16 | 88 | 2019 | Annual Draft | RP | Yoshihisa | Hirano | MLB |
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| 5 | 15 | 111 | 2019 | Annual Draft | RP | David | Hernandez | MLB |
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| 6 | 16 | 136 | 2019 | Annual Draft | RP | Jesse | Biddle | MLB |
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| 7 | 15 | 159 | 2019 | Annual Draft | 3B | Todd | Frazier | MLB |
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| 8 | 16 | 184 | 2019 | Annual Draft | OF | Nick | Martini | MLB |
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| 9 | 15 | 207 | 2019 | Annual Draft | 1B | Matt | Davidson | MLB |
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| 10 | 16 | 232 | 2019 | Annual Draft | RP | Justin | Wilson | MLB |
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| 12 | 16 | 280 | 2019 | Annual Draft | OF | Phil | Ervin | MLB |
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| 13 | 15 | 303 | 2019 | Annual Draft | C | Carlos | Perez | MLB |
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| 14 | 16 | 328 | 2019 | Annual Draft | RP | Justin | Anderson | MLB |
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| 15 | 15 | 351 | 2019 | Annual Draft | RP | Luis | Garcia | MLB |
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| 16 | 16 | 376 | 2019 | Annual Draft | 3B | Yadiel | Rivera | MLB |
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| 17 | 15 | 399 | 2019 | Annual Draft | SP | Jason | Hammel | MLB |
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| 18 | 16 | 424 | 2019 | Annual Draft | 2B | Chase | Utley | MLB |
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| 19 | 15 | 447 | 2019 | Annual Draft | 3B | Ramon | Torres | MLB |
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| 20 | 16 | 472 | 2019 | Annual Draft | RP | Dan | Altavilla | MLB |
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| 1 | 13 | 13 | 2018 | Annual Draft | SP | Jose | Urena | MLB |
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| 2 | 12 | 36 | 2018 | Annual Draft | SP | Jhoulys | Chacin | MLB |
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| 3 | 13 | 61 | 2018 | Annual Draft | RP | Cory | Gearrin | MLB |
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| 4 | 12 | 84 | 2018 | Annual Draft | RP | Mike | Montgomery | MLB |
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| 5 | 13 | 109 | 2018 | Annual Draft | 3B | Derek | Dietrich | MLB |
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| 6 | 12 | 132 | 2018 | Annual Draft | C | Chris | Gimenez | MLB |
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| 7 | 13 | 157 | 2018 | Annual Draft | C | Omar | Narvaez | MLB |
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| 8 | 12 | 180 | 2018 | Annual Draft | 2B | Ronald | Torreyes | MLB |
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| 9 | 13 | 205 | 2018 | Annual Draft | RP | Fernando | Abad | MLB |
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| 11 | 13 | 253 | 2018 | Annual Draft | OF | Ezequiel | Carrera | MLB |
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| 12 | 12 | 276 | 2018 | Annual Draft | 2B | Christopher | Bostick | MLB |
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| 13 | 13 | 301 | 2018 | Annual Draft | RP | Ross | Stripling | MLB |
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| 14 | 12 | 324 | 2018 | Annual Draft | OF | Magneuris | Sierra | MLB |
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| 15 | 13 | 349 | 2018 | Annual Draft | SP | Zach | Eflin | MLB |
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| 16 | 12 | 372 | 2018 | Annual Draft | RP | Troy | Scribner | MLB |
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| 17 | 13 | 397 | 2018 | Annual Draft | RP | Jeff | Beliveau | MLB |
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| 18 | 12 | 420 | 2018 | Annual Draft | OF | Sean | Rodriguez | MLB |
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| 1 | 18 | 18 | 2017 | Annual Draft | SP | Bartolo | Colon | MLB |
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| 2 | 18 | 42 | 2017 | Annual Draft | SP | Kendall | Graveman | MLB |
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| 3 | 18 | 66 | 2017 | Annual Draft | 1B | Kendrys | Morales | MLB |
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| 4 | 18 | 90 | 2017 | Annual Draft | OF | Hyun Soo | Kim | MLB |
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| 5 | 18 | 114 | 2017 | Annual Draft | SS | Daniel | Descalso | MLB |
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| 6 | 18 | 138 | 2017 | Annual Draft | 2B | Chase | Utley | MLB |
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| 6 | 19 | 139 | 2017 | Annual Draft | 2B | Darwin | Barney | MLB |
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| 7 | 6 | 150 | 2017 | Annual Draft | C | Dioner | Navarro | MLB |
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| 7 | 18 | 162 | 2017 | Annual Draft | SP | Brian | Flynn | MLB |
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| 8 | 18 | 186 | 2017 | Annual Draft | RP | Marc | Rzepczynski | MLB |
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| 9 | 18 | 210 | 2017 | Annual Draft | RP | Donnie | Hart | MLB |
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| 10 | 18 | 234 | 2017 | Annual Draft | RP | Joaquin | Benoit | MLB |
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| 11 | 18 | 258 | 2017 | Annual Draft | 2B | Phil | Gosselin | MLB |
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| 12 | 18 | 282 | 2017 | Annual Draft | RP | Jacob | Barnes | MLB |
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| 13 | 18 | 306 | 2017 | Annual Draft | RP | Shawn | Armstrong | MLB |
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| 3 | 7 | 55 | 2016 | Annual Draft | 1B | Mark | Reynolds | MLB |
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| 4 | 6 | 78 | 2016 | Annual Draft | C | Cameron | Rupp | MLB |
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| 5 | 7 | 103 | 2016 | Annual Draft | C | A.J. | Pierzynski | MLB |
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| 6 | 6 | 126 | 2016 | Annual Draft | 3B | Jimmy | Paredes | MLB |
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| 7 | 7 | 151 | 2016 | Annual Draft | RP | Jeanmar | Gomez | MLB |
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| 8 | 6 | 174 | 2016 | Annual Draft | RP | Brad | Brach | MLB |
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| 9 | 7 | 199 | 2016 | Annual Draft | RP | J.J. | Hoover | MLB |
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| 10 | 6 | 222 | 2016 | Annual Draft | 3B | Elian | Herrera | MLB |
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| 11 | 7 | 247 | 2016 | Annual Draft | RP | Elvis | Araujo | MLB |
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| 12 | 6 | 270 | 2016 | Annual Draft | RP | Branden | Pinder | MLB |
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| 1 | 10 | 10 | 2015 | Annual Draft | 1B | Anthony | Rizzo | MLB |
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| 2 | 15 | 39 | 2015 | Annual Draft | SP | Cole | Hamels | MLB |
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| 3 | 10 | 58 | 2015 | Annual Draft | OF | J.D. | Martinez | MLB |
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| 4 | 15 | 87 | 2015 | Annual Draft | SP | Tyson | Ross | MLB |
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| 5 | 10 | 106 | 2015 | Annual Draft | OF | Hunter | Pence | MLB |
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| 6 | 15 | 135 | 2015 | Annual Draft | SP | Edinson | Volquez | MLB |
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| 7 | 10 | 154 | 2015 | Annual Draft | 2B | Howie | Kendrick | MLB |
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| 8 | 15 | 183 | 2015 | Annual Draft | SP | Francisco | Liriano | MLB |
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| 9 | 10 | 202 | 2015 | Annual Draft | 3B | Martin | Prado | MLB |
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| 10 | 15 | 231 | 2015 | Annual Draft | SS | Adeiny | Hechavarria | MLB |
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| 11 | 10 | 250 | 2015 | Annual Draft | SP | Aaron | Harang | MLB |
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| 12 | 15 | 279 | 2015 | Annual Draft | C | Tyler | Flowers | MLB |
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| 13 | 10 | 298 | 2015 | Annual Draft | OF | Brock | Holt | MLB |
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| 14 | 15 | 327 | 2015 | Annual Draft | RP | Cody | Allen | MLB |
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| 15 | 10 | 346 | 2015 | Annual Draft | RP | Jeurys | Familia | MLB |
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| 16 | 15 | 375 | 2015 | Annual Draft | RP | A.J. | Ramos | MLB |
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| 17 | 10 | 394 | 2015 | Annual Draft | OF | David | Peralta | MLB |
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| 18 | 15 | 423 | 2015 | Annual Draft | SP | Hector | Santiago | MLB |
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| 19 | 10 | 442 | 2015 | Annual Draft | OF | Alex | Rios | MLB |
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| 20 | 15 | 471 | 2015 | Annual Draft | RP | Jake | Petricka | MLB |
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| 21 | 10 | 490 | 2015 | Annual Draft | C | Anthony | Recker | MLB |
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| 22 | 15 | 519 | 2015 | Annual Draft | 2B | Gordon | Beckham | MLB |
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| 23 | 10 | 538 | 2015 | Annual Draft | RP | Aaron | Loup | MLB |
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| 24 | 15 | 567 | 2015 | Annual Draft | C | Drew | Butera | MLB |
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| 25 | 10 | 586 | 2015 | Annual Draft | OF | Jordan | Schafer | MLB |
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| 26 | 15 | 615 | 2015 | Annual Draft | 2B | Phil | Gosselin | MLB |
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| 27 | 10 | 634 | 2015 | Annual Draft | RP | Jacob | Diekman | MLB |
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| 28 | 15 | 663 | 2015 | Annual Draft | SP | Chris | Bassitt | MLB |
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| 29 | 10 | 682 | 2015 | Annual Draft | SS | Andrew | Romine | MLB |
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| 30 | 15 | 711 | 2015 | Annual Draft | SP | David | Phelps | MLB |
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| 31 | 10 | 730 | 2015 | Annual Draft | RP | Jeff | Beliveau | MLB |
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| 32 | 15 | 759 | 2015 | Annual Draft | C | Sandy | Leon | MLB |
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| 33 | 10 | 778 | 2015 | Annual Draft | 3B | Cesar | Hernandez | MLB |
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| 34 | 15 | 807 | 2015 | Annual Draft | 1B | Efren | Navarro | MLB |
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| 35 | 10 | 826 | 2015 | Annual Draft | RP | Juan Carlos | Oviedo | MLB |
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| 36 | 15 | 855 | 2015 | Annual Draft | OF | Chris | Denorfia | MLB |
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| 37 | 10 | 874 | 2015 | Annual Draft | RP | Kyle | Ryan | MLB |
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| 38 | 15 | 903 | 2015 | Annual Draft | RP | Luis | Avilan | MLB |
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| 39 | 10 | 922 | 2015 | Annual Draft | RP | Scott | Downs | MLB |
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| 40 | 15 | 951 | 2015 | Annual Draft | 2B | Brandon | Hicks | MLB |
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