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| First Round Draft Pick History |
| 1 | 4 | 4 | 1925 | Annual Draft | P | Freddie | Fitzsimmons | MLB |
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| 1 | 5 | 5 | 1924 | Annual Draft | P | Red | Ruffing | MLB |
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| 1 | 3 | 3 | 1923 | Annual Draft | P | Ted | Lyons | MLB |
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| 1 | 1 | 1 | 1922 | Annual Draft | C | Gabby | Hartnett | MLB |
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| 1 | 6 | 6 | 1922 | Annual Draft | 3B | George | Grantham | MLB |
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| 1 | 2 | 2 | 1921 | Annual Draft | OF | Kiki | Cuyler | MLB |
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| 1 | 7 | 7 | 1921 | Annual Draft | 1B | Lu | Blue | MLB |
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| 1 | 1 | 1 | 1920 | Annual Draft | SS | Pie | Traynor | MLB |
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| 1 | 7 | 7 | 1919 | Annual Draft | SS | Hod | Ford | MLB |
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| 1 | 5 | 5 | 1918 | Annual Draft | 2B | Johnny | Mostil | MLB |
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| 1 | 11 | 11 | 1917 | Annual Draft | OF | Ray | Powell | MLB |
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| 1 | 11 | 11 | 1916 | Annual Draft | C | Tubby | Spencer | MLB |
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| 1 | 12 | 12 | 1914 | Annual Draft | SP | Rube | Bressler | MLB |
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| 1 | 10 | 10 | 1913 | Annual Draft | RP | Doc | Ayers | MLB |
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| 1 | 12 | 12 | 1913 | Annual Draft | SP | Al | Mamaux | MLB |
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| 1 | 8 | 8 | 1912 | Annual Draft | SP | Tom | Seaton | MLB |
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| 1 | 12 | 12 | 1912 | Annual Draft | SP | Hooks | Dauss | MLB |
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| 1 | 12 | 12 | 1911 | Annual Draft | SP | Larry | Pape | MLB |
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| 1 | 3 | 3 | 1910 | Annual Draft | SP | Lefty | Tyler | MLB |
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| 1 | 2 | 2 | 1909 | Inaugural Draft | 2B | Eddie | Collins | MLB |
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| Complete Draft History |
| 1 | 4 | 4 | 1925 | Annual Draft | P | Freddie | Fitzsimmons | MLB |
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| 2 | 4 | 16 | 1925 | Annual Draft | P | Ray | Benge | MLB |
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| 3 | 4 | 28 | 1925 | Annual Draft | OF | Dave | Harris | MLB |
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| 4 | 4 | 40 | 1925 | Annual Draft | 1B | Chicken | Hawks | MLB |
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| 5 | 4 | 52 | 1925 | Annual Draft | P | Harry | Kelley | MLB |
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| 6 | 4 | 64 | 1925 | Annual Draft | SS+ | Pinky | Pittenger | MLB |
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| 7 | 4 | 76 | 1925 | Annual Draft | OF | Elmer | Smith | MLB |
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| 8 | 4 | 88 | 1925 | Annual Draft | P | Art | Stokes | MLB |
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| 1 | 5 | 5 | 1924 | Annual Draft | P | Red | Ruffing | MLB |
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| 2 | 5 | 17 | 1924 | Annual Draft | P | Emil | Yde | MLB |
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| 3 | 5 | 29 | 1924 | Annual Draft | SS | Dud | Lee | MLB |
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| 4 | 5 | 41 | 1924 | Annual Draft | P | Boom-Boom | Beck | MLB |
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| 5 | 5 | 53 | 1924 | Annual Draft | P | Joe | Dawson | MLB |
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| 6 | 3 | 63 | 1924 | Annual Draft | OF | Ed | Sperber | MLB |
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| 6 | 5 | 65 | 1924 | Annual Draft | SS | Harvey | McClellan | MLB |
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| 7 | 5 | 77 | 1924 | Annual Draft | P | Pea Ridge | Day | MLB |
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| 1 | 3 | 3 | 1923 | Annual Draft | P | Ted | Lyons | MLB |
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| 2 | 3 | 15 | 1923 | Annual Draft | P | Rube | Walberg | MLB |
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| 3 | 3 | 27 | 1923 | Annual Draft | P | Phil | Collins | MLB |
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| 4 | 1 | 37 | 1923 | Annual Draft | P | Dutch | Levsen | MLB |
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| 4 | 3 | 39 | 1923 | Annual Draft | SS+ | Jake | Flowers | MLB |
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| 5 | 3 | 51 | 1923 | Annual Draft | OF | Walt | French | MLB |
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| 6 | 3 | 63 | 1923 | Annual Draft | SS+ | Mike | Gazella | MLB |
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| 7 | 3 | 75 | 1923 | Annual Draft | P | Arnie | Stone | MLB |
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| 8 | 3 | 87 | 1923 | Annual Draft | OF+ | Wally | Shaner | MLB |
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| 9 | 3 | 99 | 1923 | Annual Draft | OF | Showboat | Fisher | MLB |
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| 10 | 3 | 111 | 1923 | Annual Draft | 3B | Billy | Mullen | MLB |
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| 1 | 1 | 1 | 1922 | Annual Draft | C | Gabby | Hartnett | MLB |
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| 1 | 6 | 6 | 1922 | Annual Draft | 3B | George | Grantham | MLB |
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| 2 | 1 | 13 | 1922 | Annual Draft | 2B | Sparky | Adams | MLB |
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| 3 | 1 | 25 | 1922 | Annual Draft | P | Ken | Holloway | MLB |
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| 4 | 1 | 37 | 1922 | Annual Draft | P | Curly | Ogden | MLB |
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| 5 | 1 | 49 | 1922 | Annual Draft | P | Lil | Stoner | MLB |
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| 6 | 1 | 61 | 1922 | Annual Draft | P | Jim | Lindsey | MLB |
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| 7 | 1 | 73 | 1922 | Annual Draft | P | Rip | Wheeler | MLB |
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| 8 | 1 | 85 | 1922 | Annual Draft | P | Epp | Sell | MLB |
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| 1 | 2 | 2 | 1921 | Annual Draft | OF | Kiki | Cuyler | MLB |
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| 1 | 7 | 7 | 1921 | Annual Draft | 1B | Lu | Blue | MLB |
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| 2 | 2 | 14 | 1921 | Annual Draft | P | Ray | Kolp | MLB |
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| 3 | 2 | 26 | 1921 | Annual Draft | P | Sarge | Connally | MLB |
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| 4 | 2 | 38 | 1921 | Annual Draft | SS | Jackie | Tavener | MLB |
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| 5 | 2 | 50 | 1921 | Annual Draft | P | Dutch | Henry | MLB |
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| 6 | 2 | 62 | 1921 | Annual Draft | P | Buck | Freeman | MLB |
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| 7 | 2 | 74 | 1921 | Annual Draft | P+ | Emilio | Palmero | MLB |
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| 1 | 1 | 1 | 1920 | Annual Draft | SS | Pie | Traynor | MLB |
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| 2 | 1 | 13 | 1920 | Annual Draft | OF+ | Frank | Brower | MLB |
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| 3 | 1 | 25 | 1920 | Annual Draft | C | Larry | Woodall | MLB |
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| 4 | 1 | 37 | 1920 | Annual Draft | OF+ | Babe | Twombly | MLB |
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| 5 | 1 | 49 | 1920 | Annual Draft | OF | Paul | Johnson | MLB |
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| 6 | 1 | 61 | 1920 | Annual Draft | 3B | Clarence | Huber | MLB |
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| 7 | 1 | 73 | 1920 | Annual Draft | 3B+ | Bobby | Lamotte | MLB |
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| 8 | 1 | 85 | 1920 | Annual Draft | SS | Dud | Lee | MLB |
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| 9 | 1 | 97 | 1920 | Annual Draft | SS+ | Bill | McCabe | MLB |
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| 1 | 7 | 7 | 1919 | Annual Draft | SS | Hod | Ford | MLB |
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| 2 | 7 | 19 | 1919 | Annual Draft | OF | Al | Wingo | MLB |
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| 3 | 7 | 31 | 1919 | Annual Draft | SP | Bob | Hasty | MLB |
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| 4 | 7 | 43 | 1919 | Annual Draft | C | Fred | Hofmann | MLB |
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| 5 | 7 | 55 | 1919 | Annual Draft | 1B | Vic | Saier | MLB |
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| 6 | 7 | 67 | 1919 | Annual Draft | OF | Leo | Callahan | MLB |
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| 7 | 7 | 79 | 1919 | Annual Draft | OF | Charlie | High | MLB |
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| 8 | 7 | 91 | 1919 | Annual Draft | RP | Charlie | Eckert | MLB |
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| 9 | 7 | 103 | 1919 | Annual Draft | SP | Win | Noyes | MLB |
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| 10 | 7 | 115 | 1919 | Annual Draft | RP | George | Cunningham | MLB |
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| 11 | 7 | 127 | 1919 | Annual Draft | SP | Paul | Musser | MLB |
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| 12 | 7 | 139 | 1919 | Annual Draft | SP | Willie | Mitchell | MLB |
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| 1 | 5 | 5 | 1918 | Annual Draft | 2B | Johnny | Mostil | MLB |
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| 2 | 4 | 16 | 1918 | Annual Draft | OF | Jim | Kelly | MLB |
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| 3 | 5 | 29 | 1918 | Annual Draft | 2B | Charlie | Pick | MLB |
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| 4 | 4 | 40 | 1918 | Annual Draft | SP | Roy | Mitchell | MLB |
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| 5 | 5 | 53 | 1918 | Annual Draft | SS | Howdy | Caton | MLB |
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| 6 | 4 | 64 | 1918 | Annual Draft | SP | Dan | Griner | MLB |
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| 7 | 5 | 77 | 1918 | Annual Draft | SP | Earl | Yingling | MLB |
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| 8 | 4 | 88 | 1918 | Annual Draft | SP | George | McQuillan | MLB |
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| 9 | 5 | 101 | 1918 | Annual Draft | RP | Larry | Jacobus | MLB |
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| 10 | 4 | 112 | 1918 | Annual Draft | OF | Joe | Cobb | MLB |
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| 11 | 5 | 125 | 1918 | Annual Draft | C | Tom | Daly | MLB |
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| 1 | 11 | 11 | 1917 | Annual Draft | OF | Ray | Powell | MLB |
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| 2 | 11 | 23 | 1917 | Annual Draft | SP | Elwood | Martin | MLB |
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| 3 | 11 | 35 | 1917 | Annual Draft | 2B | Chick | Fewster | MLB |
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| 4 | 11 | 47 | 1917 | Annual Draft | SP | Roy | Sanders | MLB |
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| 6 | 11 | 71 | 1917 | Annual Draft | SP | Wayne | Wright | MLB |
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| 7 | 11 | 83 | 1917 | Annual Draft | RP | Lou | North | MLB |
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| 8 | 11 | 95 | 1917 | Annual Draft | 2B | Al | Baird | MLB |
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| 9 | 11 | 107 | 1917 | Annual Draft | SP | Ed | Walsh | MLB |
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| 10 | 11 | 119 | 1917 | Annual Draft | 1B | Ray | Miller | MLB |
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| 1 | 11 | 11 | 1916 | Annual Draft | C | Tubby | Spencer | MLB |
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| 2 | 11 | 23 | 1916 | Annual Draft | OF | Tim | Hendryx | MLB |
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| 3 | 9 | 33 | 1916 | Annual Draft | SP | Dave | Danforth | MLB |
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| 4 | 11 | 47 | 1916 | Annual Draft | OF | Fred | Snodgrass | MLB |
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| 5 | 11 | 59 | 1916 | Annual Draft | C | Earl | Blackburn | MLB |
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| 6 | 11 | 71 | 1916 | Annual Draft | C | William | Rumler | MLB |
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| 7 | 11 | 83 | 1916 | Annual Draft | OF | Solly | Hofman | MLB |
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| 8 | 11 | 95 | 1916 | Annual Draft | OF | Elmer | Miller | MLB |
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| 9 | 11 | 107 | 1916 | Annual Draft | OF | Jesse | Altenburg | MLB |
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| 10 | 11 | 119 | 1916 | Annual Draft | OF | Olaf | Henriksen | MLB |
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| 11 | 11 | 131 | 1916 | Annual Draft | OF | Lee | King | MLB |
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| 12 | 11 | 143 | 1916 | Annual Draft | 3B | Bobby | Wallace | MLB |
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| 2 | 10 | 22 | 1915 | Annual Draft | SP | Leon | Cadore | MLB |
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| 3 | 7 | 31 | 1915 | Annual Draft | SP | Scott | Perry | MLB |
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| 4 | 3 | 39 | 1915 | Annual Draft | C | Cy | Perkins | MLB |
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| 4 | 10 | 46 | 1915 | Annual Draft | SS | Marty | Berghammer | MLB |
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| 5 | 10 | 58 | 1915 | Annual Draft | SP | Wheezer | Dell | MLB |
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| 6 | 10 | 70 | 1915 | Annual Draft | 3B | Doug | Baird | MLB |
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| 7 | 10 | 82 | 1915 | Annual Draft | SP | Dana | Fillingim | MLB |
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| 8 | 10 | 94 | 1915 | Annual Draft | 2B | Luke | Boone | MLB |
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| 9 | 10 | 106 | 1915 | Annual Draft | 3B | Joe | Evans | MLB |
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| 10 | 10 | 118 | 1915 | Annual Draft | 2B | Larry | Kopf | MLB |
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| 1 | 12 | 12 | 1914 | Annual Draft | SP | Rube | Bressler | MLB |
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| 3 | 11 | 35 | 1914 | Annual Draft | C | Fred | Jacklitsch | MLB |
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| 3 | 12 | 36 | 1914 | Annual Draft | OF | Al | Shaw | MLB |
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| 4 | 12 | 48 | 1914 | Annual Draft | OF | Birdie | Cree | MLB |
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| 5 | 12 | 60 | 1914 | Annual Draft | 1B | Charlie | Carr | MLB |
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| 6 | 12 | 72 | 1914 | Annual Draft | OF | Fred | Kommers | MLB |
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| 7 | 12 | 84 | 1914 | Annual Draft | 3B | Alex | McCarthy | MLB |
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| 8 | 12 | 96 | 1914 | Annual Draft | OF | Hack | Simmons | MLB |
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| 9 | 12 | 108 | 1914 | Annual Draft | SP | Ray | Keating | MLB |
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| 10 | 12 | 120 | 1914 | Annual Draft | OF | Red | Killefer | MLB |
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| 1 | 10 | 10 | 1913 | Annual Draft | RP | Doc | Ayers | MLB |
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| 1 | 12 | 12 | 1913 | Annual Draft | SP | Al | Mamaux | MLB |
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| 3 | 10 | 34 | 1913 | Annual Draft | C | Lew | McCarty | MLB |
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| 5 | 12 | 60 | 1913 | Annual Draft | SP | Happy | Finneran | MLB |
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| 6 | 12 | 72 | 1913 | Annual Draft | OF | Doc | Miller | MLB |
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| 7 | 12 | 84 | 1913 | Annual Draft | OF | Benny | Meyer | MLB |
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| 8 | 12 | 96 | 1913 | Annual Draft | SP | Ed | Klepfer | MLB |
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| 1 | 8 | 8 | 1912 | Annual Draft | SP | Tom | Seaton | MLB |
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| 1 | 12 | 12 | 1912 | Annual Draft | SP | Hooks | Dauss | MLB |
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| 3 | 8 | 32 | 1912 | Annual Draft | 3B | Buck | Weaver | MLB |
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| 3 | 12 | 36 | 1912 | Annual Draft | SP | Phil | Douglas | MLB |
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| 4 | 8 | 44 | 1912 | Annual Draft | C | Bill | Killefer | MLB |
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| 5 | 8 | 56 | 1912 | Annual Draft | 2B | Baldy | Louden | MLB |
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| 6 | 8 | 68 | 1912 | Annual Draft | OF | Wally | Mattick | MLB |
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| 7 | 8 | 80 | 1912 | Annual Draft | 3B | Del | Paddock | MLB |
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| 8 | 8 | 92 | 1912 | Annual Draft | SP | Gene | Dale | MLB |
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| 1 | 12 | 12 | 1911 | Annual Draft | SP | Larry | Pape | MLB |
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| 2 | 12 | 24 | 1911 | Annual Draft | 3B | Red | Smith | MLB |
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| 3 | 12 | 36 | 1911 | Annual Draft | SP | Boardwalk | Brown | MLB |
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| 4 | 12 | 48 | 1911 | Annual Draft | OF | George | Jackson | MLB |
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| 5 | 12 | 60 | 1911 | Annual Draft | OF | Gus | Williams | MLB |
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| 6 | 12 | 72 | 1911 | Annual Draft | C | Grover | Hartley | MLB |
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| 7 | 12 | 84 | 1911 | Annual Draft | OF | Hub | Northen | MLB |
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| 8 | 12 | 96 | 1911 | Annual Draft | SP | Curly | Brown | MLB |
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| 1 | 3 | 3 | 1910 | Annual Draft | SP | Lefty | Tyler | MLB |
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| 2 | 3 | 15 | 1910 | Annual Draft | SP | Fred | Blanding | MLB |
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| 3 | 3 | 27 | 1910 | Annual Draft | OF | Jack | Graney | MLB |
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| 4 | 3 | 39 | 1910 | Annual Draft | 3B | Bill | McKechnie | MLB |
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| 5 | 3 | 51 | 1910 | Annual Draft | SP | Hub | Pernoll | MLB |
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| 6 | 3 | 63 | 1910 | Annual Draft | SP | Specs | Harkness | MLB |
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| 7 | 3 | 75 | 1910 | Annual Draft | 3B | Art | Phelan | MLB |
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| 8 | 3 | 87 | 1910 | Annual Draft | 1B | Ben | Houser | MLB |
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| 1 | 2 | 2 | 1909 | Inaugural Draft | 2B | Eddie | Collins | MLB |
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| 2 | 11 | 23 | 1909 | Inaugural Draft | SP | Rube | Marquard | MLB |
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| 3 | 2 | 26 | 1909 | Inaugural Draft | 1B | Ed | Konetchy | MLB |
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| 4 | 11 | 47 | 1909 | Inaugural Draft | 3B | Bill | Sweeney | MLB |
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| 5 | 2 | 50 | 1909 | Inaugural Draft | C | Jimmy | Archer | MLB |
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| 6 | 11 | 71 | 1909 | Inaugural Draft | OF | Birdie | Cree | MLB |
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| 7 | 2 | 74 | 1909 | Inaugural Draft | SS | Jack | Barry | MLB |
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| 8 | 11 | 95 | 1909 | Inaugural Draft | OF | Burt | Shotton | MLB |
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| 9 | 2 | 98 | 1909 | Inaugural Draft | OF | Fred | Snodgrass | MLB |
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| 10 | 11 | 119 | 1909 | Inaugural Draft | SP | George | McQuillan | MLB |
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| 11 | 2 | 122 | 1909 | Inaugural Draft | SP | Willie | Mitchell | MLB |
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| 12 | 11 | 143 | 1909 | Inaugural Draft | SS | Terry | Turner | MLB |
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| 13 | 2 | 146 | 1909 | Inaugural Draft | SP | Elmer | Knetzer | MLB |
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| 14 | 11 | 167 | 1909 | Inaugural Draft | SP | Long Tom | Hughes | MLB |
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| 15 | 2 | 170 | 1909 | Inaugural Draft | SP | Wild Bill | Donovan | MLB |
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| 16 | 11 | 191 | 1909 | Inaugural Draft | SP | Dixie | Walker | MLB |
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| 17 | 2 | 194 | 1909 | Inaugural Draft | SS | Bobby | Wallace | MLB |
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| 18 | 11 | 215 | 1909 | Inaugural Draft | SP | Cliff | Curtis | MLB |
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| 19 | 2 | 218 | 1909 | Inaugural Draft | SP | Dolly | Gray | MLB |
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| 20 | 11 | 239 | 1909 | Inaugural Draft | SP | Harry | McIntire | MLB |
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| 21 | 2 | 242 | 1909 | Inaugural Draft | SP | Kirby | White | MLB |
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| 22 | 11 | 263 | 1909 | Inaugural Draft | C | Bill | Bergen | MLB |
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| 23 | 2 | 266 | 1909 | Inaugural Draft | OF | Charlie | Hemphill | MLB |
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| 24 | 11 | 287 | 1909 | Inaugural Draft | OF | Herbie | Moran | MLB |
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| 25 | 2 | 290 | 1909 | Inaugural Draft | SP | Sam | Frock | MLB |
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| 26 | 11 | 311 | 1909 | Inaugural Draft | SP | Ed | Lafitte | MLB |
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| 27 | 2 | 314 | 1909 | Inaugural Draft | OF | Bill | Davidson | MLB |
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| 28 | 11 | 335 | 1909 | Inaugural Draft | SP | Bill | Powell | MLB |
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| 29 | 2 | 338 | 1909 | Inaugural Draft | SP | Frank | Oberlin | MLB |
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| 30 | 11 | 359 | 1909 | Inaugural Draft | C | Fred | Payne | MLB |
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