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| Result |
Title |
Author(s) |
Date |
| 1 | | | 1912 |
| 2 | | | 1914 |
| 3 | | Goewey, Ed A.; Illustrated by "Zim"; | 1915 |
| 4 | Ray Caldwell, the Hard Luck Pitcher | Ward, John J.; | 1916 |
| 5 | Ray Caldwell | Hoefer, W.R.; | 1916 |
| 6 | Leading Stars of the Winter Trade | n; | 1919 |
| 7 | Odd and Unusual Baseball Feats of the Past Season | Sawyer, C. F.; | 1920 |
| 8 | How Star Ball Players Often Change Clubs | Lieb, Fred; | 1921 |
| 9 | The Vanishing Spit Ball | Faber, Red, Comprising an interview with; | 1922 |
| 10 | The Weather Man Makes the Box Score | Burr, Harold C.; | 1939 |
| 11 | Hurt the Odd Way | Bryson, Bill; | 1942 |
| 12 | Hospital Releases Calwell After Surgery On Right Eye | | 1961 |
| 13 | Caldwell's Sight Failing - Pals Plan a Benefit Dinner | | 1961 |
| 14 | n | n; | 1967 |
| 15 | At the Crossroads | | 1985 |
| 16 | The 1920 Indians | Phillips, John; | 1989 |
| 17 | Ray Caldwell's Lucky Debut | Schneider, Russell; | 1991 |
| 18 | Spitballers: The Last Legal Hurlers of the Wet One | Faber, Charles F.; and Richard B. Faber; | 2006 |
| 19 | Raymond Benjamin Caldwell | Steinberg, Steve; | 2006 |
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