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| Shortstop Win Shares Season Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | Team | Year | Batting | Fielding | Pitching | Total | Career Leaderboard |
| 1. | Norman Bates | MD | 2005 | 21.8 | 15.7 | 0.0 | 37.5 | |
| 2. | Mark Delia * | IL | 2005 | 14.1 | 13.3 | 0.0 | 27.4 | |
| 3. | Tanner Chayse * | NM | 2016 | 12.5 | 12.4 | 0.0 | 24.9 | |
| 4. | Michael Koo Jr * | NC | 2001 | 11.9 | 12.0 | 0.0 | 23.9 | |
| 5. | James Hendricks | TX | 2005 | 1.5 | 11.9 | 0.0 | 13.4 | |
| 6. | Michael Koo Jr * | NC | 2002 | 20.0 | 11.7 | 0.0 | 31.7 | |
| 7. | James Hendricks | TX | 2001 | 9.5 | 11.7 | 0.0 | 21.2 | |
| 8. | Mark Delia * | NV | 2003 | 16.7 | 11.5 | 0.0 | 28.3 | |
| 9. | Michael Koo Jr * | NC | 2004 | 23.9 | 11.4 | 0.0 | 35.3 | |
| 10. | Leo Ryan | MA | 2001 | 17.9 | 11.3 | 0.0 | 29.2 | |
| 11. | Wilfredo Grajeda | OR | 2000 | 5.4 | 11.1 | 0.0 | 17.0 | |
| 12. | Clinton Averett | TN | 2002 | 17.0 | 11.1 | 0.0 | 28.2 | |
| 13. | Michael Koo Jr * | NC | 2005 | 36.3 | 11.0 | 0.0 | 47.5 | |
| 14. | Norman Bates | MD | 2003 | 15.3 | 11.0 | 0.0 | 26.3 | |
| 15. | Bradley Davis | MS | 2002 | 4.8 | 10.9 | 0.0 | 15.7 | |
| 16. | James Hendricks | TX | 2002 | 12.3 | 10.9 | 0.0 | 23.1 | |
| 17. | Michael Koo Jr * | NC | 2006 | 22.2 | 10.8 | 0.0 | 33.0 | |
| 18. | Francisco Magana | LA | 2001 | 38.7 | 10.7 | 0.0 | 49.5 | |
| 19. | Gandalf Greyheme * | NY | 2011 | 32.9 | 10.7 | 0.0 | 43.6 | |
| 20. | Norman Bates | MD | 2006 | 22.4 | 10.7 | 0.0 | 33.1 | |
| 21. | James Hendricks | TX | 2006 | 6.6 | 10.7 | 0.0 | 17.2 | |
| 22. | Tanner Chayse * | NM | 2015 | 30.2 | 10.7 | 0.0 | 41.2 | |
| 23. | Deshawn Cobb | MN | 2001 | 21.9 | 10.6 | 0.0 | 32.5 | |
| 24. | Benjamin Vasquez | MT | 2000 | 13.3 | 10.6 | 0.0 | 23.9 | |
| 25. | Alex Sullins | MA | 2020 | 20.2 | 10.6 | 0.0 | 30.7 | |
| 26. | Andrew Brown | MN | 2006 | 17.9 | 10.4 | 0.0 | 28.3 | |
| 27. | Albert Cepeda | FL | 2001 | 12.9 | 10.3 | 0.0 | 23.2 | |
| 28. | Jason Kroner * | WA | 2003 | 19.7 | 10.2 | 0.0 | 29.9 | |
| 29. | Andrew Rath | UT | 2005 | 18.0 | 10.0 | 0.0 | 28.0 | |
| 30. | Jason Kroner * | WA | 2002 | 21.9 | 9.9 | 0.0 | 31.8 | |
| 31. | Gandalf Greyheme * | NY | 2006 | 25.4 | 9.9 | 0.0 | 35.3 | |
| 32. | Mark Delia * | IL | 2012 | 17.6 | 9.9 | 0.0 | 27.5 | |
| 33. | Jason Kroner * | MS | 2013 | 23.4 | 9.8 | 0.0 | 33.2 | |
| 34. | Matt McQuade * | ID | 2014 | 26.0 | 9.8 | 0.0 | 35.7 | |
| 35. | Michael Koo Jr * | NC | 2003 | 19.7 | 9.7 | 0.0 | 29.4 | |
| 36. | James Ibanez | WI | 2004 | 6.1 | 9.7 | 0.0 | 15.9 | |
| 37. | Ethan Murilla | CO | 2027 | 9.8 | 9.7 | 0.0 | 17.4 | |
| 38. | Matt McQuade * | MS | 2016 | 28.0 | 9.7 | 0.0 | 37.7 | |
| 39. | Michael Koo Jr * | NC | 2013 | 23.3 | 9.6 | 0.0 | 32.9 | |
| 40. | Andrew Brown | MN | 2004 | 19.0 | 9.6 | 0.0 | 29.3 | |
| 41. | Spooner Shenk | MS | 2027 | 19.7 | 9.6 | 0.0 | 27.8 | |
| 42. | James Hendricks | TX | 2004 | 13.1 | 9.6 | 0.0 | 22.7 | |
| 43. | Hikaro Kinji | DC | 2003 | 6.8 | 9.5 | 0.0 | 16.4 | |
| 44. | Clinton Averett | TN | 2001 | 13.0 | 9.5 | 0.0 | 22.5 | |
| 45. | Mark Delia * | KS | 2017 | 10.9 | 9.5 | 0.0 | 20.4 | |
| 46. | Jerrold Dukes | LA | 2009 | 10.0 | 9.5 | 0.0 | 19.5 | |
| 47. | Luis Gallup | MN | 2021 | 9.2 | 9.5 | 0.0 | 18.7 | |
| 48. | Bradley Davis | MS | 2001 | 6.9 | 9.4 | 0.0 | 16.3 | |
| 49. | Andrew Brown | MN | 2005 | 14.0 | 9.4 | 0.0 | 23.4 | |
| 50. | Joseph Tucker | OR | 2004 | 7.8 | 9.4 | 0.0 | 17.2 | |
| 51. | Gandalf Greyheme * | NY | 2010 | 26.2 | 9.4 | 0.0 | 35.6 | |
| 52. | Gandalf Greyheme * | NY | 2004 | 19.5 | 9.3 | 0.0 | 28.9 | |
| 53. | Flyswatter Pentecost | NY | 2022 | 30.3 | 9.3 | 0.0 | 39.6 | |
| 54. | Michael Koo Jr * | NC | 2015 | 26.9 | 9.3 | 0.0 | 36.3 | |
| 55. | Mark Delia * | KS | 2016 | 29.1 | 9.3 | 0.0 | 38.5 | |
| 56. | Garry Piccirillo | PA | 2000 | 14.0 | 9.3 | 0.0 | 23.4 | |
| 57. | Archy Miller Jr | FL | 2021 | 7.3 | 9.3 | 0.0 | 16.6 | |
| 58. | Norman Bates | MD | 2004 | 18.7 | 9.3 | 0.0 | 28.0 | |
| 59. | Michael Koo Jr * | NC | 2017 | 25.5 | 9.2 | 0.0 | 34.7 | |
| 60. | Santo Tedesco | MS | 2023 | 28.4 | 9.2 | 0.0 | 37.8 | |
| 61. | Tanner Chayse * | NM | 2002 | 26.5 | 9.2 | 0.0 | 35.8 | |
| 62. | Alex Sullins | MA | 2022 | 15.5 | 9.2 | 0.0 | 24.7 | |
| 63. | Bill Lanctot | NC | 2000 | 5.0 | 9.1 | 0.0 | 14.1 | |
| 64. | Tanner Chayse * | NM | 2001 | 21.7 | 9.1 | 0.0 | 30.8 | |
| 65. | Wilfredo Grajeda | OR | 2001 | 20.0 | 9.1 | 0.0 | 29.1 | |
| 66. | Gandalf Greyheme * | NY | 2008 | 24.4 | 9.1 | 0.0 | 33.4 | |
| 67. | Jerrold Dukes | LA | 2013 | 3.6 | 9.1 | 0.0 | 12.7 | |
| 68. | Rudy Lareau | WA | 2013 | 25.3 | 9.1 | 0.0 | 34.4 | |
| 69. | Summer Nelson * | CO | 2001 | 17.5 | 9.0 | 0.0 | 26.6 | |
| 70. | Summer Nelson * | MS | 2007 | 24.6 | 9.0 | 0.0 | 33.7 | |
| 71. | Jason Kroner * | WA | 2001 | 9.8 | 9.0 | 0.0 | 18.9 | |
| 72. | James Hendricks | TX | 2000 | 11.8 | 9.0 | 0.0 | 20.8 | |
| 73. | Jason Kroner * | MS | 2012 | 18.2 | 9.0 | 0.0 | 27.2 | |
| 74. | Francisco Magana | LA | 2000 | 19.9 | 8.9 | 0.0 | 28.9 | |
| 75. | Chris Federith | NM | 2027 | 16.5 | 8.9 | 0.0 | 25.4 | |
| 76. | Matt McQuade * | ID | 2012 | 26.3 | 8.9 | 0.0 | 35.2 | |
| 77. | Albert Cepeda | FL | 2003 | 11.1 | 8.9 | 0.0 | 20.0 | |
| 78. | Gandalf Greyheme * | NY | 2005 | 30.8 | 8.9 | 0.0 | 39.7 | |
| 79. | Manuel Talamantez | 2013 | 9.3 | 8.9 | 0.0 | 18.2 | ||
| 80. | Mark Delia * | IL | 2007 | 24.6 | 8.9 | 0.0 | 33.5 | |
| 81. | Ethan Murilla | CO | 2028 | 7.3 | 8.8 | 0.0 | 16.2 | |
| 82. | Jake Kinchen | MD | 2023 | 11.2 | 8.8 | 0.0 | 20.0 | |
| 83. | Spooner Shenk | MS | 2028 | 15.5 | 8.7 | 0.0 | 24.2 | |
| 84. | Francisco Magana | LA | 2002 | 26.9 | 8.7 | 0.0 | 35.6 | |
| 85. | Matt McQuade * | MN | 2018 | 24.4 | 8.7 | 0.0 | 33.1 | |
| 86. | Tanner Chayse * | NM | 2012 | 33.2 | 8.7 | 0.0 | 42.0 | |
| 87. | Gandalf Greyheme * | NY | 2003 | 18.4 | 8.7 | 0.0 | 27.1 | |
| 88. | Michael Koo Jr * | NC | 2007 | 30.5 | 8.7 | 0.0 | 39.2 | |
| 89. | Michael Koo Jr * | NC | 2016 | 25.2 | 8.7 | 0.0 | 33.9 | |
| 90. | Joseph Sharkey | KEN | 2000 | 10.9 | 8.6 | 0.0 | 19.6 | |
| 91. | Tanner Chayse * | NM | 2006 | 38.5 | 8.6 | 0.0 | 47.2 | |
| 92. | Jerrold Dukes | LA | 2015 | 5.6 | 8.6 | 0.0 | 14.6 | |
| 93. | Carlos Gomez | KS | 2005 | 7.8 | 8.6 | 0.0 | 16.4 | |
| 94. | Alex Sullins | MA | 2021 | 14.8 | 8.6 | 0.0 | 23.4 | |
| 95. | Jerrold Dukes | LA | 2014 | 3.2 | 8.6 | 0.0 | 11.8 | |
| 96. | Manuel Talamantez | PA | 2010 | 10.8 | 8.5 | 0.0 | 19.3 | |
| 97. | Leo Ryan | MA | 2002 | 13.1 | 8.5 | 0.0 | 21.7 | |
| 98. | Pat Eckard | TN | 2028 | 10.9 | 8.5 | 0.0 | 19.4 | |
| 99. | Lazlo Szabonagy | DC | 2007 | 9.0 | 8.5 | 0.0 | 17.5 | |
| 100. | Donald Toman | TN | 2008 | 4.2 | 8.5 | 0.0 | 12.6 |
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