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| Shortstops Single-Season Caught Stealing Leaderboard | |
| * - Indicates Hall of Fame |
| Rank | Player | Caught Stealing | PA | Year | Career Leaderboard |
| 1. | Michael Koo Jr * | 52 | 674 | 2002 | |
| 2. | Michael Koo Jr * | 49 | 697 | 2008 | |
| 3. | Gandalf Greyheme * | 47 | 703 | 2011 | |
| 4. | Gandalf Greyheme * | 45 | 713 | 2005 | |
| Michael Koo Jr * | 45 | 680 | 2005 | ||
| 6. | Michael Koo Jr * | 44 | 683 | 2006 | |
| 7. | Michael Koo Jr * | 42 | 669 | 2009 | |
| 8. | Gandalf Greyheme * | 41 | 679 | 2004 | |
| 9. | Michael Koo Jr * | 37 | 700 | 2007 | |
| 10. | Rudy Lareau | 34 | 586 | 2023 | |
| 11. | Michael Koo Jr * | 33 | 666 | 2017 | |
| Mark Delia * | 33 | 657 | 2010 | ||
| Mark Delia * | 33 | 672 | 2008 | ||
| Mark Delia * | 33 | 640 | 2003 | ||
| 15. | Gandalf Greyheme * | 32 | 720 | 2006 | |
| 16. | Marquez Revolario | 31 | 668 | 2027 | |
| Gandalf Greyheme * | 31 | 685 | 2009 | ||
| Gandalf Greyheme * | 31 | 646 | 2007 | ||
| 19. | Mark Delia * | 30 | 687 | 2014 | |
| Matt McQuade * | 30 | 652 | 2006 | ||
| 21. | Michael Koo Jr * | 29 | 604 | 2010 | |
| 22. | Michael Koo Jr * | 28 | 698 | 2018 | |
| Jason Kroner * | 28 | 654 | 2015 | ||
| Mark Delia * | 28 | 651 | 2015 | ||
| Gandalf Greyheme * | 28 | 698 | 2014 | ||
| Gandalf Greyheme * | 28 | 688 | 2013 | ||
| Mark Delia * | 28 | 660 | 2012 | ||
| Michael Koo Jr * | 28 | 586 | 2004 | ||
| 29. | Marquez Revolario | 27 | 603 | 2029 | |
| Marquez Revolario | 27 | 646 | 2028 | ||
| Gandalf Greyheme * | 27 | 665 | 2015 | ||
| Joseph Gardiner | 27 | 636 | 2013 | ||
| Jason Kroner * | 27 | 666 | 2005 | ||
| 34. | Mark Delia * | 26 | 669 | 2016 | |
| Gandalf Greyheme * | 26 | 491 | 2012 | ||
| Matt McQuade * | 26 | 617 | 2009 | ||
| Gandalf Greyheme * | 26 | 684 | 2008 | ||
| Michael Koo Jr * | 26 | 690 | 2003 | ||
| 39. | Al Beaudoin | 25 | 586 | 2025 | |
| Rudy Lareau | 25 | 681 | 2018 | ||
| Michael Koo Jr * | 25 | 674 | 2016 | ||
| 42. | Jason Kroner * | 24 | 643 | 2014 | |
| Mark Delia * | 24 | 657 | 2005 | ||
| 44. | Joseph Gardiner | 23 | 668 | 2021 | |
| Matt McQuade * | 23 | 638 | 2020 | ||
| Joseph Gardiner | 23 | 633 | 2018 | ||
| Mark Delia * | 23 | 655 | 2011 | ||
| Joseph Gardiner | 23 | 561 | 2011 | ||
| Donald Toman | 23 | 599 | 2007 | ||
| 50. | Rudy Lareau | 22 | 603 | 2022 | |
| Rudy Lareau | 22 | 636 | 2014 | ||
| Jason Kroner * | 22 | 651 | 2013 | ||
| Rudy Lareau | 22 | 642 | 2013 | ||
| Jason Kroner * | 22 | 700 | 2012 | ||
| Mark Delia * | 22 | 613 | 2002 | ||
| 56. | Ramone Arais | 21 | 372 | 2024 | |
| James Evenson | 21 | 630 | 2020 | ||
| Gandalf Greyheme * | 21 | 596 | 2018 | ||
| Joseph Gardiner | 21 | 624 | 2015 | ||
| Willie Tyler | 21 | 553 | 2009 | ||
| Mark Delia * | 21 | 667 | 2004 | ||
| 62. | Al Beaudoin | 20 | 509 | 2027 | |
| Al Beaudoin | 20 | 652 | 2026 | ||
| Santo Tedesco | 20 | 659 | 2024 | ||
| Santo Tedesco | 20 | 639 | 2023 | ||
| James Evenson | 20 | 491 | 2022 | ||
| Rudy Lareau | 20 | 636 | 2016 | ||
| Joseph Gardiner | 20 | 632 | 2016 | ||
| Michael Koo Jr * | 20 | 647 | 2012 | ||
| John McDonald | 20 | 650 | 2010 | ||
| Mark Delia * | 20 | 645 | 2007 | ||
| Mark Delia * | 20 | 650 | 2006 | ||
| Robert Wyatt | 20 | 636 | 2005 | ||
| 74. | Santo Tedesco | 19 | 693 | 2028 | |
| Joseph Gardiner | 19 | 585 | 2022 | ||
| Santo Tedesco | 19 | 660 | 2020 | ||
| Rudy Lareau | 19 | 661 | 2017 | ||
| Michael Koo Jr * | 19 | 664 | 2013 | ||
| Joseph Gardiner | 19 | 571 | 2012 | ||
| Matt McQuade * | 19 | 660 | 2011 | ||
| Jason Kroner * | 19 | 559 | 2009 | ||
| Robert Wyatt | 19 | 653 | 2006 | ||
| Michael Koo Jr * | 19 | 670 | 2001 | ||
| 84. | Al Beaudoin | 18 | 237 | 2029 | |
| Santo Tedesco | 18 | 640 | 2026 | ||
| Ramone Arais | 18 | 368 | 2025 | ||
| James Evenson | 18 | 546 | 2021 | ||
| Alex Sullins | 18 | 669 | 2019 | ||
| Jason Kroner * | 18 | 636 | 2016 | ||
| Matt McQuade * | 18 | 646 | 2015 | ||
| Matt McQuade * | 18 | 646 | 2014 | ||
| Mark Delia * | 18 | 690 | 2013 | ||
| Tanner Chayse * | 18 | 673 | 2011 | ||
| Jason Kroner * | 18 | 685 | 2010 | ||
| Tanner Chayse * | 18 | 628 | 2010 | ||
| Jason Kroner * | 18 | 655 | 2007 | ||
| 97. | Hector Castruita | 17 | 415 | 2028 | |
| Robert Petro | 17 | 602 | 2021 | ||
| Alex Sullins | 17 | 665 | 2020 | ||
| Matt McQuade * | 17 | 618 | 2019 |
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