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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cameron Outlaw# | .670 | 2015-2021 | |
| 2 | Sean Cofield# | .664 | 2011-2021 | |
| 3 | Dan Cormie | .663 | 2008-2017 | |
| 4 | Andy Jackson | .637 | 2005-2013 | |
| 5 | Enrique Perez# | .625 | 2009-2017 | |
| 6 | Gabe Vincent# | .621 | 2012-2021 | |
| 7 | Brian Gann | .620 | 2000-2013 | |
| 8 | Logan Johns | .604 | 2002-2011 | |
| 9 | Andrew Severson | .596 | 2016-2021 | |
| 10 | Matt Garcia | .592 | 2004-2013 | |
| 11 | Alex Padial | .591 | 2005-2018 | |
| 12 | Mike Felder | .578 | 2004-2014 | |
| 12 | Matt Beard | .578 | 2000-2013 | |
| 14 | Jose Flores | .568 | 2001-2012 | |
| 15 | Federico Gonzalez | .565 | 2000-2009 | |
| 16 | Adam Arnett | .564 | 2000-2009 | |
| 17 | Doug Yost# | .563 | 2007-2021 | |
| 18 | Justin Steach | .558 | 2004-2014 | |
| 19 | Dustin Robinson | .553 | 2015-2020 | |
| 20 | Brian Yates | .550 | 2003-2012 | |
| 21 | Tadanori Kawasaki | .548 | 2005-2014 | |
| 22 | Josh Adams | .543 | 2000-2014 | |
| 23 | Brian Ballengee | .540 | 2016-2021 | |
| 23 | Jonathan Parker# | .540 | 2011-2020 | |
| 25 | Jorge Lopez | .535 | 2000-2013 | |
| 26 | Luis Alcoser# | .533 | 2005-2021 | |
| 26 | Ian Harned | .533 | 2000-2010 | |
| 26 | Danny Lopez | .533 | 2000-2011 | |
| 29 | Daniel Bromley | .531 | 2000-2009 | |
| 30 | Aaron Harrison | .525 | 2000-2010 | |
| 30 | Nick Giese | .525 | 2000-2009 | |
| 32 | Jeremy Excell | .523 | 2000-2012 | |
| 33 | Brad Goodman | .522 | 2012-2021 | |
| 34 | Paul Reining# | .520 | 2013-2021 | |
| 35 | Josh Grady | .519 | 2015-2021 | |
| 36 | Cameron Brown | .517 | 2011-2018 | |
| 37 | Dan Hagen | .515 | 2002-2013 | |
| 38 | Jose Estrada | .513 | 2000-2010 | |
| 39 | Fred Muse | .512 | 2000-2012 | |
| 40 | Greg Vanrenen | .511 | 2000-2011 | |
| 41 | Nelson Martinez# | .504 | 2011-2021 | |
| 41 | Edgar Gonzalez | .504 | 2000-2009 | |
| 43 | Victor Ortega | .500 | 2000-2008 | |
| 43 | Mario Pellot | .500 | 2000-2011 | |
| 43 | Jay Russell | .500 | 2000-2009 | |
| 46 | Ryan Hester | .497 | 2001-2011 | |
| 47 | Jim Patrick | .496 | 2000-2011 | |
| 47 | Tom Schauman | .496 | 2003-2010 | |
| 49 | Chris Pickens | .495 | 2005-2013 | |
| 50 | Carlos Cancio | .494 | 2004-2011 | |
| 51 | Sean Prevost | .491 | 2005-2014 | |
| 52 | Ramon Sandoval | .488 | 2000-2009 | |
| 53 | Jonathan McMahon | .487 | 2001-2009 | |
| 54 | Mauricio Martinez# | .484 | 2015-2021 | |
| 54 | Markus Mensink | .484 | 2000-2008 | |
| 56 | Jon Caruso | .482 | 2004-2013 | |
| 56 | Mike Henken | .482 | 2001-2011 | |
| 58 | Alan Sweet | .480 | 2000-2009 | |
| 59 | Jesus Quintero | .477 | 2000-2009 | |
| 59 | Santiago Rodas | .477 | 2000-2010 | |
| 61 | Alfonso Colon | .474 | 2000-2009 | |
| 62 | Jonathan Lung | .472 | 2000-2011 | |
| 62 | Ian Starcher | .472 | 2000-2012 | |
| 62 | Roberto Urias | .472 | 2000-2009 | |
| 65 | Robert Bell | .469 | 2005-2016 | |
| 65 | Ricardo Cortez | .469 | 2005-2012 | |
| 67 | Chris Auger | .468 | 2000-2009 | |
| 68 | Katsunan Yamamoto | .464 | 2009-2015 | |
| 69 | Will Moore | .463 | 2000-2009 | |
| 69 | Brad Parish | .463 | 2000-2008 | |
| 71 | Matt Taub | .462 | 2005-2016 | |
| 72 | Don Sheffield | .460 | 2000-2011 | |
| 72 | Gerardo Lozano | .460 | 2014-2021 | |
| 72 | Bill Kilmer | .460 | 2000-2006 | |
| 75 | Morgan Thompson | .452 | 2005-2014 | |
| 76 | Matt McPeak | .448 | 2000-2006 | |
| 77 | Danny Michel | .446 | 2002-2011 | |
| 78 | Andy McCullough | .444 | 2000-2014 | |
| 78 | Travis Titus | .444 | 2000-2008 | |
| 80 | Bruce Hernandez | .441 | 2000-2008 | |
| 80 | Mike Mahoney | .441 | 2013-2018 | |
| 82 | Justin Messer | .440 | 2000-2012 | |
| 83 | Tyler Byrd | .435 | 2000-2011 | |
| 84 | Victor Trevino# | .432 | 2015-2019 | |
| 85 | Arturo Jimenez | .421 | 2003-2013 | |
| 86 | Mike Orlando | .407 | 2000-2008 | |
| 87 | Jonathan Pimentel | .406 | 2000-2011 | |
| 88 | Dave Vilca | .404 | 2000-2007 | |
| 89 | C.J. Mejia | .376 | 2011-2019 | |
| 90 | Brian Zubia | .317 | 2008-2015 | |
| 91 | Jake Rogers | .187 | 2014-2019 |
