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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | G | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Conner Keely | 158 | 2001 | |
| 2 | Peter McClure | 154 | 2016 | |
| 2 | Robin Larker | 154 | 1998 | |
| 2 | Peter McClure | 154 | 2020 | |
| 5 | Theo Epstein | 151 | 1996 | |
| 5 | Kirk Burkett | 151 | 2029 | |
| 5 | Ron Lipp | 151 | 2007 | |
| 8 | Jason Dunn* | 150 | 2014 | |
| 8 | Tyler Ryan | 150 | 2001 | |
| 8 | Jason Dunn* | 150 | 2023 | |
| 8 | Cisco Arreola* | 150 | 2029 | |
| 12 | Washu Hakubi | 149 | 1996 | |
| 12 | Maxwell Weiss, Jr. | 149 | 2018 | |
| 12 | Jason Dunn* | 149 | 2016 | |
| 15 | Timmy Tim | 148 | 2024 | |
| 15 | Juan Alvarado | 148 | 2025 | |
| 15 | Elwood Hope | 148 | 2000 | |
| 15 | Hurley Reyes | 148 | 1998 | |
| 15 | José Morales | 148 | 2029 | |
| 15 | Matias Ferrero | 148 | 2000 | |
| 15 | Washu Hakubi | 148 | 1995 | |
| 15 | Jason Dunn* | 148 | 2012 | |
| 23 | Jorge Díaz | 147 | 2013 | |
| 23 | Robin Larker | 147 | 2000 | |
| 23 | Conner Keely | 147 | 2000 | |
| 23 | Jason Dunn* | 147 | 2013 | |
| 23 | Chuck Bowers | 147 | 2014 | |
| 23 | Timmy Tim | 147 | 2023 | |
| 23 | Greg Decker | 147 | 1995 | |
| 23 | Jeremy Hunter* | 147 | 2002 | |
| 23 | Darius Rucker | 147 | 1996 | |
| 23 | Sam Brewington | 147 | 2015 | |
| 23 | Tyler Ryan | 147 | 2000 | |
| 23 | Jorge Morán | 147 | 2018 | |
| 23 | Mike Ricci | 147 | 2001 | |
| 23 | John Behnke | 147 | 2004 | |
| 37 | Kelly Finley | 146 | 2019 | |
| 37 | Carlos García | 146 | 2026 | |
| 37 | Kelly Finley | 146 | 2018 | |
| 37 | Pedro Cruz | 146 | 1995 | |
| 37 | Eliazar Osorno | 146 | 2004 | |
| 37 | Rick Mascarenas | 146 | 1998 | |
| 37 | Larry Jenkins | 146 | 1996 | |
| 37 | Larry Jenkins | 146 | 1995 | |
| 37 | Eliazar Osorno | 146 | 1997 | |
| 37 | Tobias Kelly | 146 | 2007 | |
| 37 | Rafael Ávila | 146 | 2014 | |
| 37 | Pedro Berrios | 146 | 2013 | |
| 37 | Juan Castillo | 146 | 2028 | |
| 37 | Jason Dunn* | 146 | 2018 | |
| 37 | Juan Castillo | 146 | 2023 | |
| 37 | Rafael Ávila | 146 | 2002 | |
| 37 | Jason Dunn* | 146 | 2020 | |
| 37 | Pedro Berrios | 146 | 2014 | |
| 37 | Champ Kind | 146 | 1996 | |
| 37 | Champ Kind | 146 | 1998 | |
| 37 | Gabriel Bonilla | 146 | 2018 | |
| 37 | Oscar Mazzarella | 146 | 1996 | |
| 37 | Tyler Ryan | 146 | 1997 | |
| 37 | Peter McClure | 146 | 2024 | |
| 37 | Kyle Baker | 146 | 2046 | |
| 37 | Jeremy Hunter* | 146 | 2000 | |
| 37 | Jeremy Hunter* | 146 | 2001 | |
| 37 | Ron Lipp | 146 | 2021 | |
| 37 | Paul Barfoot* | 146 | 2013 | |
| 37 | Hurley Reyes | 146 | 2001 | |
| 37 | Bob Burke | 146 | 2021 | |
| 68 | Hurley Reyes | 145 | 1999 | |
| 68 | Bob Burke | 145 | 2020 | |
| 68 | Pedro Cruz | 145 | 1997 | |
| 68 | Doug Byrd | 145 | 2010 | |
| 68 | Hsin Mei | 145 | 2043 | |
| 68 | Ron Lipp | 145 | 2018 | |
| 68 | Chuck Bowers | 145 | 2018 | |
| 68 | Bob Burke | 145 | 2019 | |
| 68 | Chuck Bowers | 145 | 2017 | |
| 68 | Ignacio Rúbio | 145 | 2018 | |
| 68 | Jeremy Hunter* | 145 | 2007 | |
| 68 | Ron Lipp | 145 | 2011 | |
| 68 | Ron Lipp | 145 | 2010 | |
| 68 | Oscar Mazzarella | 145 | 1997 | |
| 68 | Lewis Stephens | 145 | 2015 | |
| 68 | Doug Byrd | 145 | 2013 | |
| 68 | Lewis Stephens | 145 | 2020 | |
| 68 | Sam Brewington | 145 | 2004 | |
| 68 | Lewis Stephens | 145 | 2025 | |
| 68 | Tobias Kelly | 145 | 2014 | |
| 68 | Riley Hinson* | 145 | 1996 | |
| 68 | Zack Bowers | 145 | 2002 | |
| 68 | Juan Castaneda | 145 | 2005 | |
| 68 | Pat Larkin Jr. | 145 | 1998 | |
| 68 | Gabriel Bonilla | 145 | 2019 | |
| 68 | Ray Crabb | 145 | 2003 | |
| 68 | Ray Crabb | 145 | 2002 | |
| 68 | Gabriel Bonilla | 145 | 2020 | |
| 68 | Gabriel Bonilla | 145 | 2023 | |
| 68 | Chuck Bowers | 145 | 2013 | |
| 68 | Jason Dunn* | 145 | 2019 | |
| 68 | Timmy Tim | 145 | 2019 | |
| 68 | Oliver Carmona | 145 | 2023 |
