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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | 2B | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Demi Orimoloye# | 67 | 2019-2021 | |
| 2 | Cal Jones | 57 | 2018-2021 | |
| 3 | Ed Charlton | 53 | 2016-2018 | |
| 3 | Stefan Sabol | 53 | 2013-2017 | |
| 5 | Daniel Montano# | 52 | 2021-2025 | |
| 5 | Bladimir Restituyo# | 52 | 2022-2025 | |
| 7 | Desmond Lindsay | 43 | 2019-2022 | |
| 7 | Thomas Milone# | 43 | 2017-2024 | |
| 9 | Kenedy Corona# | 42 | 2024-2025 | |
| 10 | Tyler Horan | 40 | 2015-2017 | |
| 11 | Evan Alexander# | 37 | 2019-2026 | |
| 12 | Yonathan Perlaza# | 35 | 2024-2026 | |
| 13 | Austin Wates | 34 | 2014-2015 | |
| 14 | Jayce Boyd | 32 | 2013-2017 | |
| 14 | Dylan Campbell# | 32 | 2025-2025 | |
| 16 | Harrison Bader# | 31 | 2016-2016 | |
| 17 | LeDarious Clark# | 30 | 2018-2024 | |
| 17 | Cameron Warren | 30 | 2020-2023 | |
| 19 | Damon Keith# | 29 | 2023-2025 | |
| 20 | Lazaro Armenteros# | 28 | 2021-2023 | |
| 21 | Andrew Pullin | 27 | 2014-2017 | |
| 21 | Jacob Sanford | 27 | 2022-2023 | |
| 23 | Jaylen Ferguson# | 26 | 2020-2023 | |
| 23 | Angel Moreno | 26 | 2016-2016 | |
| 25 | Dalton Blaser | 25 | 2017-2019 | |
| 25 | Taiwan Easterling | 25 | 2013-2016 | |
| 25 | Joe Gray Jr.# | 25 | 2022-2026 | |
| 25 | Cameron Perkins | 25 | 2013-2014 | |
| 25 | Canaan Smith-Njigba# | 25 | 2020-2022 | |
| 25 | Daniel Spingola | 25 | 2016-2018 | |
| 31 | Jonathan Murphy | 24 | 2016-2016 | |
| 32 | Brent Rooker# | 23 | 2020-2020 | |
| 33 | Rowdey Jordan# | 22 | 2022-2026 | |
| 33 | Ramiro Rodriguez# | 22 | 2021-2022 | |
| 35 | Michael Foster | 21 | 2016-2017 | |
| 35 | Kyri Washington | 21 | 2018-2020 | |
| 37 | Maikis de la Cruz | 20 | 2019-2019 | |
| 37 | Corey Julks# | 20 | 2019-2021 | |
| 37 | Brock Lundquist# | 20 | 2019-2026 | |
| 37 | Jacob Robson# | 20 | 2023-2026 | |
| 37 | Thomas Sosa# | 20 | 2025-2026 | |
| 42 | Casey Golden | 19 | 2020-2021 | |
| 42 | Jay Gonzalez | 19 | 2017-2023 | |
| 42 | Nick Plummer# | 19 | 2019-2024 | |
| 42 | Daniel Sweet | 19 | 2018-2018 | |
| 42 | Keenyn Walker | 19 | 2013-2015 | |
| 47 | Jose Azocar# | 18 | 2016-2018 | |
| 48 | Korry Howell# | 17 | 2020-2022 | |
| 48 | Spencer Johnson# | 17 | 2018-2024 | |
| 48 | Patrick Mathis | 17 | 2019-2019 | |
| 48 | Johnny Rizer# | 17 | 2021-2026 | |
| 48 | Reed Rohlman | 17 | 2019-2022 | |
| 48 | Connor Spencer | 17 | 2016-2018 | |
| 54 | Shane Carrier | 16 | 2020-2021 | |
| 54 | Ian Happ# | 16 | 2016-2016 | |
| 54 | Luis Liberato# | 16 | 2018-2019 | |
| 54 | Jeff Roy | 16 | 2016-2017 | |
| 54 | Ryan Ward# | 16 | 2022-2026 | |
| 59 | Anthony Jimenez | 15 | 2019-2021 | |
| 59 | Kevin Keyes | 15 | 2013-2014 | |
| 59 | Zac Law | 15 | 2019-2022 | |
| 59 | Jon Singleton# | 15 | 2014-2014 | |
| 59 | Nelson Velazquez# | 15 | 2022-2023 | |
| 64 | Tom Belza | 14 | 2013-2015 | |
| 64 | George Springer# | 14 | 2014-2014 | |
| 64 | Brett Stephens | 14 | 2019-2019 | |
| 64 | Jesse Winker# | 14 | 2013-2013 | |
| 68 | Cade Fergus# | 13 | 2025-2025 | |
| 68 | Robby Martin# | 13 | 2024-2026 | |
| 68 | Grant Richardson# | 13 | 2023-2026 | |
| 68 | Agustin Ruiz# | 13 | 2024-2026 | |
| 68 | Nick Solak# | 13 | 2026-2026 | |
| 68 | Dillon Thomas | 13 | 2013-2019 | |
| 68 | Garrett Whitley# | 13 | 2016-2026 | |
| 75 | Kevin Encarnacion | 12 | 2015-2015 | |
| 75 | Dominic Fletcher# | 12 | 2020-2020 | |
| 75 | Clint Frazier | 12 | 2015-2016 | |
| 78 | Tayler Aguilar# | 11 | 2023-2024 | |
| 78 | Douglas Hodo III# | 11 | 2022-2025 | |
| 78 | Dominic Jose | 11 | 2017-2018 | |
| 78 | Edel Luaces | 11 | 2017-2019 | |
| 78 | Javier Sanoja# | 11 | 2024-2025 | |
| 83 | Rell Allen | 10 | 2013-2016 | |
| 83 | Barrett Barnes | 10 | 2014-2017 | |
| 83 | Brock Jones# | 10 | 2022-2025 | |
| 83 | Terrance Robertson | 10 | 2017-2021 | |
| 83 | Edward Sappelt | 10 | 2015-2016 | |
| 83 | Jadamion Williams | 10 | 2013-2016 | |
| 89 | Stephen Dezzi | 9 | 2016-2016 | |
| 89 | Oscar Gonzalez# | 9 | 2021-2021 | |
| 89 | Joel Licon | 9 | 2013-2014 | |
| 89 | Tate Matheny | 9 | 2016-2022 | |
| 93 | Andrew Calica | 8 | 2017-2018 | |
| 93 | Jeremy De La Rosa# | 8 | 2023-2026 | |
| 93 | Shawon Dunston Jr. | 8 | 2014-2016 | |
| 93 | Anthony Garcia# | 8 | 2014-2026 | |
| 93 | Gareth Morgan | 8 | 2022-2022 | |
| 93 | Hunter Owen | 8 | 2019-2019 | |
| 93 | Jake Peevyhouse | 8 | 2016-2017 | |
| 93 | Jake Pries | 8 | 2020-2022 |
