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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | 2B | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Nick Senzel# | 11 | 2019-2025 | |
| 2 | Matt Skole | 9 | 2014-2021 | |
| 3 | Ozzie Albies# | 7 | 2018-2018 | |
| 3 | Greg Jones# | 7 | 2023-2025 | |
| 3 | Patrick Kivlehan | 7 | 2013-2024 | |
| 3 | Brian O'Grady# | 7 | 2020-2025 | |
| 7 | Maikel Franco | 6 | 2016-2023 | |
| 7 | Nick Maton# | 6 | 2022-2024 | |
| 9 | Jo Adell# | 5 | 2019-2022 | |
| 9 | Jake Alu# | 5 | 2023-2025 | |
| 9 | Juan Centeno# | 5 | 2017-2022 | |
| 9 | Kelly Dugan | 5 | 2016-2019 | |
| 9 | Kyle Garlick# | 5 | 2018-2025 | |
| 9 | Dustin Garneau | 5 | 2015-2019 | |
| 9 | K.C. Hobson | 5 | 2013-2018 | |
| 9 | Cameron Maybin | 5 | 2013-2013 | |
| 9 | Edwin Rios# | 5 | 2019-2025 | |
| 9 | Dan Robertson | 5 | 2013-2019 | |
| 9 | Victor Robles# | 5 | 2019-2024 | |
| 9 | Moises Sierra | 5 | 2014-2022 | |
| 9 | Tyler Smith | 5 | 2019-2021 | |
| 9 | Jordan Tarsovich | 5 | 2018-2021 | |
| 23 | Matthew Clark | 4 | 2014-2014 | |
| 23 | Drew Ferguson | 4 | 2018-2022 | |
| 23 | Conor Gillaspie | 4 | 2017-2019 | |
| 23 | Jake Hager# | 4 | 2013-2025 | |
| 23 | Jeremy Hazelbaker | 4 | 2013-2022 | |
| 23 | Colt Keith# | 4 | 2024-2025 | |
| 23 | Francisco Martinez | 4 | 2013-2016 | |
| 23 | Jeff Mathis | 4 | 2013-2018 | |
| 23 | Seth Mejias-Brean | 4 | 2017-2023 | |
| 23 | Derek Norris | 4 | 2017-2018 | |
| 23 | Marcell Ozuna# | 4 | 2014-2016 | |
| 23 | Kevin Padlo# | 4 | 2015-2025 | |
| 23 | Brett Phillips# | 4 | 2021-2025 | |
| 23 | Rob Refsnyder# | 4 | 2015-2023 | |
| 23 | Nick Sogard# | 4 | 2025-2025 | |
| 23 | Matt Szczur | 4 | 2019-2022 | |
| 23 | Josh Van Meter# | 4 | 2021-2024 | |
| 23 | Ildemaro Vargas# | 4 | 2017-2025 | |
| 23 | Mason Williams | 4 | 2016-2023 | |
| 42 | Ronald Acuna Jr.# | 3 | 2017-2018 | |
| 42 | Justin Bour | 3 | 2015-2022 | |
| 42 | Steven Clevenger | 3 | 2013-2018 | |
| 42 | Chris Coghlan | 3 | 2013-2014 | |
| 42 | Mark Contreras# | 3 | 2024-2025 | |
| 42 | Alex De Goti# | 3 | 2021-2025 | |
| 42 | Corey Dickerson | 3 | 2014-2015 | |
| 42 | Adam Duvall# | 3 | 2014-2019 | |
| 42 | Zane Evans | 3 | 2016-2021 | |
| 42 | Dilson Herrera | 3 | 2015-2023 | |
| 42 | Ryan Lidge | 3 | 2020-2023 | |
| 42 | Brandon Lowe# | 3 | 2019-2020 | |
| 42 | Jose Marmolejos | 3 | 2021-2021 | |
| 42 | Austin Martin# | 3 | 2023-2023 | |
| 42 | Will Middlebrooks | 3 | 2013-2018 | |
| 42 | Ian Miller | 3 | 2018-2023 | |
| 42 | Tyler Moore | 3 | 2013-2017 | |
| 42 | Efren Navarro | 3 | 2013-2018 | |
| 42 | Adrian Nieto | 3 | 2015-2016 | |
| 42 | Jimmy Paredes | 3 | 2013-2014 | |
| 42 | Jarrett Parker | 3 | 2014-2021 | |
| 42 | Graham Pauley# | 3 | 2024-2025 | |
| 42 | A.J. Pollock | 3 | 2022-2024 | |
| 42 | Jack Reinheimer | 3 | 2017-2023 | |
| 42 | Adrian Sanchez | 3 | 2016-2023 | |
| 42 | Garrett Stubbs# | 3 | 2018-2025 | |
| 42 | Alan Trejo# | 3 | 2022-2025 | |
| 42 | Alberto Triunfel | 3 | 2016-2018 | |
| 42 | Preston Tucker | 3 | 2019-2023 | |
| 42 | Christian Villanueva | 3 | 2017-2022 | |
| 42 | Jacob Wilson | 3 | 2018-2024 | |
| 73 | Sergio Alcantara# | 2 | 2018-2019 | |
| 73 | Aaron Altherr | 2 | 2017-2021 | |
| 73 | Oswaldo Arcia | 2 | 2020-2020 | |
| 73 | Diosbel Arias# | 2 | 2022-2025 | |
| 73 | Brooks Baldwin# | 2 | 2025-2025 | |
| 73 | Drake Baldwin# | 2 | 2025-2025 | |
| 73 | Barrett Barnes | 2 | 2014-2021 | |
| 73 | Matt Beaty# | 2 | 2017-2025 | |
| 73 | Rob Brantly | 2 | 2018-2021 | |
| 73 | Kris Bryant# | 2 | 2015-2017 | |
| 73 | Nick Buss | 2 | 2013-2019 | |
| 73 | Ji-Man Choi# | 2 | 2014-2024 | |
| 73 | Pedro Ciriaco | 2 | 2015-2016 | |
| 73 | Zac Cook# | 2 | 2021-2025 | |
| 73 | Bobby Coyle | 2 | 2015-2016 | |
| 73 | Noel Cuevas# | 2 | 2016-2017 | |
| 73 | Jaylin Davis# | 2 | 2021-2025 | |
| 73 | Yusniel Diaz# | 2 | 2019-2020 | |
| 73 | Danny Dorn | 2 | 2014-2018 | |
| 73 | Matthew Duffy | 2 | 2016-2020 | |
| 73 | Blake Dunn# | 2 | 2024-2024 | |
| 73 | Jake Elmore | 2 | 2015-2018 | |
| 73 | Phillip Evans# | 2 | 2018-2025 | |
| 73 | Kyle Farmer# | 2 | 2017-2023 | |
| 73 | Tyler Freeman# | 2 | 2021-2025 | |
| 73 | T.J. Friedl# | 2 | 2018-2025 | |
| 73 | Scooter Gennett | 2 | 2016-2016 | |
| 73 | Ryan Goins | 2 | 2013-2021 |
