| Date | Player | Milestones | |
| 06-03-2013 | Rafael Collazo | 1000 Runs Scored, while playing for Brooklyn | |
| 07-02-2013 | Michael Fay | 2000 Hits, while playing for Houston | |
| 06-22-2014 | Rafael Collazo | 1000 Runs Batted In, while playing for Brooklyn | |
| 07-08-2014 | Sean Arant | 1000 Runs Scored, while playing for Los Angeles | |
| 09-25-2014 | Lincoln Rossetti | 1000 Runs Scored, while playing for Walla Walla | |
| 04-14-2015 | Gregory Mudge | 1000 Runs Scored, while playing for Seattle | |
| 04-23-2015 | Luis Jeon | 300 Home Runs, while playing for Brooklyn | |
| 05-21-2015 | Chad Nelligan | 200 Wins, while playing for Seattle | |
| 05-31-2015 | Christopher Moss | 300 Home Runs, while playing for Ohio | |
| 07-07-2015 | Patrick Valdes | 300 Home Runs, while playing for River Cities | |
| 07-27-2015 | Dong Lutz | 300 Home Runs, while playing for Maui | |
| 07-29-2015 | Patrick Valdes | 1000 Runs Batted In, while playing for River Cities | |
| 08-26-2015 | Luis Jeon | 1000 Runs Batted In, while playing for Brooklyn | |
| 09-10-2015 | Miguel Cuesta | 300 Home Runs, while playing for Brooklyn | |
| 09-24-2015 | John Hukill | 300 Home Runs, while playing for River Cities | |
| 09-26-2015 | Christopher Moss | 1000 Runs Scored, while playing for Ohio | |
| 04-02-2016 | Dong Lutz | 1000 Runs Batted In, while playing for Maui | |
| 04-24-2016 | Ricky Peppers | 300 Home Runs, while playing for Los Angeles | |
| 04-30-2016 | Gregory Mudge | 2000 Hits, while playing for Seattle | |
| 05-05-2016 | Luis Jeon | 1000 Runs Scored, while playing for Brooklyn | |
| 05-19-2016 | Christopher Moss | 1000 Runs Batted In, while playing for Ohio | |
| 06-06-2016 | Gregory Mudge | 400 Home Runs, while playing for Seattle | |
| 06-10-2016 | John Okane | 200 Wins, while playing for River Cities | |
| 06-19-2016 | Miguel Cuesta | 1000 Runs Batted In, while playing for Brooklyn | |
| 07-04-2016 | Dong Lutz | 1000 Runs Scored, while playing for Maui | |
| 07-04-2016 | Beau Manning | 300 Home Runs, while playing for Brooklyn | |
| 07-18-2016 | Lincoln Rossetti | 2000 Hits, while playing for Ohio | |
| 07-30-2016 | Brian Frison | 1000 Runs Batted In, while playing for Saskatoon | |
| 08-03-2016 | Ricky Peppers | 1000 Runs Batted In, while playing for Los Angeles | |
| 08-13-2016 | Brian Frison | 300 Home Runs, while playing for Saskatoon | |
| 08-14-2016 | John Hukill | 1000 Runs Scored, while playing for River Cities | |
| 09-15-2016 | Patrick Valdes | 1000 Runs Scored, while playing for River Cities | |
| 04-02-2017 | Ricky Peppers | 1000 Runs Scored, while playing for Los Angeles | |
| 04-08-2017 | Demarcus Ramirez | 200 Wins, while playing for Saskatoon | |
| 04-08-2017 | Miguel Cuesta | 1000 Runs Scored, while playing for Brooklyn | |
| 04-14-2017 | Ronald Quijada | 1000 Runs Scored, while playing for Ohio | |
| 04-16-2017 | David Kerry | 300 Home Runs, while playing for Seattle | |
| 05-07-2017 | Paul Shunk | 300 Home Runs, while playing for Hickory | |
| 05-07-2017 | Paul Shunk | 1000 Runs Batted In, while playing for Hickory | |
| 05-25-2017 | David Kerry | 1000 Runs Batted In, while playing for Seattle | |
| 06-01-2017 | Brian Frison | 1000 Runs Scored, while playing for Saskatoon | |
| 06-21-2017 | Luis Jeon | 400 Home Runs, while playing for Brooklyn | |
| 07-01-2017 | Frank Osborne | 3000 Strikeouts, while playing for Hickory | |
| 07-03-2017 | Timothy Palacio | 1000 Runs Batted In, while playing for Maui | |
| 07-28-2017 | John Hukill | 1000 Runs Batted In, while playing for River Cities | |
| 04-16-2018 | Tyler Thomas | 1000 Runs Batted In, while playing for Hickory | |
| 04-17-2018 | Christopher Moss | 400 Home Runs, while playing for Ohio | |
| 05-01-2018 | Beau Manning | 1000 Runs Batted In, while playing for Brooklyn | |
| 05-06-2018 | Demarcus Ramirez | 3000 Strikeouts, while playing for Saskatoon | |
| 05-08-2018 | Christopher Moss | 2000 Hits, while playing for Ohio | |
| 05-13-2018 | Patrick Valdes | 400 Home Runs, while playing for River Cities | |
| 05-31-2018 | Dong Lutz | 400 Home Runs, while playing for Danville | |
| 07-27-2018 | Dong Lutz | 2000 Hits, while playing for Danville | |
| 07-29-2018 | Timothy Palacio | 1000 Runs Scored, while playing for Cleveland | |
| 07-31-2018 | David Kerry | 1000 Runs Scored, while playing for River Cities | |
| 08-06-2018 | John Hukill | 400 Home Runs, while playing for River Cities | |
| 08-22-2018 | Paul Shunk | 1000 Runs Scored, while playing for Hickory | |
| 09-08-2018 | Miguel Cuesta | 2000 Hits, while playing for Brooklyn | |
| 09-14-2018 | Juan Villatoro | 200 Wins, while playing for River Cities | |
| 04-14-2019 | John Okane | 3000 Strikeouts, while playing for Hickory | |
| 05-04-2019 | Ronald Quijada | 1000 Runs Batted In, while playing for Cleveland | |
| 05-17-2019 | Ricky Peppers | 400 Home Runs, while playing for Shackamaxon | |
| 05-23-2019 | Brian Frison | 400 Home Runs, while playing for Seattle | |
| 05-28-2019 | Brian Frison | 2000 Hits, while playing for Seattle | |
| 06-22-2019 | Ricky Peppers | 2000 Hits, while playing for Shackamaxon | |
| 06-28-2019 | John Okane | 250 Wins, while playing for Hickory | |
| 07-28-2019 | Christopher Hester | 200 Wins, while playing for Seattle | |
| 07-30-2019 | Timothy Palacio | 300 Home Runs, while playing for Monck's Corner | |
| 08-04-2019 | Timothy Palacio | 2000 Hits, while playing for Monck's Corner | |
| 08-17-2019 | Ronald Placencia | 200 Wins, while playing for Seattle | |
| 09-01-2019 | Paul Shunk | 2000 Hits, while playing for Hickory | |
| 09-02-2019 | Miguel Cuesta | 400 Home Runs, while playing for Brooklyn | |
| 09-21-2019 | Ronald Quijada | 300 Home Runs, while playing for Cleveland | |
| 04-27-2020 | Luis Jeon | 500 Home Runs, while playing for New York | |
| 04-29-2020 | Paul Shunk | 400 Home Runs, while playing for Hickory | |
| 05-13-2020 | Luis Jeon | 2000 Hits, while playing for New York | |
| 05-19-2020 | Herman Gossard | 2000 Hits, while playing for Cleveland | |
| 07-02-2020 | Luis Jeon | 1500 Runs Batted In, while playing for New York | |
| 07-24-2020 | Brian Frison | 1500 Runs Batted In, while playing for Danville | |
| 07-28-2020 | Dong Lutz | 500 Home Runs, while playing for Maui | |
| 08-10-2020 | Patrick Valdes | 2000 Hits, while playing for Monck's Corner | |
| 08-28-2020 | Luis Jeon | 1500 Runs Scored, while playing for New York | |
| 09-12-2020 | Dong Lutz | 1500 Runs Batted In, while playing for Maui | |