| Year | Team | Owner |
| 2019 | Baltimore | Jason Bergmann |
| 2018 | Pittsburgh | Chuck Stevens |
| 2017 | Boston | Seth Keichline |
| 2016 | New York NL | Steve Jacaruso |
| 2015 | New York NL | Steve Jacaruso |
| 2014 | Colorado | Brandon Barker |
| 2013 | Toronto | Billy Ballans |
| 2012 | Chicago NL | Mike Markowski |
| 2011 | Cleveland | Steve Jacaruso |
| 2010 | Pittsburgh | Steve Jacaruso |
| 2009 | So Cal | Ken Bonnot |
| 2008 | Chicago AL | Jim Werschler |
| 2007 | Boston | Seth Keichline |
| 2006 | Toronto | Billy Ballans |
| 2005 | Philadelphia | Seth Keichline |
| 2004 | New York AL | Bret Stephens |
| 2003 | Kansas City | |
| 2002 | Texas | Shalako Sheppard |
| 2001 | Kansas City | |
| 2000 | Boston | Seth Keichline |
| 1999 | Boston | Seth Keichline |
| 1998 | Boston | Seth Keichline |
| 1997 | Chicago NL | Some Dong |