Roy Hobbs Oak Lawn Baseball: 1985-2009 Roy Hobbs history
Championships by Manager Roy Hobbs 1985-2008
| Rank | Manager | Championships |
| 1 | Vito Ruscio | 9 - 2008 38+ and 48+, 2007 38+ and 48+, 2006, 2005, 2004, 2002, 1999 |
| 2 | John Austin | 6 - 2008, 2007,2006,2005,2004,2002 |
| 3t | Kevin Hodgson | 4 - 1999,1996,1995,1994 |
| 3t | Kevin Ahern | 4 - 1992,1991,1989,1987 |
| 5t | Jim Feigl | 2 - 2001,2000 |
| 5t | Mike Labriola | 2 - 1997,1993 |
| 5t | Mike Krisik, Sr | 2 - 1988,1985 |
| 5t | Jim Kapsa | 2 - 2006,2005 |
| 8t | Frank Murphy | 1 - 2004 |
| 8t | Tim White | 1 - 2003 |
| 8t | Norm Johnsen | 1 - 2003 |
| 8t | Tim Foss | 1 - 2001 |
| 8t | Dave Kasper | 1 - 2000 |
| 8t | Jim Welsh | 1 - 1998 |
| 8t | Rob Pyznarski | 1 - 1990 |
| 8t | Bob Soderholm | 1 - 1986 |
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