| Sedgwick Bowl | Year | Owner | Team |
|---|---|---|---|
| Sedgwick Bowl I | 1994 | Matt Vitiello | Vitiello Pimps |
| Sedgwick Bowl II | 1995 | Nando DiFino | Isle Of Ewe |
| Sedgwick Bowl III | 1996 | John Tooley | Wide Right |
| Sedgwick Bowl IV | 1997 | Marc Cusano | Sonny Red |
| Sedgwick Bowl V | 1998 | Jeff Ascenzo | Know Your Damn Roles |
| Sedgwick Bowl VI | 1999 | Matthew Cusano | Polish Falcons |
| Sedgwick Bowl VII | 2000 | Michael Cusano | Klein Hall Crackas |
| Sedgwick Bowl VIII | 2001 | Jeff Ascenzo | Know Your Damn Roles |
| Sedgwick Bowl IX | 2002 | Anthony DiFino | The Lonely Pimpin Punters |
| Sedgwick Bowl X | 2003 | Brook Negussey | Enron |
| Sedgwick Bowl XI | 2004 | Michael Cusano | The Arch Angels |
| Sedgwick Bowl XII | 2005 | Michael Cusano | The Arch Angels |
| Sedgwick Bowl XIII | 2006 | Brook Negussey | Ricky Bobby |
| Sedgwick Bowl XIV | 2007 | Mike Ilacqua | The Blackouts |
| Sedgwick Bowl XV | 2008 | Mike Ilacqua | The Blackouts |
| Sedgwick Bowl XVI | 2009 | Matthew Cusano | The Dark Knight |
| Sedgwick Bowl XVII | 2010 | Jeff Ascenzo | Know Your Damn Roles |
| Sedgwick Bowl XVIII | 2011 | Marc Cusano | Back In Time |
| Sedgwick Bowl XIX | 2012 | Brook Negussey | Brownian Motion |
| Sedgwick Bowl XX | 2013 | John Tooley | Wide Right |
| Sedgwick Bowl XX | 2014 | Graz Zazzara | Bearheads |
| Sedgwick Bowl XXI | 2015 | Marc Cusano | Back In Time |
| Sedgwick Bowl XXII | 2016 | John Tooley | Wide Right |