Past honorees in the Howie Mackie Man of Winter Award have proven themselves in many ways. From the daunting task of setting and keeping goals in the worst of conditions, to donning the crown on coronation evening. For that, turtles raise a glass and toast your past MOW recipients.
| Year | MOW Winner |
| 2007-2008 | Bob Jackman |
| 2006-2007 | Jackie Gorski |
| 2005-2006 | Dave Schaad |
| 2004-2005 | David Principe |
| 2003-2004 | George Ross |
| 2002-2003 | Mike Amend |
| 2001-2002 | Terry Clifford |
| 2000-2001 | Tommy Conca |
| 1999-2000 | Jake Schieffelin |
| 1998-1999 | Tim Porter |
| 1997-1998 | Tommy Conca |
| 1996-1997 | Mark Zartarian |
| 1995-1996 | Elise Hegre |
| 1994-1995 | Keven O'Neil |
| 1993-1994 | Mark Mitsmenn |