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Journalist of the Year
Since 1995, WIN has honored the nation’s best wrestling writers and communicators who have promoted the sport with their work.
The following is a list of those Journalists of the Year.
| Year | Name, Organization | |
| 2019 | Justin Hoch, Freelancer, The Fire Inside | |
| 2018 | K.J. Pilcher, Cedar Rapids Gazette | |
| 2017 | Andy Hamilton, Trackwrestling.com | |
| 2016 | Christian Pyles & Willie Saylor, FloWrestling Radio Live | |
| 2015 | John Sachs, Tech-Fall.com | |
| 2014 | Shane Sparks, Big Ten Network & ESPN | |
| 2013 | Bryce Miller, Des Moines Register | |
| 2012 | Jeff Byers, Penn State Radio | |
| 2011 | Andy Hamilton, Iowa City Press-Citizen | |
| 2010 | Andrew Hipps, InterMat | |
| 2009 | Jim Johnson, Big Ten Network and ESPN | |
| 2008 | Kyle Klingman, On the Mat Radio | |
| 2007 | Jason Bryant, InterMat | |
| 2006 | Mike Chapman, WIN/Author | |
| 2005 | Roger Moore, Stillwater (Okla.) NewsPress | |
| 2004 | Craig Sesker, Omaha World Herald | |
| 2003 | Rob Sherrill, WIN | |
| 2002 | Gary Abbott, USA Wrestling | |
| 2001 | Mike Nieto, Times of NW Indiana | |
| 2000 | Dan Ventura, Boston Herald | |
| 1999 | Jeff Byers, WRSC Radio | |
| 1998 | Reid Handley, Chicago Tribune | |
| 1997 | Dan McCool, Des Moines Register | |
| 1996 | Matt Winkeljohn, Atlanta Journal-Constitution | |
| 1995 | J.R. Ogden, Cedar Rapids Gazette |
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