The award is named for a member of the club who redefined western business attire and is given to the members with the most unique sense of fashion.
| 1996 |
Ryan Malloy |
| 1997 |
Anand Khare |
| 1998 |
Dan Wadyka |
| 1999 |
Patrick Sullivan |
| 2000 |
Pete Ceccacci & Robb Roscoe |
| 2001 |
Scott McIsaac |
| 2002 |
Ryan Donahue & Tyler Strauss |
| 2003 |
Kelli Beard & Nathan Drelles |
| 2004 |
Katie Zobre & Janelle Gendrano |
| 2005 |
Lenny Haas, Kevin Larsen & Tami Faddish |
| 2006 |
Anastasia Kinigopoulo |
| 2007 |
JL |
| 2008 |
Richie Venizia |