| Female Toby | Male Toby | Most Improved Female | Most Improved Male | ||
| 1996 | Nathaniel "Toby" Cox | ||||
| 1997 | Steve Wilson | June Park | |||
| 1998 | Lori Parham | Fortunat Mueller | Jana Zeljkovic | Raju Goyal | |
| 1999 | Fuyuki Hirishima Team Black |
Matt Kromer Team Green |
Andrea Castaneda Team Purple |
Seth Weiberg Team Grey |
|
| 2000 | Cara D'Avanzo Team Gold |
Scott Mathieu Team Gold |
Meredith Visco Team Pine |
Colin Smith Team Key Lime |
|
| 2001 | Megan Nolan Team Green |
Scott Wiant Team Green |
Julie Farago Team Jade |
Ben Skolnik Team Purple |
|
| 2002 | Blake Spitz Team Burgundy |
Joseph Tuazon Team Green |
Maureen Lapre Team Denim |
Ryan Limerick Team Green |
|
| 2003 | Tanja Gronholm Team Natural |
Jeff Petros Team Green |
Maureen McCarthy Team Orange |
James Coburn Team Green |
|
| 2004 | Shirley "Shwu" Wu Team Burgundy |
Alan "Lucky" Lapre Team Sky |
Rebecca "Becks" Parsons Team Khaki |
Chad Johr Team Khaki | |
| 2005 | June Park Team Blue |
Brian Thurber Team Blue |
Hannah Vu Team Daisy |
Donnelly Roberts Team Brown | |
| 2006 | Michelle Levinson Team Gold |
Ed Beshers Team White |
Karen Jasinski Team Light Blue |
Garth Egan Team Orange | |
| 2007 | Carolyn Ernst Team Black |
Nick Reed Team Black |
Katie Ady Team Chocolate |
Ryan Brown Team Red |
|
| 2008 | Ingrid Werge Team Red |
Andrew Miller Team White |
Duncan Davis Team Brown |
Liz Albert Team Purple |
The Toby Award goes to the player who best exemplifies what we as a league are striving for, namely, superior play, excellent spirit, good leadership, and just being an all-around good guy.
