2009 |
| Fantasy Tools | Fantasy Commissioner, League Manager Product | CBSSports.com |
| | Online Draft Room or Mock Draft | CBSSports.com |
| Fantasy Contests | Online Draft Style Contest | ESPN |
| | Online Salary Cap Contest | Head2Head.com |
| | High Stakes Contest | GridIron Fantasy Sports (WCOFF) |
| | Live Fantasy Event or Contest | BaseballHQ.com -- First Pitch Arizona |
| | Unique Contest | ESPN -- Streak for the Ca$h |
| Fantasy Content and Services | Innovation | Fantasy Sports Insurance |
| | Draft Kit | Rotoworld/NBC Sports |
| | Fantasy Draft and Game Assistance Tool | Fantasy Sharks Draft Coach (with MyFantasyLeague.com) |
| | Print or Online Ad | ESPN |
| | Fantasy Magazine | Rotowire |
| | New Web Site or Site Update | Fantasy Sports Channel/BlogTalkRadio |
| | Specialty Products or Services | Rotoworld/NBC Sports -- Season Pass |
| | Online Content Service | FootballGuys.com |
| | Video Podcast | ESPN |
| | Fantasy Sports Broadcast Presentation | ESPN |
| | Podcast | Fantasy Sports Channel/BlogTalkRadio |
2008 |
| Fantasy Tools | Fantasy Commissioner, League Manager Product | MyFantasyLeague.com |
| | Online Draft Room or Mock Draft | Mock Draft Central |
| Fantasy Contests | Online Draft Style Contest | CBSSports.com |
| | Online Salary Cap Contest | Head2Head Sports |
| | Live Fantasy Event or Contest | FLW Fantasy Fishing |
| | Unique Contest | FLW Fantasy Fishing |
| Fantasy Content and Services | Innovation | LeagueSafe.com |
| | Draft Kit | RotoWire |
| | Fantasy Draft and Game Assistance Tool | CBSSports.com Mock Drafts |
| | Print or Online Ad | MyFantasyLeague.com |
| | Fantasy Magazine | Athlon/Grogan's Fantasy Football Analyst |
| | New Web Site or Site Update | FantasySportsBusiness.com |
| | Specialty Products or Services | LeagueSafe.com |
| | Online Content Service | Rotoworld/NBC Sports (All Sports) |
| | Podcast | FantasySportsGirl.com |
| | Blog | ESPN |
2007 |
| Fantasy Tools | Online Draft Room or Mock Draft | Mock Draft Central |
| Fantasy Contests | Online Salary Cap Contest | Head2Head Sports |
| | Live Fantasy Event or Contest | Real-Time Fantasy Sports - WCOFF |
| | Unique Contest | Rotoworld - NBC Sports |
| Fantasy Content and Services | Innovation | ScreamingSports.com |
| | Draft Kit | Rotoworld - NBC Sports |
| | Fantasy Draft and Game Assistance Tool | Draft Dynamix |
| | Print or Online Ad | CBSSports.com |
| | Fantasy Magazine | Rotoworld - NBC Sports |
| | New Web Site or Site Update | Accuscore |
| | Specialty Products or Services | Mock Draft Central |
| | Online Content Service | Yahoo! |
| | | Rotoworld - NBC Sports |
2006 |
| Fantasy Contests | Online Draft Style Contest | FantasyAuctioneer.com |
| | Online Salary Cap Contest | Head2Head Sports |
| | Live Fantasy Event or Contest | ESPN |
| | Unique Contest | The Loser Challenge |
| | | Humware Media Corp. |
| Fantasy Content and Services | Innovation | Mobile ESPN |
| | Draft Kit | The Huddle |
| | Fantasy Draft and Game Assistance Tool | RotoLab |
| | Fantasy Magazine | The Huddle |
| | New Web Site or Site Update | SportsBuffPub.com |
| | Specialty Products or Services | FantasyAuctioneer.com |
| | Online Content Service | CBS Sportsline |
2003 |
| Fantasy Tools | Fantasy Commissioner, League Manager Product | CBS SportsLine.com Commissioner -- baseball |
| Fantasy Content and Services | Fantasy Magazine | Fantasy Sports Magazine -- baseball |
| | Online Content Service | BaseballHQ.com -- baseball |
| | Business of the Year | Krause Publications -- big business, baseball |
| | | Allstar Stats -- small business, baseball |
2002 |
| Fantasy Tools | Fantasy Commissioner, League Manager Product | CBS SportsLine.com Commissioner -- baseball |
| | | CBS SportsLine.com Commissioner -- football |
| Fantasy Contests | Online Draft Style Contest | USA Today Diamond Challenge -- baseball |
| | | CDM Fantasy Sports Budget Football -- football |
| Fantasy Content and Services | Fantasy Magazine | Fantasy Sports Magazine -- baseball |
| | | Fantasy Football Index -- football |
| | Online Content Service | BaseballHQ.com -- baseball |
| | | Fantasy Insights -- football |
| | Business of the Year | ESPN.com -- big business, baseball |
| | | CBS SportsLine.com -- big business, football |
| | | Ultimate Fantasy Sports -- small business, baseball |
| | | Fantasy Insights -- small business, football |
| | | Allstar Stats -- small business, football |
2001 |
| Fantasy Tools | Fantasy Commissioner, League Manager Product | CBS Sportsline.com Commissioner -- football |
| Fantasy Contests | Online Draft Style Contest | CDM Sports -- baseball |
| | | CDM Fantasy Football Challenge -- football |
| Fantasy Content and Services | Fantasy Magazine | Baseball Weekly -- baseball |
| | | Fantasy Football Index -- football |
| | Online Content Service | MajorLeagueBaseball.com -- baseball |
| | | KFFL.com -- football |
| | Business of the Year | Krause Publications -- big business, baseball |
| | | CBS Sportsline.com -- big business, football |
| | | Baseball HQ -- small business, baseball |
| | | KFFL.com -- small business, football |
| | | Fantasy Insights -- small business, football |
2000 |
| Fantasy Tools | Fantasy Commissioner, League Manager Product | Commissioner.com (CBS SportsLine) -- football |
| Fantasy Contests | Online Draft Style Contest | Yahoo Sports -- football |
| Fantasy Content and Services | Fantasy Magazine | Baseball Weekly -- baseball |
| | | Fantasy Football Weekly (Fanball) -- football |
| | Online Content Service | Rotonews.com -- baseball |
| | | KFFL -- football |
| | Business of the Year | CBS SportsLine -- big business, baseball |
| | | ESPN -- big business, football |
1999 |
| Fantasy Contests | Unique Contest | Wall Street Sports (Sandbox.com) |
| Fantasy Content and Services | Fantasy Magazine | Baseball Weekly -- baseball |
| | | Fantasy Football Index -- football |
| | | Fantasy Sports Magazine (Krause) -- football |
| | Online Content Service | BaseballHq.com -- baseball |
| | | CBS.SportsLine.com -- football |
| | Business of the Year | ESPN.com -- big business |