Cyclical events like presidential elections, the Olympics, or the NCAA basketball tournament are great opportunities for websites to show off their shiniest new tools. They also provide good benchmarks to see how web coverage has developed since the iteration. These large, competitive events really translate well to internet coverage with the links and information crunching visuals that the web provides. With that in mind, I wanted to survey the field of “Bracketology” for 2009.
The New York Times – Link

Pros: The New York Times has a consistent visual style to all of their flash features. Everything is clean and boxy with plenty of grays, so it’s no surprise that their bracket follows that design. Their bracket has basic competitive features, allowing users to fill-out their own, and keeping a high score list. The integration of staff-picks is a nice touch, but the bracket shines with hovering info boxes that give game details and links to actually relevant articles.
Cons: The Times seems to be a bit slow getting the game times up for the next round. Other sites have the game times up or provide two times if it has not been decided. The NYT bracket is also hurt by a lack of any video. This was the best new feature of some of the other brackets on this list, but, without owning any video rights, there isn’t much they can do.
Yahoo – Link to top ranking bracket

Pros: Yahoo has been doing bracket competitions longer than almost anyone on this list (probably since before anyone knew what a google was). They have the basic functionality down, and have advanced communities features like groups, messaging, and research (showing the breakdown of how each team has been picked). Realizing that many people get into March Madness after it is already underway, Yahoo offers a “Second Chance Tourney Pick’em” for picking the second half of the tournament.
Cons: Having been around forever, Yahoo has lots of users, which means lots of junk groups and messages to sift through. Yahoo is also hurt by a lack of video, but where the NYT links to game recaps and news, Yahoo only links to team summary pages. The bracket itself is spartan, though, as we will see, there are worse things to be.
CBS Sports – Link

Pros: The strongest feature in the CBS bracket is the little camera icon underneath each match-up. Click this and you will get a video recap of the game and be plunged into CBS Sports’ video player where many more clips await. An orange icon means a live game to watch. The video, combined with the stats and recap links, make for a strong, broadcast-oriented bracket. It’s a shame the thing is so hideous to look at.
Cons: The thing is so hideous to look at. Text is spilling out of boxes. Corners are rounded to the point of uselessness, and, in case you didn’t get the point, the same boxes are also shaded. Finally, the thing is too tall to fit on my screen.
ESPN – Link

Pros: ESPN has a very knowledgeable and demanding fanbase, and they have been in the game long enough to refine their approach. They have a very solid bracket that finds a neat middle-ground between an information-heavy presentation and a minimalist style. In short, links are where you expect them to be – click a team and it takes you to a team page, click a game score and it takes you to a recap. The recap page has an article some games show video recaps from CBS Sports.
Cons: The team name abbreviations could turn-off casual fans who are not familiar enough with the names. The bracket is also too large to display on my screen at once, but it feels like less of a problem since it is so well laid-out.
NCAA.com – Link

Pros: The “official” bracket from the governing body is tied closely to CBS’ coverage. It has been my go-to bracket to watch live games for its ease of use. Ongoing games are highlighted and scores are updated in real-time. I avoid sites that run everything in flash, but this is a solid implementation.
Cons: Beveled and shaded to hell like the other CBS bracket, this one is also over-designed. I’m also not a fan of the hovering expanding game score – it enlarges but doesn’t really show any more information. In fact, even when you click an individual game, there are little more than ads for team apparel and On Demand, and no recap features or links to CBS coverage.
Sports Illustrated / CNN – Link

Pros: It has the Sports Illustrated brand name. To compete in a pick ‘em, they have a tie-in with Facebook. I have not tried that, but it must look better than their own effort.
Cons: The worst of the bunch, easily. Terrible design. Ugly as sin. Clicking a game score takes you to a box score page rather than a recap by default. Oh and it’s giant, with lots of what would be white space, if there weren’t a basketball texture behind everything.