Hi,
This is a great idea. I'm Nathan Russell, one of the guys organising the Stockade. I have lots to say so let me take a breath...
@ Timothy - adding news to the Stockade site as a contributor is theoretically possible and there are a couple of ways to do this. Let me investigate further to see what is best.
@ Vulpinoid, thanks for the plug. How is your game design going?
@Truhlsrohk and Ian - wonderful ideas here. There is no one "best" idea and it totally depends on the participants (designers) and their needs. I don't have any immediate solution, but I do have a bunch of information on what is happening at GenCon Indy and our own GenCon Oz that is relevant;
At GenCon Indy groups of indie designers often group together to fund a booth and both promote and sell their games in the dealer hall. They run demos of their own and other's games at the booth, and sell, just like a number of companies did at GenCon Oz last year (Wednesday Night Games with "Dash In Dungeons" and another company with a card game spring instantly to mind). The advantage to grouping up is that you have a large number of people to run the booth and "sell" all the games. The disadvantage is the designer gives up the chance to run "full" games in the play area.
Often the games being sold are not "finished" games. The so-called "ashcan" is an almost finished game with a few bits and pieces that the designer explicitly points out as needing work. The designer wants feedback. It is SOLD to the consumer with this understanding. Paying for the product means a person is more likely to play it, increasing the chance that they will give genuine feedback to the designer. The downside is some people do not like the idea of charging for a beta-version of a game. Of course, they don't have to buy it.
This model of groups of designers selling finished and ashcan games has been very successful at GenCon Indy, and last year there were three or four booths doing this. These groups are also backed up by a large number of people organising play events for these and similar indipendently published games, in the play area.
Our community might not be that big! For example, we have about 13 people who have announced their participation in the Stockade Project this year, and I would be really happy if half of them have a product (ashcan at least) ready for GenCon Oz.
This year Andrew Smith is once again organising Indie Games On Demand where several GM's offer a large number of indie RPG's for play, in a "buffet" style where players choose what to play once they are seated at the table. It has worked amazingly the last two years and looks to be shaping up just as good this year. Many of the designers participating in the Stockade project have committed to running games at Indie Games on Demand. They will likely offer a variety of games as well as their own for play. It is a great chance for designers to show off their game, to people interested in this type of game. The downside is, committing to six or twelve hours of running games makes it impossible to run a booth in which to sell or market their product!
We are also doing a game design workshop (like last year) and an official "launch" for the Stockade games. As co-host of the Here Be Gamers! podcast I will also be covering the release of these new games and ashcans. Hopefully that will give a little boost to the designers too.
It is my personal hope that one day we will have enough designers and fans to run both a booth and Games on Demand, rotating people through both. In the meantime it would be great if there was some easy way for designer/GM's to get their games into people's hands.
Well, that's my info dump.

Let me know if there is anything I can do to help with this excellent idea. Feel free to email me at MrNathanRussell AT gmail DOT com
- Nathan