Okay a prototype -- so starting things off with a site, a game and the ability to win cash. In addition, your layout has room for growth and investors with deep pockets. Ultimately it's a site of the same beast as King and WW but it's just blooming. I still think starting off with very few or one game would be fly-by-night. And honestly, it just sounds like the simple route which doesn't make it appealing or exciting. It would feel like a guy(or gal) pulled together a website overnight and now they want me to deposit money...???
I think SkillVille started off with too many games so don't duplicate that, but don't go two few either. I think if you can get five-seven original polished games that could be all swapping/matching/puzzle games and put it on an attractive website, that's a great start. And you've definitely got to look harder than some cheap looking flash game with crappy graphics. I'd make the games apps too because it's such a growing market
I also think starting off with just multi-player jackpot tournaments could be better for a smaller site than skill-matching tournaments. I'm done with the concept of "fair-matching" because we all know it's total BS so why not just toss that out and have open progressives, royal-cup style games, and/or fixed jackpot tournaments that anyone can enter until they are blue in the face. You can have free practice games as well as the ability to challenge another member for the people who need that one-to-one face off. Initially the jackpots could be $100 and if you can afford to do them daily that would rock.
And if you can't do cash starting off with a points based-system is another way to go. You've have to really monitor that but jackpots are worth x-jewels that can be cashed in for gas cards and stuff. I don't think that's attractive as cash, but it might work if the prizes aren't too good to be true. KadoKado has this large player base and even if their prizes are just amazon gift certificates, they got all these people playing interacting in "clans" and winning challenges that it keeps things interesting so you're not just waiting around for tournament to close so you can get your $5 prize. Maybe your start-up site a merge between cash-gaming and prize-gaming.
Another way to launch it, is that your site is an app through facebook. It might be the way to get as many folks as possible playing on it first and then it becomes it's own flashy website.
I should do some of these things instead of just writing about them...




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