Wings.ai can be compared with kickstarter or indiegogo. It aims at being a platform for crowdfunding projects (obviously, with a preference for crypto related projects) the same way kickstarter and indiegogo are doing.
Of course, there will be an ICO for Wings.ai, but what's different is that, for this ICO, they're doing a little prediction game. So, if you correctly predict (basically, guess) the total cap of this ICO, you will get entitled to a slice from a $250,000 fund.
It's betting on the size of a pot that other people bet for a project which will host projects backed by other people betting their crypto on it. Yes. It's that simple. What can't you understand?
Joke aside, there might be a point to it, if you carefully read this text from their latest blog:
As many of you are keenly aware, many crowdsales and ICOs on the Ethereum network have reached their caps in matters of seconds. In our opinion this means that the teams and their advisors simply don’t have an easy way to value their crowdfund. By not being able to price their ICO to the market sentiment, they are missing potential early adopters and selling their tokens for cheap, instead of using them for their project promotion and development.
If you put it that way, yes, it starts to make sense.
Wings.ai crowdfunding will start in 3 days, and you can see more info about it here.
Later edit: As 
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