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Depends on how invested your audience is in your application. I have paid up for premium features in free apps and donated to open source products, when I've used the applications extensively for work or even personal use. But then, as Joe mentioned the crowd can be very unpredictable. Certainly, expectations will be much higher, once there are paying ...

Of course it will have unintended side effects - that's what always happens when you crowdsource something, you'll have to expect the same with crowdfunding. The crowd is fickle, you never know what they will come up with, how they will respond, what kinds of natural leaders will emerge - that is a given. But if I had to guess, what will happen is this: ...