I pay $25/year for Flickr Pro, which is almost exactly $2/user/month.
I would be happy if our 20k users all payed for a year up front discounted by 30%, rather than a full-price for every month. Why? Because we don't have much income now, and getting the money now would allow us to expand much faster, so the next 20k users would signup quicker, and would not have the big discount for an entire year up front.