I don't think small CS can benefit from window scaling. If I play on x768 normally and increase to x900 when I play cs5, yeah it does make the CS bigger, but the jumps increase in size. On the other hand if I play cs3 on x600, the CS is smaller and the jumps shrink.
Yes, smaller circles inherently can make harder maps. That's already captured with the scaling, though.
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DroppedBass