I'm asking someone on the inside and I hope I got the right email address since this is the only one I could find.
The current PyPy logo seems kind of plain. And Ouroboros is a symbol of snake biting its tail and represents a cycle, a re-creation of itself, or a self-reference. Which would fit nicely in the PyPy logo. http://en.wikipedia.org/wiki/Ouroboros If you like the idea I can create concept art for it.
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