Sorry, the with statement is non-responsive. The question isn't whether you "can" write PyPy-friendly code. Obviously you can.

The question isn't even whether or not you "should" write PyPy-friendly code, it's whether YOU DID, or your predecessors did. And the answer is "No, they didn't". I mean, duh, as it were.

PyPy isn't compatible. In this way and a thousand tiny others. It's not really "Python" in a measurable and important way. And projects that are making new decisions for what to pick as an implementation language for the evolution of their Python code have, let's be blunt, much better options than PyPy anyway.