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Hi Jonathan:
I just noticed that a long statement that wraps around will have it's second line be masked / obfuscated by the signature pop-up; so you can't see what you're typing, or what was already typed on the second line. Maybe logic to place the signature pop-up one line after the 'effective' number of lines displayed (which would be more than one line in a wrap-around situation) could do the trick.
Thank you (and still loving ptpython with vi(1) -- it's part of my daily toolset).