I wonder, using Eclipse's PyDev plugin, how come documentation does not always show up?

Compared with

Is there a way to set Eclipse to “always show modules available along with the help attached”?
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The problem is that depending on each context, the PyDev type inference engine may know or not what you’re talking about… In the first situation it knows you’re dealing with a string and thus can show you things properly. In the second, word is probably some parameter, so, it can’t really find swapcase properly — although it should work if you did an assert isinstance(word, str).