https://bugzilla.wikimedia.org/show_bug.cgi?id=65924

--- Comment #5 from Moriel Schottlender <[email protected]> ---
After further examination, this isn't an image bug per say, it is a list bug.

When the image is transformed from block to inline it goes back to being on its
own paragraph (as it does always regardless of lists) letting the user decide
where it should be.

The problem with the list, however, is that when the image goes back to being
inline it is presented as if it is on its own line inside the list (with the
text being on a different paragraph in the list item) 

However, the list itself won't allow for multi paragraphs and the resulting
wikitext shows the image and followup text without the extra line space.

We could either add a <br> in between the image and the new text (in Parsoid?)
or find a creative solution to make lists with multiline text behavior reflect
that of the resulting wikitext in general.

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