I'm having a bit of trouble understanding the problem here as well, and kinda hope people expand on it, because insight might think of what to do better.
I edit a number of wikis. This leads to an inevitable amount of instances of having images floating aside the the text. Sometimes there's some peculiar stuff done with tables. But we never actually intermix the text content in a completely unreadable way, at least outside of templates and modules, which are NOT text content meant to be read in the first place and are NOT markdown either.
Every section of text only has text content, and the only alterations to the text come as syntax that strictly surrounds the affected text. If images have peculiar formatting demands, they will exist outside of text (Such as a CLR).
I edit a number of wikis. This leads to an inevitable amount of instances of having images floating aside the the text. Sometimes there's some peculiar stuff done with tables. But we never actually intermix the text content in a completely unreadable way, at least outside of templates and modules, which are NOT text content meant to be read in the first place and are NOT markdown either.
Every section of text only has text content, and the only alterations to the text come as syntax that strictly surrounds the affected text. If images have peculiar formatting demands, they will exist outside of text (Such as a CLR).