Is this possible???
Something like this ? 
I voluntarily left the column Images visible but I guess, it could be hidden.
As for the button, it just expands the row (nothing more) with OpenRow() and displays the row as a detail layout where every other field is hidden
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Actually no, you still have to click on Add image to open the dialog.
Not if you drag-n-drop the image
…
But this is the closed “trigger” you can get, I think
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Yeah, but in this case I would wish a bigger drop area…
Sadly, as far as I can see, the size of the drop area is as big as Coda made it 
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