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OK, the "Insert File" feature doesn't even use a native file dialog (unless you're using the "Other Files" button within it). It should be unaffected by shell extensions. How many images are we talking about being listed in that dialog to choose from? Are they all one type of image, or a mix? What are the file extensions?
What are the details of the typical types of files you're inserting (found in the bottom right-hand corner below the image preview)?
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