Regenerating thumbnails does not update post

I recently changed themes and as always there were new images sizes. The one is particular is the “large” image size I use for individual post pages. Whenever I use this plugin to regenerate the new larger size needed it leaves the images in the post broken and it’s throwing 404s. It seems to be deleting the image, but it does not update the image in the post to use the newly created on. The src still points to the old. Am I crazy or did it used to update the images in the post as well?

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