Add new image to an existing gallery
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How do I add another image to an existing gallery?
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You can add new images by editing the Gallery.
Click anywhere in the Gallery in Edit Post and you should see a pencil icon appear in the upper left corner of the Gallery area. Clicking on the icon will bring you to the Edit Gallery screen where you can add, rearrange and update your Gallery.
See here: http://en.support.wordpress.com/images/gallery/#editing-a-gallery-or-slideshow
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