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A client of mine wishes to not have to sort images uploaded into a post gallery, but instead rely on its filename for sorting (e.g. "01_sample.jpg", "02_sample.jpg"). This would save a lot of time for the client, and I'm wondering if this is possible to achieve using WP 3.5+ and the recent changes to Add Media?

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When you or the client add the gallery shortcode, you can add an "orderyby" option to specify the order of the images. Per the Codex page on the gallery shortcode:

[gallery ids="729,732,731,720" orderby="title"]

... will do what you're wanting.

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