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I have a custom image size at 200x150 that works fine in a plugin I'm working on. Uploading new files is no problem but when I edit an image, the default image sizes get regenerated but my custom size does not. Is there a way to force the regeneration programatically in a filter or something?

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To regenerate custom image size when image is edited in image editor , You have to add following options in wp_options table using update_option function along with add_image_size.

Example :

$img_size_name = 'custom-size'; // The new image size name.
if ( function_exists( 'add_theme_support' ) )
add_image_size($img_size_name, 100, 100 , true);

update_option($img_size_name.'_size_w', 100);
update_option($img_size_name.'_size_h', 100);
update_option($img_size_name.'_crop', 1);
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    Thank you, that did it. It's weird that add_image_size doesn't do this by default. Sounds like the function needs to be expanded. Mar 8, 2013 at 14:56
  • This may have worked for whatever version of WordPress the questions is referring. Recent versions of WordPress ( I'm thinking 3.9 on ) will auto-regenerate custom images and default images if the Apply to all images radio button is checked ( whenever editing the image ). The apply option will also only be available if the post type has a thumbnail size, so the niche cases where your post type doesn't have a thumbnail size - this option will not show up and you'll run into issues.
    – Howdy_McGee
    Feb 18, 2016 at 21:39

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