Maybe the pictures are big which require memory memory than allowed for you to 
use.

> Date: Tue, 14 Oct 2008 15:59:24 +0100
> From: [EMAIL PROTECTED]
> To: [email protected]
> Subject: [wp-testers] 500 Error On Gallery Page
> 
> Hi again,
> 
> So I've just been uploading some pictures in my production website which is
> running WP 2.6.2 and when I tried to load up the gallery tab so I could
> change the order of the pictures I recieved a 500 internal server error. I
> thought it might be my server so I tried out another post with some pictures
> on and the gallery tab loads fine.
> 
> I've tried uploading the same images on my test server running WP 2.7 and it
> has the same problem. I have checked the pictures and their is not stray
> EXIF data. I've even tried resaving the pictures using Photoshop to remove
> any stray EXIF data.
> 
> Can anyone shed any light on this? Thanks.
> 
> Paul.
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> [email protected]
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