No it's not a permissions problem -- the permission are good!
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Ok I've replicated this error here with the same photo...
The photo was over 2MB in size. So since the default gallery limit was 1024k that's why it didn't upload.
Perhaps instead of "image not uploaded" or whatever it says, it should say "Image size too big. Upload a smaller size." or something...
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Thanks Nant for a great plugin and for trying to help me out -- even though I'm an idiot.
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