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Okay couple things.
1. Clear your uploads directory of all directories.
2. If your editing a photo and trying to replace it your getting the same error as when trying to upload a new one your php is dieing. Try in Admin => Upload Options lower your max image height and width to say more manageable numbers for GD2 like maybe 1024 not 2500.
Now if you continue to have issues with GD2 my ultimate suggestion since you have control of the server is to install and use Imagemagick.
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