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Re: png images
Are you sure the old is overwriting the new or is your Browser caching the old images?
When you upload a new photo and then go to view it make sure you force a browser reload/refesh by using SHIFT+reload, CTRL+F5 (or in some cases Shift+CTRL+Reload).
Also make sure you are uploading the new image to the correct directory, I have seen many many instances where the uploaded content was uploaded to the wrong directory.
-Bob
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