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By uploading through the pc client
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You just have to upload a png image
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it only takes jpeg files which aren't transparent
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rename your .png/.gif files and add '.jpeg' at the end so it would be something like this: "basilsmisery.gif.jpeg"..
upload it and voila.. you have yourself a transparent(or even gif !!!) guild picture.. :-)
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jpeg files aren't transparent ;-;