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2.7MB sounds way too large, I think I even had something rejected before for being around 500kb
When you're trying to reupload the image, are you just saving it as the same filename? If so, iClassic may be caching the old image so you could try renaming the file to a name you haven't tried uploading before
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Now it's working again, thanks anyway mister thallen! Also while we are at it, getting any issue when you upload a pic and tap on cancel, and retry uploading a pic the game will have a white square on the left side if the screen and move controls wont work? it only gets fixed when i restart the game, not a thing that will happen often but still kinda annoying.