Yeah sorry about not specifying the black transparency. I think the issue lies with WSB however. When I try exporting the top image (JumpListUser) the image always comes out with full opacity, no matter how many times I try importing the 50% transparency image. I even tried using the image that's working on the bottom part but I get the same issue. Saving as a 32bit bmp and converting to png didn't work either. If you have a theme where the transparency works and you don't mind sharing I'd love to take a look, if not I'm ready to PM you my theme if your offer about taking a look still stands. Thanks!