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  1. Export to *.png with transparent background does not work And yes I do have " transprent backround" turned on in document settings .
  2. You have to change artboards order from layers panel instead of moving your artboards on canvas. I hope bleed view is going to be soon but for now you can put rectangle with your artboard size + bleed, than you can give him stroke 1px but without fill (I prefer magenta color for better visibility). Then put your "custom" bleed guide over your artboard. It's gonna be exported to pdf if you leave it in artboard so move it above artboard in layers panel.
  3. I had the same problem. But i fixed it when I've changed my second monitor to "main screen" in windows screen settings. Now I can use AFDesigner on both screens.