The Gmail icon is grey when there is no email -- that makes sense. And, my eye tends to disregard the grey until the icon turns red.
The Checker Plus icon, for me, is always grey. Since my eye tends to ignore the grey I wind up using Google Chrome's in-built Google Drive app, and that, at best, is clunky.
I do not know what else Google Drive Checker Plus does because all I need it to do is to enable me to create a new document or to open my Google Drive.
If there are other bells and whistles that change the color of the icon I am not aware of them.
I don't know if this is related, but I have a Chromebook on which the address bar icon won’t appear. The button is there—it just looks like a blank space until you hover over it, upon which it pops out (like all buttons do when hovered over), but there's no icon—just a blank button.
When desktop notifications are turned on, the number of changed documents appears in red on the button, but there is still no icon there.
I've installed it on several Chromebooks and had this problem, though on other Chromebooks it's worked fine. Opening the window, restarting, and clearing the cache have not helped.
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