Paint.net seems to have issues working with Adobe Creative Cloud fonts. For our work account we have a hundreds of fonts tied to the Creative Cloud account which have no issues working with any other application on my machine, e.g Word, Adobe Premiere etc.
However Paint.net shows a yellow exclamation mark next to all the fonts associated with Adobe Creative Cloud. I've disabled font syncing and re-enabled it to see if that did anything, but still the same error shows. As you can imagine it's pretty frustrating as I generally love using Paint.net for quick grap