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FutureLarking

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  1. The best solution I see for this is to actually have an option in the app in the settings window called "Add Plugin", that shows standard file explorer file picker, and then copies the DLL over to the sandbox data store for paint.net in [UserProfile]/AppData/Local/Packages/[Paint.net]/LocalState/ (Heck, could also have the list of loaded plugins in that Window for the sake of it) PDN should be able to copy over to that just fine from within it's sandbox and happily load them, and seems like a better end user experience then copying DLL's into ProgramFiles anyway. Of course, that doesn't help for plugin installers, but it might negate the need for them in the first place.
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