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What specific plugins are you trying to install? They've been deprecated for almost 4 years now, and many no longer work, or if they do, it's with extremely reduced functionality. Pretty much the only ones that still work as initially intended are third-party metadata agents, though I don't have any experience installing them on a Shield so don't know if there are any extra hoops you need to jump through. For most things, you're better off looking into standalone programs that interact with Plex's web API (e.g. Tautulli, which is great for monitoring your server).