https://support.plex.tv/articles/categories/features/plex-home/
You can, but it requires you to set up and install additional software manually, since Plex doesn’t read Kodi’s .nfo files by default.
.nfo importer agents
No Wake-On-Lan
Sorry, I cannot answer any of the RasPi-specific questions.
Keep in mind though, that the RasPi is not an adequate hardware for using all of Plex’s features.
You’ll have to compromise and manually prepare/convert your media files to avoid transcoding at all costs.
