I get the "skip intro" / "skip credits" prompts while watching on Infuse, so yes it's possible, but it's specific to only certain shows (probably those with properly-titled chapters). I'm also not sure if the prompts appear in other clients; Infuse might have implemented it from scratch using the chapter titles.
Ah so it's library not finger print based? Only power user Plex feature I need.
Intro skipping should work; requires a plugin, may only work with the web client? I have the plugin installed, but it doesn't work with the Jellyfin addon for Kodi. Ending detection works fine; don't remember if it requires a plugin.