Seems that when Radarr and Jellyfin are used, two different YouTube links are being used for trailer playback.
One being outdated:
<trailer>plugin://plugin.video.youtube/play/?video_id=XXXXXX</trailer>
This one, found in the movie.nfo file, will cause this error (in the WebUI anyway):
Playback Error
No player found for the requested media.
We can fix this by updating the link to:
<trailer>plugin://plugin.video.youtube/?action=play_video&videoid=XXXXXX</trailer>
Granted, that would be a lot of work if you have a rather big collection of movies.
Of course, here you can use the power of Linux shell commands - assuming you're executing this on a Linux machine (like most NAS devices are):
find ./ -name movie.nfo -type f -exec sed -i 's/play\/?video_id=/\?action=play_video\&videoid=/g' {} \;
Assuming you're in your movie directory, this will try to find all files names movie.nfo.
This filename is then used to execute sed and replace the text "play/?video_id=" with "?action=play_video&videoid=".
The "\" symbols are added to escape certain special characters.
* note:
if you're not in you movie directory then either go there (cd /path/to/movie/directory) or replace "./" with "/path/to/movie/directory".