I wasn’t aware that Echo Dot can play FLAC or any other lossless format. Anyways, as far as I understand each Plex player has a profile stored on a server and by manipulating this profile you can direct the server to either stream with passthrough or convert. I am trying to find out which profile is being used by Amazon Echos and how to change it to allow for FLAC playback. Look here: Client Profiles - Do these get overwritten?