I noticed that if LimboMedia indexes a video file while I was still copying it to the disk it was not recognized properly (mp4 h264, AAC). Icon was wrong and it would not work with the web player. It would be great if I could click "re-index" or remove. My workaround was to delete the file, re-index, copy the file again and then re-index.
I have also tried the DLNA/UPnP share and it worked fine with a UPnP APP on iphone sending it to Chromecast on my TV.
But I cannot get Windows Media Player on Windows to see the videos files even though it sees the "LimboMedia Server". The list is empty.
My TV which has native DLNA/UPnP support sees the videos but cannot play them. Unfortunately the error message isn't very informative (bad input file).
Wouldn't it be easy to add all transcoded videos to the UPnP/DLNA feed/share?
Have you tried to play via UPnP/DLNA to Chromecast with external subtitles?
Can transcoding be set up to hard-burn external subtitles?