Generally, you are much better having one channel and placing all your videos into this single channel, with different playlists targeting the different audiences.
However, I'm assuming the videos are somewhat related. If they are on completely different topics (for example Gardening and Software Programming) you may find that it's better to separate so the ...
It sounds like you want to live transition from one video playback to another and mix these videos as you go (like a video DJ) and stream them to some kind of website like Twitch. Just use OBS for this and then load all the video files into two different players and then use OBS filters to transition as you go. You will need at least a quad-core (8 threads) ...
yes, VLC supports that with the EXTVLCOPT custom tag.
#EXTINF:-1,Abenobashi ED - Anata No Kokoro Ni (In Your Heart)
#EXTVLCOPT:sub-file=/p/Documents/mus/lyrics/Abenobashi ED - Anata No Kokoro Ni (In Your Heart).srt
Abenobashi ED - Anata No Kokoro Ni (In Your Heart).flv
Note that the path must be absolute and ...