The VideoLAN Forums

I am wondering if it is possible to run a command line at a set time (say 9pm) that will set VLC to play a new playlist once it has completed the item in the current playlist that it is playing.

For example a 25 minute video from a random looping playlist is playing at 8:55pm, then at 9pm the playlist is cleared, the new playlist is loaded, but the current playing video ends at 9:20pm then the new playlist starts.

I know it's a complex one and a bit of a stretch, also happy to do this with autohotkey or anything else if people think it can be done.

You can use enque option to add stuff to current playlist. But in your case I don't think it is that easy, because if you add vlc://quit it will end as last item of current playlist, and it would be hard to start new VLC after last one closed.