Thank you for reaching us.
1. Unfortunately, your usage scenario is not quite clear. Could you please describe your use-case in all the details, what scenario you expect?
2. Yes, it is possible. Please launch Elmedia Video Player > Playback > Shuffle.
3. I regret to inform you but there is no such an option in Elmedia Video Player. I have passed this info to our developers' team and the requested feature may be upgraded in the next updates of the player.