Taking a serious look at SCS and have a few questions that I apologize for as they may be so basic they are embarrassing

My initial project idea is.. A Solo performer.
1st half.
11 Individual vision with audio backtracks initiated by a start/stop USB foot pedal. - This seems to work fine.
In between tracks I would like an image or better still an mp4 going to screen automatically.
If a track is still playing, and I want to stop it, I see the next track starts, so both are now playing. I see where that would be great for another type of device cue, however when my tracks are all vid/audio.
Can this just stop the track at anyplace, then if I click again, start the next track?
In other words both tracks are not playing at once.
2nd Half
Idea is to have just 20 audio backing tracks initiated by the start/stop pedal with a non stop mp4 running for vision.
Other q's.
How can I resort the cue playlist so they resolve to my files numbered 1- 2- etc
If I drag a bunch of files that are already in sort order in Explorer into Editor, will they stay in that order, or go to the order of the playlist.
Many thanks. The program is amazing, you guys have done a world class job. I just need to get my head around its complexities I am not used to. I am an old Winamp/WACA user.
oz