Okay i have now playtested this now for over 2 hours. With your Update. And I have come to a surprising Realisation. Your Skript does indeed work like you said... it just breaks 97% of the Time.
I have played this Segment 100 times, I did the exact same thing 100 times in a row. Go into the Room with Dead End and immediatly leave it: 3 Times the Trigger did indeed work like you said, the other 97 Attempts ended in Softlocks. Nope for me this just doesn´t cut it.
I also did the same thing with staying in the Room for 100 times and waiting for 45 seconds - 100 times the Level loads the next one, no Issue here whatsoever isn´t that strange... so highering the Trigger didn´t do anything for the core Problem. I think this second Trigger just doesn´t do anything period at least 97 % of the Time when leaving the Room before 45 seconds pass.
I have a Workaround, I replaced the Level 12 Files with your Sad Satan Revisited Dec. 27 Build. This is the last one with old Trigger, it works 100% no Issue here. You can also call this a Bug Report from me because every Build from Dec. 29 onwards I can potentially softlock the Game here, this was the first Build where you included new Trigger in Level 12.
Another small Issue, yes the entire Musictrack works now before Fake Crashin Level 2 just as it should but you seem to have forgotten to remove one Musictrigger because I hear the Track twice at the same Time. The first Trigger is perfect, but for some Reason there is another Trigger that starts the Musictrack a second Time when the JPeg Crash Overlay covers up the Screen, this should be removed.