Theory 1: Why the gang went into a dump in episode 5?
In episode 5 when the transport man dies the world starts glitching out, and you heard of Yellow guy is Lesley's son theory I believe the reason why the world begins to glitch is that Lesley doesn't want the gang to go to Mullhoven and happen another trauma just like David died in Mullhoven so she takes them to a dump where they can't go anywhere.
Theory 2: The Web series all takes place in one day.
Now many people think that the date is stuck on June 19. But I think that the web series takes place in one day. Now Episode 1 actually somewhere in the morning probably 6-7 AM which makes sense because there at a table and they usually eat breakfast there, Episode 2 is somewhere in the late morning to early afternoon probably 8-9 AM and this makes sense since there watching there show, Episode 3 it somewhere in 11-12 PM this makes sense since the area of the sky looks afternoon and picnics usually happen in the afternoons, Episode 4 takes place somewhere in Afternoon probably 1-3 PM this hour usually People having fun on the computers and Board games, Episode 5 Probably somewhere in Late afternoon to Early Evening somewhere between 4-6 PM This hour usually People Eat Dinner and Lastly Episode 5 is somewhere in Evening somewhere between 7-9 PM This hour usually people sleeps during that time and the ending is actually starting up a new day.
So those are my 2 theories I hope you enjoy them.