I think one of them is cursed with the Sisypus curse. Which is to do something tragic and hardous over and over again with no end in sight. Sisypus, the myth, had to push a boulder up a hill over and over again I think. So the teacher and Guwon have been living the events of season 1 and 2 over and over again with the same ending. But now the teacher is finally waking up. The scebe where he's cutting off his finger also kinda explains why he tried to cut of his finger in a previous scene. I guess he'll do his best to try and change the ending of his and Guwon's story now that he's conscious. I don’t think he'll have a nice time doing it though .

Now I understand the title lol