Used to be a patron for this game back during the day, seems like the more updates there are for this game, the more of a mess it gets. Especially Billy's path seems to be completely wonky.
First attempt, I blew past the point for it to trigger that I didn't even notice it and apperently if you get past a point, that path is ever gone.
Second and third attempt after restarting, Rachel apperently progresses without you and yeah, you can blow past that point as well, even when not talking to her and progressing with her. And this is following the walkthrough.