This is certainly an interesting one. And clearly, a lot of effort went into this game so far. I've tried out "The Headmaster" before, and while I wasn't too fond of that, this seems like a more palatable approach (to me) to a similar concept. Also, this one isn't a sandbox, which makes it ten times better by default.
Anyway, let's start with the complaints.
First of all, commas. There's a lot of those missing. Vocative commas ("Let's eat, Grandma.") and commas in if phrases ("If it rains, we'll get wet.") are almost always missing, among others.
I've also compiled a list of specific mistakes below.
Also, I managed to replicate an old bug (see
here). It seems the game will only continue after you've read all the text messages available at that point. But if you never checked the message/picture Cassie sent you after the pool visit, you won't be able to anymore at this point, and thus the game locks itself.
An error is thrown for the line of the waitress, just put "Waitress" in quotation marks.
(v0.21.2)