But yeah as you say, I'd buy it in a heartbeat if it was a normal, paid game. The concept and the writing is so good and honestly my biggest qualm with it is simply the freemium stuff kinda keeping it back since while I think the tie to IRL time makes it a really organic/immersive experience it still felt really disheartening that I couldn't reload nor participate in like the 3AM conversations without paying for IAPs.
That is, unless I've been doing something wrong...
No, you're doing it right, as far as I can tell. You have to be awake and ready to receive the early morning/late night chats if you don't want to mess with hourglasses.
For some ungodly reason, Cheritz has three or four super early morning chats the first day. I haven't done a while lot of testing to confirm, but as far as I can tell, that means you would have to clear the prologue at 12:01 that morning or so to make sure the game lets them pop. :/