so I've been watch Keith Ballard's let's play of Password, and has brought up several criticisms, i have a idea of how the first 3 days could be re-written to alleviate some of the problems, keep in mind that i am no writer and this just a fan's opinion, also i'm not on patreon so if anything i talk about has already been fixed in the new builds that's why, Spoilers ahead
start day one with Roswell making a big scene of Tyson's appearance (it's kinda weird we only see Dean's individual reaction despite his lack of connection to Tyson, my guess it was to set up a romantic rivalry but it never goes anywhere, except that kinda sudden fight in Benson's bad end, anyway is weird that Roswell and Orlando don't get a reaction until Roswell suddenly begins harassing Tyson later), but begrudgingly relenting to let him go (thereby starting the vacation in a bad note and providing a reason why they don't hang out together as often as one would expect), day 1 spend first with Tyson and latter Dean establishing any vital information (things like how are their relationship with Dave and each other, who knows about Dave's dad, who was in high school together, who doesn't know each other well, basically any important character information that Dave already knows about at this point), day 2 do the same for Sal and Hoss, and day 3 for Roswell and Orlando, imply that they are mad at Dave and have been avoiding him until now, but don't have them address the issue head on yet, so Roswell later actions and the call out Dave gets later make sense, i would also establish that Dave is depressed because of his father's death from the beginning (probably day 2 or 3), because right now we only find out about it at the end of day 8, and then in day 9 he starts his depressive spiral, this harms the emotional catharsis of day 14 because the change in his behavior shouldn't be a mystery to those who knew of what happened (which at that point is everyone except Hoss and Sal if you are not in his route), but if is established that Dave is putting up a "everything is fine" facade then the reveal of how much this was affecting Dave makes much more sense, also i would move the blocking of the road to day 9, because it makes no sense in path B how they don't just leave for days after finding Oswin's body, the reason given is because they don't want one of them to be incriminated, but that excuse falls flat when you notice it wasn't a concern in any of the previous bad endings
anyway i hope the feedback helps, love the game, personal top 10, but it could be better