So it seems that on day 2 there's no other choice than to let the guy jump to his death as the roof is the only place to go. And there appears to be a glitch where the door back downstairs is not functioning as a portal back and you can walk past it and right off the screen and keep going ad finitum. May wanna fix that, like put a wall in or let people go back downstairs.
PS if you want to replay, right click the flash, open the Global Settings and delete the local settings for this game then you have another stab at it.