1-In terms of the ''Happiness MC''. his ending is not decided yet, moments before I saw your comment I was thinking about it actually while working on a remastered version for ''Happiness2 ''.
I kinda have a general idea about how his ending will be but nothing is final. The only thing I know for sure is that I want the "Happiness MC'' to have the most suitable ending ever, whether it will be a happy ending or a sad ending is less important to me right now.
2- The observer ''Destiny'' hired is ''You'' (the player). Destiny is a game admin ( like all high observers) she tried to use the player to further her ambitions but failed because you chose to side against her at the end of the'' Goodbye time traveler'' game and shot her.