It’s totally worth doing another playthrough to see what you’ve missed/the DLC stuff while trying some different weapons, and it may take less time than you think. My second playthrough went so much faster than the first – reached the woods in a single evening of play, but without feeling like I was rushing through.
I found this, but I feel like it isn’t messing up a great moment as much as finding a different one? I can’t say it’s as cool as just being unexpectedly dropped into the Mushroom Kingdom post-game, but the moment when the painting’s destination becomes clear and you realize what must lie ahead is also very cool.
The way Hitman 2016 builds up the feeling of swanky spy bravado while also setting the stage for you to comically deflate it is one of my favorite things about it.