Not a random dude's home but a house with multiple apartments. There's nothing weird in getting in if the door isn't locked. Maybe you're visiting a friend or just want to warm up for a few minutes. I'm not talking about private houses, sneaking into those or even to the territory around is a trespassing and probably a crime, don't do that.

A meetup is much harder to organize and promote and there's no game element in it. Not everyone is a good speaker or a social person. If you can do that, go for it of course!

I forgot to expand a bit on the surveillance moment. It's not that I'm concerned because I do something illegal, it's because the player might get interested in my identity after they sweep and hodl the first prize. They can then watch the recording (after they get the second letter) and try to find or track me which isn't something I want. That's also why the exact period between the letters shouldn't be fixed so you don't walk into an "ambush".