Ok so I came across this game like four days ago but am already addicted to the point where I've lost two full nights of sleep already. That being said...
The struggle is real. I've restarted the game once to try to solve this issue, but don't seem to be getting anywhere. It won't let me "talk with Harold about one of the caravan's guards". No dice. Whether I encourage or discourage Logan, this option doesn't come up with Harold. I've gone through all interactions available with Harold multiple times, but it won't let me do this.
I'm assuming other people aren't having this issue because they're talking about things I haven't managed to access because of this. I can't finish the Bandit's Camp Quest, which I understand opens up new areas etc. In my first play through I've done everything I can given that it won't allow me to do this, but eventually you hit a wall.
Help?