Why was Micah hiding all the way to 1907 if there was a deal with the Pinkertons? What would Micah gain from that deal? Apparently the deal did not give him immunity. With Micah cutting a deal with the Pinkertons (in exchange for something unclear) and ratting out the VDL gang he only gained more enemies, while he had to continue the shit life as per usual, living as an outlaw on the run from the law and living in camps. He even put himself at risk a couple of times in the process too, for example when the Pinkertons turned that camp in Lakay into Swiss cheese, Micah was sleeping in a hammock just moments before.

It doesn’t make sense because Micah is a very rational person (unlike for example Trevor). Micah may be evil, but he is hinged.

And what the hell was Dutch doing at Micah’s hideout in 1907?

In the 1914 Blackwater Ledger it says Landon Ricketts was most famous for his involvement in the Blackwater Massacre, which means him and John should already have known each other or at least would be somewhat familiar. Yet, when they meet in Mexico they both act like they have never met and are not familiar.