I must be focusing on the wrong stuff, I'm still in the first camp and just did the 'Micah' stagecoach robbery after his jail break. Is the contribution box key here? You need to raise enough money to move?

lesson learned about the waypoint setting. Apparently I accidentally set it fleeing Strawberry being chased by bounty hunters. For an hour I thought the glowing red line was them tracking me everywhere I went so here I am trying to change clothes..get haircuts..change horses..lose tracks by crossing back and forth in rivers (watched too many westerns as a kid) but the damn line was still following. No one was pursuing it was just the damn waypoint ffs. Dumbass