So, after I sided with Cortes, I left and went about my business killing things and do quests. Later on, I go to Shylocke's shop to follow up on Shakespeare's quest, only to discover that Shylocke is apparently back at the bar. I return to the bar, to witness Cortes talking to himself, and Shylocke's dialogue box popping up off screen about an in game meter below the pub's door. When I talk to Cortes - thinking that if I speak with him again perhaps the event will trigger again - he still wants to talk about his expeditions. This cuts off Shylocke's dialogue, but when I return to his place, he's still not home. Side note: after killing his goons, the Beastman still tries to stop me every time I enter, despite being most deceased. If anyone has experienced this, please let me know. If anyone has experienced this AND found a way to continue on, do tell. Thanks.