Being a caravan leader, Stanwell is always looking for additional guards to protect the cargo (brahmin or gold). He's an amiable, responsible person who prefers to keep things simple. He expects the same from everyone else, in particular his caravan guards - he does not hesitate to tell them some harsh words, if they fail to do their job during the caravan.
Same goes for people who bail on him or steal from others - he does not want to see them ever again.
Golden Trail: On every 11th day of the month, the Chosen One can enlist with Stanwell for a caravan. He is either in the NCR Bazaar or the Redding mining camp. Either way, the Chosen One can go on the trail, for up to 2500$ if he manages to save all the brahmin.