W is for Watchman
(Remember, I'm trying to keep to starting careers this time through, which means I can't just on W for Witch Hunter like I really want to.)
A watchman is almost like a beat cop, patrolling the cities of the Old World and keeping the peace. Theoretically. Realistically, watchmen can be drafted from the seedier citizen of the city in order to keep the peace against other seedy citizens. While it may work to recruit the Hatfields to protect against the McCoys, innocents may also be caught in the cross fire.
Watchmen are also perfect racketeers (which is actually one of their career exits). As they patrol the city, they could stop shop-to-shop demanding protection money to "guarantee nothing happens to the place." The violence, brutality, and crookedness of these types of watchmen drive honest ones from the job and into a life of adventure.
To an honest watchman character, I'd probably throw in the Law skill, too, or at least a percent chance of the character knowing general Empire laws.