Dock Worker

Docks represent the hubs that drive commerce, travel, and exchange of culture. In every one are teams of hardy workers who load goods and supplies onto and off of the ships. From lowly Clerks, who check off goods to and from warehouses, to the mighty Sealord bureaucrats, they keep the machinery of the docks moving.
Skill Proficiencies: Investigation, Athletics
Tool Proficiencies: Navigator’s tools, vehicles (water)
Languages: Choose one standard and one exotic.
Equipment: Common clothes, a belaying pin, thread and a blunt needle, a bucket of tar, A leather strap, 30 feet of rope, a pulley, a box of snuff, a clipboard and quill, and 10 gp.

Liberate Ledgers

Upon spending an hour asking around, and succeeding on a medium-DC Intelligence (Investigation) check, you know the comings and goings of ships, wagons and merchandise at the trade hub you are exploring. You can similarly discern where different types of goods are stored in any warehouse, including the contraband.
Holdings: Lodging near the port or trade station you work at. You know where the contraband is hidden and how to get in.