Streetwise

The individual is acquainted with the ways of local subcultures (which tend to be similar everywhere in human society) and thus is capable of dealing with strangers without alienating them. Close-knit subcultures (for example, some portions of the lower classes, trade groups such as workers, and the under-world) generally reject contact with strangers or unknown elements. Streetwise expertise allows contact for the purposes of obtaining information, hiring persons, purchasing or selling contraband or stolen goods, and other shady or borderline activities

To infiltrate a gang of smugglers:
Difficult, Streetwise, Carousing, 1 day.