Smithwynn together with Fist Arrinye, Fist Corlos and a Steel Watcher guards the Heapside Prison underneath the Basilisk Gate Barracks. He stands watch inside the prison proper, randomly wandering between several points (X: -1262 Y: 756, X: -1272 Y: 764 and X: -1275 Y: 755). If spoken to, he suggests the player character mind their own business.
However, if the player character comes to their senses in the prison after tasting Hoots Hooligan's special hooch (while within the Lower City only), Smithwynn greets them monitively and says he has never seen anyone so drunk, even while patrolling city quarters around the Blushing Mermaid. He clearly hints at the player character having messed around heavily after blacking out.