I love the immersion aspect of this!
Even if it was more random than a standard curfew/hours of business thing. Occasionally you show up at the outpost and the Gold Hoarder is home sick today, or the OoS lady tells you she was robbed last night and has no money to pay you with.
Combined with certain NPCs giving bigger payouts for certain kinds of items.
Black marketeers roaming the outposts, doing deals in the dead of night, but offering less than the going rates.
That dirty pirate sitting at the end of the bar who offers you double the going rate for a barrel of cursed grog.
The woman with all the chicken feathers in her hair, offering to outbid the merchant's guild for any island hens you bring her.
Also love the idea of shifts, with the off hours guild people relaxing at the tavern.
Populate those taverns!