Namari's dad being a financial criminal doesn't mean she is a criminal, perhaps that's the reason why she's struggling so much with money. If she can't repay the debt in time they will execute him or sth. Chilchuck's guild is to make sure halflings don't get trapped by horrible contracts as they are a weak and discriminated yet useful species, and Mam, you're practically enslaving that dogboy. The silnings being naively kind doesn't mean they are inherently evil, they might not know their old guildmates use them to launch a black market.
That said, I like the gossip girls scene, it's realistic, I may not like to admit it, but I also talk shits about popular people I know nothing about in highschool.