[Jack Simth]

1) They represent the city in that they run the city; perhaps they have some method of knowing the desires of the people of the city. And tell me, do you really want to annoy someone, on their own turf, who negligently throws around enough magic to kill anyone that tries detect magic at close range?
2) Not quite; we have been hired to retrieve two items (loose definition of items): the carter and the book. We were not hired to eliminate the bandits (Jake is Neutral with respect to Law/Chaos - he can lawyer when it suits him).
3) Not by much; the bandits cannot pose a direct threat to the city due to the librarian's influence. At most they are a relatively mild threat, occasionally snatching away an individual as he wanders outside Librarian's terriritory.
4) Nah, just clever use of stealth (and running, as a a backup for stealth, and cover, in case they have arrows). The mission is not to remove the bandits, after all. Just retrieve two items. We need to find security holes, not mass slaughter mechanisims.
5) Of course you're not dropping any sleeping herbs into my wine. Don't you remember? That waiter brought you the red. His name was Jason, I think. Blond hair, blue eyes, broad shouldered. Now drink up; you need to relax so you can recover your mental strength. *smooth talks* 4 ranks in bluff, 16 charisma *smooth talks*