That "quest" is a tad misleading. Literally youre just talking to her to unlock turning in collectables. Theres no "quest" to it. If you can interact with the collectable appraiser standing near her, that "quest" is done. And as it isnt actually a quest, it doesnt seem to show up as completed in your journal. As for unlocking Kai Shirr, he has a bit of story involvement in 5.1 and when it finishes he has the idea that leads into his being a custom deliveries person. He literally tells you to come talk to him after youre done with something. Thats the point where he becomes available.