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The Elder Scrolls IV: Shivering Isles Hints
Who should I question first?
1 of 7: Look around the House of Dementia to see who all you can find.
2 of 7: Syl's steward, Kithlan, might know something.
3 of 7: Find him and talk to him about "Conspiracy."
4 of 7: If his disposition is less than 80, he'll deny knowing anything.
5 of 7: You can either get his disposition up to 80 via bribery or the Speechcraft mini-game, or you can choose a dialogue option that has Herdir torture him.
6 of 7: WARNING: Don't be standing between Herdir and Kithlan during a torture session, or the spell that Herdir casts on Kithlan will affect you, too.
7 of 7: Keep torturing Kithlan and then talking to him again until he gives up Anya's name.