Kieran never believed in coincidences.
A person with romantic nature might treat coincidences as blessings of fate but unfortunately, the environment that Kieran grew up in made him a vigilant and suspicious character.
Given his character, any coincidence in Kieran's heart would only be enlarged infinitely and placed through repeated deliberation to make sure it wasn't a trap of some sort.
When the previous "Herbert" coincidentally mentioned Sutherlin Castle was also where the Emperor's Legacy was buried, Kieran's original thought of "the Herbert before me is real but is being controlled by some despicable means" started to feel suspicious again.
No doubt befriending the likes of Kieran would be tiresome, any actions taken before him would be assumed as maliciously intended unless proven otherwise.
Other than Lawless the "not-so-normal" kind of person, hardly anyone could truly be Kieran's friend.