I personally think that instead of wasting his time sending diplomats to talk to whoever's in charge of the Tsacie (cannot spell it right) Kingdom, he should of continued advancing as that would make the Tsacie forces have less time to prepare a counter attack. And Tamriel and Akavir would most likely know more about eachother. Though I doubt the Empire could hold a colony there for long, especially in the 4th era.
What do you think?