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Honestly this lines up with how my associates describe their interactions with Dren. They always talk about how he insists they are his assistants yet he makes them do all the work and doesn't help. I could tell you a few of the highlights of situations they may or may not have intentionally left him in. My favorite story was by far the bottle.
Chancellor,
Following up on my last ask, what do you think of Narsis Dren. Like I mentioned, every single one of my associates who has encountered him despises him. And from what I have heard his ego is bigger then Mannimarco's and possibly rivals that of Molag Bal (Also disregard any reports you have been getting of a Khajiit with glowing eyes, the less you ask about that particular matter the better)
I had, in fact, met Narsis Dren.
"I am an explorer of incomparable renown, the greatest delver into the most dangerous ruins of the past that had ever been!" he said.
Which was all nice, but that particular Ayleid ruin was on a private property of the Tharn estate and has for centuries served as our wine cellar with some extra security measures.
We didn't talk much that time, he gave me such a headache that I ventured into the "foreboding den of promising riches" myself, and when I emerged later with some liquid will to bother with nitwits, he was gone.
I ran into him years later in Reaper's March while I was gathering more information about Knhunzar'ri. He insisted that I could be his "assistant" while he searched the archive for... I don't know what exactly, and honestly I didn't care. The last I saw him, he was trying to get the Pendant of Lunar Flight off while he was hovering under the ceiling. I noticed only because he stopped getting under my feet for three minutes.