I never goes deep into mage guild except for teleportation services lool, I never even roleplay as a mage, and I never joined House of Televani, so I don't know the particular dynamic you mentioned even I play this game since like 2003, this is the reason why Morrowind have a very high replay value.
My latest gameplay at 2016, I finish the main quest for the first time in my life, for the first time I joined house of Rendoran, I must say it is pretty fun, but I heard House of Televani and Hlaluu (or something like that) are way more interesting. This game is simply awesome if you can limit yourselves not too read so many tips and spoiler that can ruined your exploration.
Oblivion environment is a bliss for me. Simply beautiful. The best among the series.
Once I saw the Oblivion compact mods pack somewhere, similar with Morrowind Overhaul, it just one installation to completely renew your game experience, graphic and game play wise. I plan to revisit Oblivion with that, and some pretty ENB graphic.
I want to revisit Oblivion, not for the baby sitting main quest never bother to finish it, but to experience the dark brotherhood, I heard the quest lines is top notch, I never joined them during my play through because well.. I can't kill the required target because extremely lack of reason (in skyrim, all the dark brotherhood's target somewhat evil in its own way). But in my next play through I will give it a try.