I don't see how the necromancer is beneficial. Sure, we might learn us some magic, but it's the kind that toes the line. Since we seem so set on not stepping on toes, why is this the exception? And for the love of the Nine, if we absolutely have to confront her, do not write her a note. Last thing we need is to be connected to her should something happen.
I'm also frustrated that we left Seyda Neen so soon (partially because we wasted time on that ring, but mostly because I just started another game of Morrowind :p). We're building up a reputation there. Even if we don't want to base ourselves there (who says we can't move at a later point though?) we'll still have a nice handful of people around us that don't think we're the scum of the earth. Don't let ego get in the way. Just because we had it so easy going from place to place doesn't mean we should waste Mikey's time and money doing the same. Things are different and we're still clearly struggling with that concept.
I say we stop by the South Wall or whatever and inquire about the letter we got. Even if we don't join, making connections is important, and if I recall correctly there are a few scouts we could talk to as well in that jawn.
As for the Thieves Guild, we know we don't need a fence to sell stolen goods. We sold the book pretty easily. However, at least from what I saw of it, the Thieves Guild is one of the tightest knit groups on the island. Not only does nobody have to know of our affiliation, but unless I am mistaken, and I may very well be, we won't have to worry about stepping on the toes of anyone in our faction either. As for the quests, well, we don't know how any of the guilds work in MorrowReal, do we? I expect the first job for any group is going to be a proving of sort. Would we rather take the risks trying to steal something or trying to take someone down in combat (Mages Guild is still out of the question for now I assume)? We need money as soon as possible, and stealing is the easiest way to get it. Hell, you don't even need to be stealthy so long as there's nobody around. And there's just so much to steal!
Now once again even though I'm a huge TG advocate, the Camonna Tong will likely eventually come at us. But by that point it's very likely we'll have skills and equipment enough, not to mention allies, to hold our own.
I for one am not too worried about the PC's saving and loading. Sure, it's a bit of an inconvenience now, but we can use it to our advantage. If we get things in motion (regardless of our stance on the PC) early on, then if the PC wants to load before we get our shit going, then they'll have to lose a lot as well. And then we, as Mike's memory for those instances, can guide him to be even more effective. Don't think how it negatively impacts us, bros. Think about how we can manipulate what we know.
Damn, I just about wrote an update myself.