While I think I've far exceeded my month's grace period, I do want to post to state that I am still working on this, but have nothing new. Life just managed to get in the way.

Eh Arpil. May. Same thing really, can't think of a single difference between the two. Both have an A in them...Will be good to see some more of thios one Monica :D

I just started another playthrough of this build today, after thinking it over most of the week. I realized that a huge gap in this build is the Illusion tree. You can't be a very good spy without Calm, Pacify, Muffle, Invisibility, and especially Quiet Casting. In addition, I used perks from Ordinator for a bit more variety in my options. I also realized that I could do just fine without the Destruction tree, but I really liked using Lightning spells so I'm keeping it.

As for roleplay, I think that she won't really have a problem joining any if the guilds, even the Companions. I remember a brief chat about how much sense it made, and it really doesn't, but if Hadvar can ask you to join the Legion two minutes after Helgen and if Aela herself tells you to go to Jorvaskrr, then there's really nothing preventing a High Elf being Companion. Lore-wise it's a bit odd, but Bethesda allowed for it so I'm going along.

The one thing I am having trouble with (oddly) is the Dark Brotherhood. I can metagame it easily because of the climax of that questline, but she's a spy, not an assassin. She's not likely to be drawn to a religious cult of murderers. So I'm still working through that part. I will be doing my best to actively update this build, because she finally got back into my head. Thank you for keeping this thread available! I will update the title when I'm not on mobile.