NOT thief. Ranger as in, you only sneak in to ambush with a bow. You DO NOT try to run from aggressive combat, you go to it. Try to bow and arrow everyone, then fight with one-handed sword when they close in. Best thing to do is to have a tank follower.
Best armor/guild/weapons? Tips, suggestions?
Perhaps Thieves guild for Nightingale, but I don't think it fits in well with thieves.