I'm running a hybrid stealth/magic dunmer. The original plan was to hybridize a pure Thief build by replacing Speechcraft with Illusion, Lockpicking with Alteration, and use Destruction instead of Archery, along with One-Handed for poisoned backstabs. Playing on Adept currently.
Of course, that leaves me with only one-handers/daggers (and a non-perked bow) to sneak attack with, and I'm starting to wonder how long it'll be before I'm stealthy enough to actually backstab enemies reliably. I've been heavily focusing on Sneak perks (I have 3 as of level 6), but even if I walk while sneaking, it's still difficult to get the drop on even the first enemy in the room.
In your experience, how long does it typically take for melee backstabbing to become a reliable primary means of offense, if ever? I'm thinking of altering my build to simply use Archery and Destruction, rather than One-Handed and Destruction.
Once you get further into the sneak tree it gets much easier, muffled steps helps a ton, and the roll helps you gain distance quickly, i only have 25% bonus on my Warrior type chara and i can on the odd occasion get the drop on a mob if they're alone.
I plan on making an assassin my next time round so i've took a look into this also.
As far as going bow or dagger is i'd just say thats upto you and what you prefer, maybe sneak around with a bow until you feel you get some more perks in sneak and test the waters again with ya dagger.
Personally I like to be up close for the kill, and you eventually get 8x crit for backstab iirc.