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Nightingale IMO, they had more 'powers'.
And 1v1 or in skirmishes, a Stormcloak(s) would win for sure. Though let's say 2,000 vs 2,000, the Imperials would win.
Nightingale. The brotherhood assassins I run in to are complete losers. If you can beat 'em at level 5, you know they're really sad. At least they always have good gems on 'em (why?, is it a fetish?).