well i never level up either of them (enchanting/blacksmithing) to 100 so i did it on my two handed warrior. Now i can pretty much 1 hit anything and 2 or 3 hit the hardest boss with my double enchanted dragon items. I hardly have an incentive to play him now. And yes i'm playing on very hard. The only thing i can think of that may be any fun for him is the civil war quest were we raid strongholds but thats only going to be a few quest. And its no fun to go exploring with him cause i'll never find anything better than what i got, and if i did why would i care cause i'm already playing what fells like God mode.
I'm thinking of playing my next play through not using no trades and see how long that would keep me interested.