Tuco Benedicto Pacifico
Arcane
Yeah, in the beginning unless you pick the wrong sort of enemies you are a caterpillar compared to lvl 1 meat shields. But the real challenge with a Lone Wolf run lies its end game limitation of twelve men and no reserves.Lone Wolf is the easiest start by far. Just training hall, kill thugs, until your dude is 11. Don't hire anyone until then.
I think you're all having trouble because you don't go for some resolve early on. You need that resolve perk so that the inevitable penalty from being surrounded isn't so bad and so that you can become confident easily. Kill guys that can stun first, dagger dudes second.
Difficulty comes later. Need to be very picky because of the limit.
Edit: this applies on Expert. If you play easier I don't know.
I'm not running into a wall yet, but I feel it will be an issue soon with some late game multiple fights.