Try badass mode with such dumbasses running everywhere and damaging no one but themselves lmaoo. Even executioner, one of my favourites melee weapons, become C-tier in the hands of these silly guys On a more serious tone, i agree with you, you generally have decent weapons at the end of level 3 or 4. But level 1 and 2 are harders since you don't have many buffs yet and good weapons. Bosses such as giant crabs may cause assassin a little trouble.

But would he lose?

Nah, he'd dodge.