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So like this?

Attack vs 5d8 + armor->Remainder vs 4d8+life -> keep repeating?

that's it! 

I’m now coming bact to this and am… Baffled at the math for attacks at higher levels. So, assuming you’re rolling your entire hit die chain to absorb, how do you actually deal damage past level 3? As far as i can tell, you don’t get any more dice to roll besides your weapon’s singular damage dice?

Indeed, you no longer roll dice for your weapon, but similar to traditional D&D mechanics, your character naturally becomes more resistant to damage as they level up.