Ring of Pain

First, some clarification. a "Nest" is a MAIN dungeon (floor 1-6) and a "Swamp" is a MAIN dungeon (floor 7-10). It is based on the backdrop of the floor you are on. Side dungeons will not count.

Essentially, you need enough health where you can continually damage yourself (either by attacking or moving back and forth over a monster) enough times on one main dungeon floor (1-10) to get to 60 damage dealt.

Start with the following:

Selective stone with Diviner set only selected. Focus on health items and choose health on stat boosts. You can also focus clarity to make health pots more effective. You will obtain this achievement by floor 5-6 so do not worry about any other stat.

Things that will make this MUCH easier, any combination of the following :
-Heal scroll to refill health, effectively halving the max health requirement needed for this
-Cure spell to heal a few times during the floor
-Chugging Mask to beef up health pool
-If you notice 2 large health pots or a few smalls that will get you to effective 60 health (max health + what pots will heal you for)