I fee your pain a bit. I'm a kind of person who wants to see and beat the content level appropriately. I'm not too interested in having an over geared toon come in and kill stuff for me though that seems to be the advice given out frequently. I can only give you boss advice up to MoW, because I couldn't find a way to beat him. My tank couldn't take his quad hits without stonewall up in level appropriate gear (1.5s, LDoN, FG) and my DPS wasn't good enough to get him down before stonewall dropped, so I've haven't really logged on in a bit.
Dragonslave, Terror, Quill are mostly dps tests. You really just have to be able to outdps the regen as you discovered on DS. The big difference for me came when I installed MQ2 and was able to 6box. At that point I could have DS down before stonewall dropped on my warrior. I could get Terror/Quill to 25% or so when stonewall dropped and would just spam heal my warrior the last little bit. Also, if you have a class that can dispell the Damage Shield on Terror/Quill, that really helps. All the page bosses in LDoN are totally doable if you can kill Dragonslave. Good luck with MoW and hopefully you'll figure out something I couldn't. The adds themselves were somewhat manageable, but pulling my healer off the warrior to heal up himself or an off tank got really dangerous when stonewall dropped and I was never able to work that out. My tank at about 16k health, would go from 75%+ health to the loadscreen in one round it seemed. Maybe I'm exaggerating a bit, but it sure seemed like that =)
Anyway, good luck and I hope this helped.
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