My worst was a Blue Dragon pretender. He started the battle with 240 HP in dragon form, then changed to Frost Father form on turn 1 and attacked. Ooops, I think I forgot to change his scripting...
So in Frost Father form, he retained 240 HP but his new max HP was 10, and protection was zero. Thus, virtually every every hit gave him a wound, and he started out with a lost eye anyway. Needless to say, he died in battle with every affliction. That's when it becomes no longer worthwhile to resurrect him...