Its the age old question "why do we fall?". My perspective isn't really trail by fire, more over let them learn at their own pace. In my experience those who want to push their class will, those who rather be more casual about it will. Lets not forget the rudimentary mantra of FF14, each dungeon/raid encounter is different and requires learning all on its own.

So I wouldn't fret if you wipe in a dungeon because the pull is to large, or you die to a tank buster with CDs applied, or even in the case you die purely because an inexperienced healer is in cleric stance. My approach is, if they ask for tips Ill lend them my ear, otherwise I'm a tacit onlooker