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Originally Posted by Nikkolas
Gandalf's mission was to defeat Sauron... Hence why i asked if Gandalf would abandon Middle-earth to its fate. What else could he do?
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I think his mission was a bit more nuanced. It was not to defeat Sauron (ie. by himself if he could), but to enhance and encourage the resistance of all free peoples aiming at Sauron's defeat.
In any event, if Sauron gets the Ring, or even if it is lost once again, Gandalf will be in the battles of final defence - still doing all he can in HIS mission to encourage the defense against the darkness - so if all is lost he will die there.
When he died the first time, he didn't "choose" to come back (much though he may have desired it), he was re-embodied and SENT back. If/when he dies a second time - who knows what the plan of Eru will lead to? If Eru sends him back, he will come back, if He doesn't, he won't.
p.s. Even the elves may find they can't flee into the west - if Sauron's victory has destroyed the havens and the ships. Maybe some will get away that way - but I think many would find themselves stuck in ME.