Except that sending two hobbits worked.
I don't think Gandalf knew exactly how they were going to do it, but I suppose the idea was to sneak in via some means. It was a stealth mission, as evidenced by the fact that Merry and Pippin were allowed to go rather than elven warriors. Further, Boromir and Aragorn were just letting them tag along until they got to Minas Tirith.
Remember too that in the context of Tolkien's world, a bunch of dwarves and a hobbit set off to get their gold back from a mighty dragon. Sometimes the heroes do just leave without a clear and feasible plan. The importance of the Council of Elrond was that something had to be done (not least because Sauron would have attacked that place soon).
The story's saying that you don't need to be a warrior to do something great, and that it's not so much your physical strength but mental fortitude that can get you to the finish line. Frodo, supported by his friend Sam, was the only hero capable of succeeding.
Last edited by redxavier (2012-03-10 17:39:39)
"Hah! That's turned you white, hasn't it? That's frightened you, you lily-livered, caramel-kidneyed, custard-coloured cad? Not so brilliant now, are you, eh? eh?"