Of course, we have to remember that in the Hobbit, Gandalf is always taking off to go take care of "other things" that we know nothing about (and only find out about when we read LoTR.)
It's almost as if this is a little side trip for Gandalf, like a vacation from his "real duties."
But then again, it's on this side trip that Bilbo finds the Ring! Could Someone have put this idea into Gandalf's head, that Bilbo should go on a little jaunt with these Dwarves?
Hmmmmmmmm...
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