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My group has always run a campaign for a while, and eventually finished the story arc in such a way that we retire all of it.
I can’t imagine anyone playing the same character for twenty years. I mean, at some point you’ve got to start looking at other builds and wanting to try out something new, right?
D&D definitely had a problem with higher level encounters just being stupid to play (most spells are save or die). My group has been playing Iron Kingdoms instead, and it is much easier to create a high level encounter that works in that system (since in that system low level characters actually have a chance to hurt a high level character, so even the super badass fighter doesn’t think he can take on the legion of gobbers without a really good plan).