Kenny comments on The Importance of Sidekicks - LessWrong
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I think that there can be a difference between being Frodo's Sam, and being a real-life hero's personal assistant/sidekick/support. In the former case, Sam is fighting orcs, hiking through treacherous mountain passes, dealing with Sméagol, etc., which is quite similar to what Frodo is doing; in the latter case, the job of the secretary/personal assistant would be much different from the job of the real-life hero. I would be happy to be Frodo's Sam, but lukewarm about being, say, Bostrom's personal assistant.
Aren't you forgetting that Frodo was wearing the ring? The book describes it as being a punishing task.