Hmm. That's true. I'm not sure how much this is actually a dichotomy in practice, as opposed to a gradient where some sidekicks are more assistant-like, some are in the middle, and some are more second-in-command like. I'm also not sure to what degree the same people are attracted to both second-in-command and assistant roles, and whether it's for the same reasons. That would affect whether it makes sense to classify them together for this purpose. I can come up with imaginary characters who would only be interested in second-in-command, or only in assistant roles, but they both appeal to me for many of the same reasons.
I kind of feel like it has to do with the sidekick's competence and also the scale of the project. If the project is of a scale where it's possible for the hero to make most of the decisions, and the sidekick is new to it and finds assistant-work hard enough, it'll tend towards that role. If the sidekick and hero keep working together, as they both learn and grow, the hero will want to move on to larger-scale projects, and at some point there will be too many high-level decisions for the hero to make all of them, and at this point the sidekick will have been working with them for a long time and learned a lot, and it seems like it might naturally turn into a second-in-command role. But this would only happen in a situation where roles are fluid; if it were a standard case of a CEO and their executive assistant, the role would be unlikely to change that much. (Although EAs do have quite a lot of decision-making power.)
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Just out of curiousity - is Frodo person implicitly intended to be a romantic partner here? Or can Frodo just be anyone you work closely with? The wording certainly makes it seems seem like a romantic partner. And it could be a spurious trend but I also couldn't help but notice the female skew of all the Samwise's you mentioned, which, given the low grade dominance/submission dynamics often at play between the genders, makes me suspect this even more.
I think nursing is a valid life choice, and I think being a Samwise is a valid choice, and I think wanting to find a romantic partner and take care of them and make their ambitious dreams come true is a valid choice, and I think in general just being a person who isn't actively trying to save the world is a valid life choice. (Mostly because I'm not certain that people who have a burning ambition to save the world are actually contributing that much more than the rest of the population.)
I feel like things get kind of... weird... if these perfectly good traits are recombined into "I want to be in a super-intense relationship with someone who is successfully saving the world". I'm not sure how to describe this - I'd like to try and "save the world" myself with my own little contribution, but I don't want that contribution to be the major reason my partner is drawn to and stays by me. I don't want it to be because my work is "valuable".
If Frodo utterly fails in his ambitions, Samwise-who-wants-to-save-the-world-via-auxiliary-roles aught will hop to a new, better Frodo to support. Can a bond which is essentially based off of someone's propensity to succeed at what they are doing in life really grow to be unconditional? What if Frodo suddenly gets a debilitating disease and can't be a Frodo anymore?
I'm well aware that I might be completely misreading/projecting the intended relationship between Frodo/Samwise here, and feel free to put me in my place if that is the case. But If I presumed rightly, I would say: It's okay, you don't need to conceptualize yourself as a sidekick, - by doing so you're still implicitly buying into the whole comic-book heroism meme, in which you must behave dramatically and drastically in order to be relevant.
It's perfectly alright to just say that you would like to live a simple life of devotion to your partner, patients, friends, family, and community, and that abstract ideas of "saving the world" have nothing to do with it. People like that are the fabric of the society the comic-book types want to protect and enrich in the first place!
I'm an aromantic asexual who is not a woman and does not want a romantic relationship and I identify very closely with the expressed desire to 'find a Frodo'. I interpreted this as a desire for exactly what was stated: a hero-sidekick relationship.
This is anecdotal, and so not data, but it's enough to prove that this isn't ONLY about intense romantic relationships.