In this story, it's revealed quite a lot actually. First - running in circles, chasing. This is huge part of the self-actualization process. Chasing goals, again and again. — interim
I'm replying more to my overall impression of the OP in total than to any particular thing, and this will be a bit of a ramble as well:
Can’t remember ever desiring to self-actualize myself or recommending to anyone other that they do, and I haven’t seen Westworld (though you’re making it sound interesting).
I could easily see how at least some Buddhists would insist that the point to it all is to actualize no-self – i.e., to become utterly selfless being, and, paradoxically, that only there can non-hyperbolic equality reside. But this would be an about-face from the self-actualization motif as most interpret it. Still, it maybe could yet be interpreted as in tune with the “know thyself” dictum.
At any rate, I thought of a counter-example to the Schopenhauer-like generalization of an endless and unsatisfying striving: Itches. Its crude, but I think the example is concrete enough that all might be able to relate. If you feel an itch, it’s bothersome, and you hold as goal the disappearance of that itch. Scratching the itch can be in itself pleasing, this as a process toward an end. But it is not the case that one longs for new itches once the current itch disappears due to having been scratched. One instead would rather that no future itches reoccur. And, in a very diminutive sense of the term, in satisfying the eradication of the itch one obtains a state of (a very minor form of) eudemonia – i.e. a flourishing of being. The cessation of the itch allows you to better do that which you want done, rather than being persistently distracted, and hence hindered, from such (again, very minor form of) flourishing. So, in recapping this thesis, the scratching of an itch may be pleasing, but it of itself is not the obtainment of eudemonia, instead being a transient happiness; unlike the pleasure here referenced, it is the disappearance of the itch which grants the (minor) obtainment of a lasting eudemonia.
Some goals are held with false projections of how their obtainment will result in just such state of increased eudemonia – e.g., the desire to have the coolest car in town, to be richer than others, or the want to be seen by others with a romantic partner they all covet and envy you for. I think these are typical examples most are familiar with of how some approach a desire for self-respect and peace of mind (an untroubled inner being). Maybe pertinent, what is portrayed in these examples is often termed materialistic. Unlike these, though, the obtainment of other goals can actually result in eudemonia – as example, in an honest self-respect and peace of mind – such that it is lasting, often regardless of the material losses that might further occur somewhere down the line. For some, like the ancient philosophers that used the term “eudemonia”, the obtainment of eudemonia is pivoted around conformity to virtue, be it applied to ethics, to reasoning, or to anything else.
I believe that once we get into discussing the very nature of outcomes such as self-respect and peace of mind, things can get very complicated and debate might be non-stop. But I again stipulate that a basic physical itch can amply suffice as counter-example to a pessimistic understanding of life as endless struggle without the possibility of lasting satisfaction: The obtainment of some goals manifests something within us which is of value in and of itself, which is held irrespective of other’s opinions, and which is lasting rather than fleeting (sometime to the effect that we take it to the grave).
Metaphorically, then, all goals one seeks to accomplish are in some ways each an itch at which one scratches. Just that some of these do result in increased eudemonia and some don’t – the latter maybe being here best stipulated as “false itches” … for, their being scratched, while producing momentary pleasures, does not alleviate that which one is bothered by, this even when the goal is obtained.
With that in mind, firstly, I don't think eudemonia can be about being greater than thou. If you believe you hold it but you’re surrounded by those who don’t, you won’t be flourishing all that much – so, unlike many understandings of pleasure and happiness, hording it to yourself will paradoxically make it vanish. I believe this is one reason why the ancient philosophers wanted others obtain it. Then, secondly, as with the saying “scratch my back and I’ll scratch yours” – here staying true to the same theme I started with – endowing someone with eudemonia (with a flourishing of being), if not a bs proclamation, will get the other to want to help you out in turn. This instead of having the other hold grudges about you having done so fist.
As with others, my compliments on a very nicely written OP. My main overall disagreement is that rather than the Schopenhauer-like pessimism of “the glass is half empty” I’d rather acknowledge that “the glass contains 50% water”. In other words, there’s both good and bad to life and, by extension, to struggles for the obtaining of goals; focusing on one aspect and ignoring the other will not of itself make the other vanish.