I would like to emphasize that in the five-factor model, the starting point is not that the aspects of a person's personality that it describes tend to be heavily affected by a person's background (the model is not supposed to describe a person's personality exhaustively, at any rate). In theory, a preference for the same holiday destination every year is independent of your current and past wealth; though I suppose greater wealth could lead to more expensive habits. If you are very rich, maybe you'll take a cruise in your personal yacht to the same five destinations every year instead of sticking to just one destination. The key is a preference for doing the same rather than trying something new.
I also want to emphasize that the five-factor model does not operate with dichotomies; for every facet, most people fall somewhere in the middle between the two extremes, but it is easier to understand the facets by looking at the extremes.
Now for why I think he has that personality trait: one thing that really stood out, is the language. It is possible he has difficulty learning Korean, but my theory is that he doesn't really care to learn Korean, which would be consistent with a low score on this facet. His personal style, like the way he dresses, also seems a bit like he is stilling living his old life. Granted, if a person has been forced to live a very different life, they could try to hold onto something from their old life because it relates to their identity, even if they have a general preference for trying out new things.
He did say that he was a "little bit" excited to get out of his old lifestyle; but it also seems that this excitement was about leaving behind a life he didn't really enjoy rather than being excited at the prospect of moving to a new country and integrating into a new culture.
In personality theory, I think success is generally associated with the dimension of
conscientiousness. The facet of ambition, which I mentioned above, belongs to this dimension. He could have scores that are average or above on some other facets of that dimension as well, such as self-discipline (cf. his reference to "hard work").
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