[bojackstorkman]

I have been homeless in very affluent cities on the California coast, including San Franscisco. I strongly disagree that having a "million dollar view" constitutes "living the dream."

If a person is at risk of assault or arrest for their inability to go indoors and has no immediate ability to remedy that, I have no issue calling that person homeless. Regardless of how one views that person's life decisions they face the same systemic issues as any other homeless person.

If your point is strictly that the language is ambiguous, perhaps it would be more appropriate to use "people that choose a vagabond lifestyle" (which is close to your original statement) over a confusing mix of "homeless" and " "homeless" " to refer to the tiny subgroup that you are referring to.