I would choose supporting Hipster over Rosaria The Housekeeper every time.
Rosaria The Housekeeper consistently votes for scary people every time who then do abominable things. I'll surely try to starve The Housekeeper demographics for cash every time I can.
Or she is an illegal immigrant whose job I do not want to help create.
Overextended Hipster Douche is my Class friend, of course I'll back him.
WRT taxes, it's job of the state to regulate and tax markets. Why don't they do that? Regulate != destroy if they wonder.
P. S. Your travel log is impressive but makes you not representative of general trends. That is, casual travel.