[selune]

It's not like all wealthy people are some homogeneous entity where everybody dresses the same, looks the same, does the same business, spends their time in the same way and shares the same lifestyle, values and ambitions. Granted, I know a lot more about women's high fashion and the culture that surrounds it than about men's fashion and business culture but as a crude example: someone who's wearing stuff like D&G and Versace and someone who's wearing Yohji Yamamoto and Comme des Garçons are probably people with drastically different interests, professions, circles, values etc. Think conventionally glamorous vs avant-garde artsy crowd.

Everything largely depends on a particular circle, industry, level of income. Arab Sheikhs don't party with CEOs from Valley, Russian oligarchs or Hollywood producers. I believe how you're expected to dress for 300k position in Facebook would differ from the expected look for 300k position on Wall Street.