VDH on Elite Camouflage:
Walk a Manhattan sidewalk, and try to guess who has a credit line of $10 million and who has one of zero. Take a transcontinental business class flight—who paid $5,000 for it and who saved up his frequent flyer miles for a year to travel in style? The guy in the jogging outfit and the girl in a business suit have no real clue of where the other falls in the social hierarchy...
It is true for sure. However, I think his observation applies more to guys than to gals. Most guys prefer to dress in as relaxed a manner as they can except when they need to "dress for success" for meetings. Billionaires do not need to dress for meetings.