An audacious, annoying and generally "WASP" or "WASP" inspired ne'er-do-well worth more in tax debt. The breed is prevalent in Georgetown, Washington, DC, but can be found in Nantucket, the Vineyard and other "social" seasonal spots where work means less than conformity.
"Pennies in the bucket" is an idiom used to suggest that the cost of something is trivial.
Imagine if you kept all your money in an actual bucket. You would not think twice about spending one of the pennies because you have all the hundos in there too.