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I think you create your own hipness.
You don’t have to carry a designer bag that costs more than a car to look cool.
It seems like once people grow up, they have no idea what’s cool.
Stop being conned by the old mantra that says, ‘Leaders are cool, managers are dweebs.’ Instead, follow the Peters Principle: Leaders are cool. Managers are cool too!
So there’s nothing more provocative than taking a genre that everybody who’s cool hates – and then making it cool.
I can take it. The tougher it gets, the cooler I get.
One cool judgment is worth a thousand hasty counsels. The thing to do is to supply light and not heat.
My perfect guy wears converse, is totally laid back, and doesn’t worry about being cool.
To act coolly, intelligently and prudently in perilous circumstances is the test of a man – and also a nation.
I’ve never done anything because I thought it would look cool.