Oh I have known people like this too. I was always in awe how they could make more money than me and yet always have their pockets empty. I did observe a pattern in most cases: they never track their spendings and they buy anything they want without thinking of they trully need it. They live on the carpe diem philosophy. I admire spontaneity, but when it comes to money, one has to also think of the future before conspicuously spending. I will always believe that it is never about the amount of money that you make as much as about how and why you spend/save it.