I wish people would talk about "people" instead of senseless "generational" gaps. Although of course you are going to be shaped by common experiences of your generation (let's say 9/11, Iraq War, etc. for my generation) and the social (gay rights, black/woman potential president, etc.) and technological changes (grew up with computers and the internet) that are occurring during your time period, you are shaped much more by your friends, parents, education, life experiences, location, and realistically the socio-economic status you were born into.

Some PEOPLE are confident. Some PEOPLE are not. Maybe it's just because I happen to attend a top university that is highly competitive, but I don't commonly see this lack of confidence. Although, at the same point as a generation gets older and matures in it's occupational field, of course it is going to become more confident.

People = People. We are much more alike than we are different. That's what makes classics, classics throughout centuries not just generations. It's because they relate to all PEOPLE.