A friend of mine is obsessed with generational differences.  From what I gather, the theory goes like this:  There are four cyclical generations.  They are:

Builders: Ronald Reagan's "great" generation (all more or less dead now), and today's Generation Y aka "Millenium generation".
Upholders: Silent generation - WWII G.I.'s, and Korean War vets.  Maintained the course paved by the "great" generation.
Boomers: No explanation needed
Busters: Generation X

I realize this kind of bullshit is no more accurate than a racial stereotype.  While fun to play around with, it doesn't necessarily pan out on an individual basis.  That said, here's how I see the four generations...

Picture these four people at a large family gathering:
Grandpa, 78 years old, (Silent Generation).  Worked for the same company for 38 years.  Collects a good pension, and social security.
Barry, 57 years old (Baby Boomer).  Smoked lots of dope in the 60's and burned his draft card.  Today he's vice president of a midsized corporation.
Greg, 35 years old, (Gen-X).  Software developer.  Thinks about quitting his job to become a teacher, or quitting to stay home with his 2 kids.  Plays in a band.
Jamilah, 23 years old, (Millennium Generation)  College grad, works 80-100 hours a week while maintaining a full social life.  Plans on changing the world.  Not some lame hippy ideology - she will actually change the world.

Barry: Wow this is great.  Finally some QUALITY time together.  (Greg rolls his eyes).  I've got a fabulous idea.  Let's play MY favorite game, Trivial Pursuit. 

Grandpa nods in agreement, but thinks to himself, "I'd prefer a more 'classic' game, like Monopoly or Parcheesi".

Greg:  I'll be down in a little bit.  You guys start without me.  I've got to get my kids to bed.  (Greg never does join in the game.  After his kids fall asleep, he comes down to the kitchen and cooks an amazing midnight snack for everybody.)

Jamilah doesn't give a shit if they play or not.  She plays while listening to her IPOD.  In the end she completely crushes everyone.  (She has the game on her cell phone, and has every answer memorized.)  Despite winning, she doesn't gloat, because after all, it was only a dumbass game.