I was a teenager around the dot-com and to this day I feel an idealized sense of longing for participation in the exciting times of the dot-coms. You guys got to enjoy the blazing innovation of the new internet, so full of endless possibilities. Tough luck on your bubble popping moment though.
Well, it was exciting I guess. I even knew someone who worked for pets.com!
On the other hand, I worked for a startup selling product information management software to large retailers, and was about as non dot-com as you could get. When the bubble burst, all the funding disappeared for all tech companies, not just the dot-com ones, so we were also all out of a job. Which was not fun.
The sad part wasn't the bubble bursting...
It was watching all the potential being squandered and the internet basically being relegated to click farming and selling people crap they don't need.
All the really cool stuff seems to have died with the bubble...