@Rebelofnj,
On one hand I'm kind of happy I came up when I did- the '80s and early '90s. On the other I wish some of the tech that we have had from the last too decades had been around when I was coming up.
Sometimes I do wish I was younger. I sometimes feel like I came up in the wrong generation.
I wish commercialized internet access had been around when I was coming up. I wish things like video-sharing sites, social media and artist/writer community sites had been around when I was young. I wish things like smartphones had been around back then. If video-sharing sites had been around when I was coming up I would have videotaped a lot more things off of TV and showcased them online.
I didn't have access to commercialized internet access until I was in art school but the internet back then is nothing like what it is now.
Are you familiar with the saying, "If I knew then what I know now I'd be a rich man"?
I think that holds true to an extent.