90% of for-profit content could disappear just like that, and humanity would be much better off. Every information that is valuable, you can almost always find for free, posted by people who don't try to use you.
Wikipedia didn't exist in 1999 (not for years, and even Slashdot was barely more than a gossip site. Good quality discussion back then was on usenet or irc. The concept of a 'mooc' was just a wet dream of some 'cypherpunks' and 'technoanarchists'. Download a manual for your microwave or car, do online banking, email anyone but your hardcore nerd friends? Forget it. Price comparison shopping, ordering something from another continent? Lol. I remember riding my bike to a local bank branch to pick up foreign currency, which I stuffed into an envelope and snailmailed. Had to ask at the counter of the post office how much the postage was, because there was no way to look that up online.
Mp3? Sort of existed, you could download song by song from geocities pages; that was before the crackdown that led to Napster even. But the "selection" was minuscule, compared to today.
Oh and back then, when you wrote a site, you chose between supporting ie or netscape, or browser sniffing and serving two versions, or sticking to yhe lowest common denominator which wasn't much, to put it mildly. Ffs people won 'best of the web' awards for html that worked on two browsers and didn't look like crap! Like obscure competitions today where you build a file that is both a pdf and a jpg! My first job, back around that time, was to 'port' a website from ie to netscape.
The more I think about, the more convinced I get - any claim that it was better in those days is just rose-colored glasses.
I don't find that anymore. Homepages came and went, blogs came and went, and if there's still a thriving web out there beyond the big commercial sites, I don't know where to look to find it.
I still have my personal site, and I still post on my blog occasionally, but it increasingly feels like calling into the wind. I'm not going to just switch over and post all the same stuff on some big commercial site; fuck that. The web was awesome when it looked like it was going to be a new way for humanity to talk to itself; now it seems like little more than another way for rich people to make money. It does that very impressively, but who cares? Rich people always had ways to make money and will always find more; it's not very exciting when they turn yet another collaborative community project into a profit center.
How can someone claim with a straight face "but the web really was a lot more fun pre-dotcom-bubble" ? Good luck trying to find anything outside of nerd subculture and physics/math/CS content (exaggeration of course, but the core is true). (of course it could be 'true' if all one cares about is nerd subculture and physics/math/CS content...)