Veoh's Warped History of Web Video by stevegarfield, uploaded from flickr.
Here is Dmitry Shapiro's version of history.
Too bad it isn't on a Wiki because it needs some SERIOUS revisions.
1. The breakthrough in 2004, with rising popularity of Blogger especially, was that you didn't need technical people to post to the web anymore.
2. Not all YouTube videos are amateurish, shallow and look like crap. Also, web video can't be painted with a broad YouTube brush like that.
There's a lot of professional, deep and quality video out there.