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When I first started dabbling with CSS "best viewed in #*$!" messages were commonplace, the animated gif with no real value were rampant and guestbooks / hit counters were rife. Geocities had brought web-editing to the masses and Alta Vista / Yahoo were the kings of the World.
IE6 being launched brought hope to CSS creators and with so many browsers and browser versions coming out I don't think anyone thought IE6 would maintain such a high user base for such a length of time.
In ten years CSS should have become easier and easier like many other tools. I can still create pages quickly using CSS but I have the knowledge to know the limitations and problems I'm likely to face with the PSD template I've just been handed.
I wouldn't like to be a new designer now having to learn so much knowledge (I'm not thinking of just CSS when I say this) from the get-go...
The bad news is that the legacy IE7 is still out there in force, and IE8 might well prove to have a set of problems of it's own for the future (e.g. it lacks most of the CSS3 stuff the other browsers are adding at a fast pace now).
All that while IE6 isn't -for me anyway- yet at the point where I feel like ignoring it like I do with IE5.x .
Begin around on the world wide web since 1994, it often is easy to see things coming back full circle. It's called experience.