How much should I worry about the W3 Validator?

Miscellaneous Forums/General Discussion/How much should I worry about the W3 Validator?

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Regarding coding websites, I plan in my next little hobby project to make something as clean as Zen Garden, where everything in terms of layout and formatting is essentially handled by a linked CSS file in a nice, clean, fashion.

Not to mention easily modifiable as well, as to which is that site's aim, to allow artists to redesign the graphical appeal/layout of the site using the exact same page source, but their own CSS modifications.
(been trying to learn how to work cookies here so I could have multiple skins for users to select)