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It's not always a tradeoff. Several sites stopped serving CSS during the Superbowl (https://twitter.com/jensimmons/status/828415747625992192). At a smaller scale, the same thing happens to some sites that reach the HN front-page.

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So a couple sites go down on a single day of the year because they were unprepared and suddenly it's a bad idea to depend on CSS?

Seems like costly optimization with almost no benefit to me.

It depends on exactly the costs are. But in that example, those sites are spending millions on Superbowl ads, and it's probably their highest day of traffic, so it's not "almost no benefit".

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