IMHO Shadow DOM doesn't really help until a) it works with SSR and b) we have a way of getting it into the browser other than in a blob of JS
Writing good components is always hard. Fallback/pre-upgrade styles are part of that 
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The point is it's only hard with custom elements. With UI frameworks you get that *for free*. If declarative (i.e. SSR-friendly) shadow DOM were a thing, people would use it a lot more, but until then it's very hard to recommend it
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We've tried multiple times to introduce that. Have had pretty bad pushback from the JS-centric world (hate for imports and the <element> element).
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