Single huge .css file vs. multiple smaller specific .css files? [closed]

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Is there any advantage to having a single monster .css file that contains style elements that will be used on almost every page?

I’m thinking that for ease of management, I’d like to pull out different types of CSS into a few files, and include every file in my main <link /> is that bad?

I’m thinking this is better

  1. positions.css
  2. buttons.css
  3. tables.css
  4. copy.css

vs.

  1. site.css

Have you seen any gotchas with doing it one way vs. the other?

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