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Why is Dreamweaver not updating my modification after uploading files?
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Maybe you are looking at a cached version of the page in the browser? This a common issue, reloading the browser a few times or emptying the cache usually works or view the page in a different browser. If your css is still not being recognised then you know its not a browser issue, but something else.
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Expand your Files Panel in DW to show Remote server and Local site folder. See screenshot.
Check the modified date & time stamp on your CSS files to ensure they are the same on both sides.