Is it possible to serve static files from two different directories?

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Typically I’d use handle blocks to group things up, if you need to do anything any more complicated:

:80 {
	@isInFirst file {
		root /static1
	}
	handle @isInFirst {
		root * /static1
		file_server
	}

	@isInSecond file {
		root /static2
	}
	handle @isInSecond {
		root * /static2
		file_server
	}

	handle {
		# Fallback if neither of the first two matched
	}
}

Some additional reading:

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