I came across an Automator action that some nifty person created tonight, while reading Russell Beattie's post on Spotlight and tagging. The action is called Spotlight Tagger.
Basically, it works around a limitation of the Finder where if you want to add "Spotlight comments" to multiple files, it will open multiple "Get Info" windows. With this Automator action, you can simply select the files, right-click and scroll down to "Automator" and select the "Spotlight Tagger" menu item, as shown below:
In order to install the Automator action (which you can download from the above link), you need to open the "Spotlight Tagger.workflow" file, and then go to File -> Save as Plug-in. From there, you can name it (I called it "Spotlight Tagger") and save it as a Finder plugin. You should then be able to select multiple files and set their Spotlight comments!
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