One of my favorite (free) VS add-ins is now available for 2008:
If you’re not familiar with it, GhostDoc adds a “Document This” feature that divines the documentation based on your method or property name. For example, if the method is named “StartService()”, GhostDoc will add XML documentation summary “Starts the service”. While some of the generated summaries will need tweaking, this helps you both document faster and get your naming right.
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