This came from an recent incident where the Webcomic plugin had some unexpected problems that broke my site when I did the automatic upgrade. I tend to push ahead on things without doing my due dilegence and checking to see if any problems are associated with updating plugins, especially ones that are still in development. TheJoe is especially aware of this and runs his site with as few plugins as possible. I tend to go overboard with the add-ons and have tried to reign that behavior in with this site. I think I only have three or four plugins running at the moment.
I must add that I have found that Michael Sisk, the developer of Webcomic is very tuned in to the community that uses it and is very quick to address problems that arise. He responds to queries in the forums and promptly issues fixes very rapidly. I recommend Webcomic highly to anyone looking to start a webcomic.