Hi, we do a number of stock related sites where the stock symbol is the category. When the companies issue news, the stock symbol comes into the database as a category. We have logos ready to go for these companies, but we have been having to go back and add them.
I have looked an looked for a plugin that essentially ties a featured image to a category. We do one category per posts, so I know the first thought is that this could cause an issue.
Think of this as autoblog style, as in the morning there are typically about 100 or so press releases over a three hour period. You can see how this would get very old matching logos to companies.
Thanks to the WPMU community. I come here and research much more often than I post. It is a great site and community.