So I love this plugin. I am in the process of finally converting my own HTML site of 75+ pages to WordPress. I had initially copied over all my content while I was getting to know WP in a different database. I later created a new one but imported all the content from the old one. On top of it, I was still updating my HTML site so now I need to figure out what’s changed and what's different. I have a huge mess of content. These flags are going to help a bunch.
So here is my ideas.
On the page edit in the same box as the Content Progress; Mark as incomplete etc. Make it so you can put a note to yourself as to what you need to do yet. Then make that viewable in the list form.
Another flag idea would be "Needs Improvement" so that its ok but later will need more work.
Another would be the ability to select all of the pages and set them to "Needs Review" so that you know when you have worked through each one manually.
Oh and another would be to make it so that you can change the flag from the "Quick Edit"
This is definitely going to be a plugin that I add to my favorites and tell my WP friends about at the next WordCamp.
P.S. Love your My Content Management plugin too.