Regarding Umbar - yeah, it changed hands a bunch of times. The Haradrim took the Havens in 1810 TA, and it seems they held it until Aragorn finally retook Umbar at the end of the Third Age. What Black Numenoreans still existed were apparently intermarried with the Haradrim. So, they were still in control of Umbar, in a sense.
What would you like to work on in regards to the Middle Earth site? It's been dormant since submissions stopped coming in. I imagine that will change as The Two Towers approaches release. Derek and I have been discussing some things we'd like to do or add to the site, and maybe run a little contest. If you'd like, it'd be very cool if you could go through The Hobbit and the Trilogy and find all the references to spells being cast. I've done this to some extent in the past, but I'm sure I've missed some. Basically, anything that could substantiate that D&D-type magic is used in Middle Earth. If you don't want to do that, any project that catches your fancy would be appreciated - we are always looking for content.