NewsGator has plug-ins for several different Blogging engines (so you can post to your Blog directly from Outlook), but didn't have one listed for WordPress. After some searching around I ran across a beta version of a plug-in (exe or zip) on this NewGator forum.
This post and the previous one were both submitted via the plug-in. So far it is working well. Give it a try. I did mention it is beta, right? So YMMV.
