I know, I know, that’s what I get for using beta software (from Microsoft no less), but might I recommend that if you choose to try out Windows Live Writer, that you decline when it offers to try and download your blog theme to improve the preview feature:
Reminds of my college newspaper days, when 20,000 copies hit the street with this gem of a headline (A 2-line headline is referred to as a "double-decker"):
A Triple Decker
Goes Up Here
And Down Here
I do love the promise of applications like Ecto and Live Writer, especially for someone trying to manage posts among multiple blogs. The emergence of blog management tools like that (from Microsoft no less), and of fully hosted services like Living Dot suggests an attractive market is forming as people and companies learn that much like traditional publishing, blogging does not scale comfortably without both technical and organizational effort.
It should be interesting to see that market develop as attention expands from tools designed for individual bloggers (or small teams) to ones meant for managing dozens or hundreds (look for something like an InCopy for blogging in the not-too-distant future).