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Sean
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So after Tom mentioned ‘Windows Live Writer’ over here, I’ve been meaning to try it for a while, on Monday I installed it, making sure not to automatically set my default search engine and what not, overall a fast install and I got the new version of Windows Live Messenger too! Magic hey?
Overall I think its a brilliant blogging platform, having set it up to auto upload images I insert into a post, my only issue with it now is that it has no support for Wordpress tags, if I modify the Insert Tags.. feature to make it use tags from my website it just shoves them in the bottom and actually doesn’t add them into the database at all! Which means when blogging using this I have to write here, publish then go into my Admin CP edit and add tags. Very pointless! So Windows, the faster you bring out either a plugin or a newer version that can use Wordpress tags, I’m afraid I will not be using you! 
To enable tags today, either run the tool I posted here:
http://jcheng.wordpress.com/2007/09/24/enable-keywords-wlw/
Or look at the comments of that post, and upload Joseph Scott’s manifest files up to your WP root.
After doing one of those two, you should be able to see the Keywords field when you hit F2. Tags go in there, comma separated.
Hope that helps.
Wow thats brilliant! Using now, thank you very much, will have to make a post on that!