If you have to have IIS running ie want Outlook Web Access, then i would use IIS… various howto’s are available on the net for setting this up:-
http://walkerjohnstone.net/index.php/archives/46
or check out this support topic
http://wordpress.org/support/topic/40938
I havn’t added mod rewrite and don’t have a problem with permalink… so havn’t seen the need to hack mod rewrite – as long as you use the correct format for your permalink (easily set-up in the admin panel) it works just fine for me? can someone correct me?
I posted this how to the other day…
http://walkerjohnstone.net/index.php/archives/46
I have now managed to get WordPress to run on two seperate Windows 2003 Machines – so if you have difficulties post a question. The only thing not covered in the how to are file permissions.