How did they solve the VC runtime version issue between apache and php on windows? Does Wordpress play nice on IIS, could you run IIS 7.5 instead?
Does anyone know of specific issues with WAMP as opposed to general assumptions about Linux vs Windows?
I only ask because I am thinking about the same thing as the OP. I don't really have any OS preference, I like tinkering with everything. I have some Linux boxes and I have not been that impressed with the current state of performance vs. Win2008R2 + IIS 7.5 in terms of memory utilization, but I haven't tried putting Wordpress on a Win2008 server yet. I am thinking of trying it to get better performance for the $. Now, to be fair, part of this could be because the default packages on CentOS enable *everything* in the httpd config. I've been going through and tuning, but tempted to throw some stuff up on a Win2008R2 vps.
I was looking to dual host Wordpress blogs + some ASP.NET code, either on Linux with mod_mono or on win2008r2. TBH, I'm tired of dealing with package dependency hell on CentOS.
What specific security problems are there on Win2008R2 that are more cumbersome/troublesome than keeping up with Linux patches? The patch reboot issue is a valid concern if you need high availability. There is also the issue of Microsoft occasionally releasing bad patches that take down the entire server, I have been victimized twice by this on one of my main development machines (Hyper-V on a laptop). But those are admin/maintenance issues. What about security?