From what I've been able to tell, the linux tools ported to Windows are usually more stable on Windows than the tools written for windows specifically. Apache on windows doesn't have all the security holes that IIS has shown, Perl on windows is certainly better than... um... VB.
I do understand your argument though - it makes much more sense to develope for linux on linux. I'll allow you to use windows with cygwin and apache in a squeeze though...
Certainly buying an IIS license is out of the question, so that really leaves you with PWS or Xitami - both of which have their quirks.
Now, enter Apache 2.0 - this is supposed to be rewritten specifically with Windows in mind - unless they've changed their goals, Windows Apache 2.0 will no longer be experimental. Ah... if only it and mod_perl 2 could hurry up...
Jason Rhinelander
Gossamer Threads
jason@gossamer-threads.com