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I think you forgot question number 0: Do you want or need KVM/ESX?
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Virtualization was only a fancy word to me that meant two programs running at the same time or 10 copies of Office-7 being used over a server, from there I never cared. Now that I know it run many OS's that could make things easier when working with FBSD without X. I would write the script under windows, switch to FreeBSD and test it. The good news is my processor has AMD Virtualization (AMD-V). The bad news is I will not be able to move my main FBSD partition to another machine unless it has hypervisor on it according to this thread.
http://www.mnvaa.com/?p=109
After reading this now I really don't know what I want or need.