How possible is it to use GnuCash or KMyMoney with cygwin, Cooperative Linux, or Qemu?
You’d have to compile them to use them on cygwin. This would not be trivial, especially for GnuCash. KDE has been ported to cygwin, so you might have more success. coLinux and Qemu are both quite viable options.2. How do these programs rate in terms of interface design, documentation, stability, security, and feature set, both relative to each other and relative to Quicken, MSMoney, and others that might deserve consideration, like Grisbi [open source] or Peachtree [commercial]?I will put some of these in the OP. Interface design is somewhat similar on all three & good enough on all of them that it is probably a matter of personal aesthetic. I commented on documentation briefly. They all have stable releases & any of them are ready for your personal finances.