Mono is supported on most Debian architectures. Including kfreebsd-i386 and kfreebsd-amd64. Know what'd be nice? Support for hurd-i386. It'd bring in a bunch of nice user-friendly apps to hurd-i386, which would be good.
http://www.mono-project.com/Porting#Operating_System_Ports notes that OS ports aren't too much work if the OS is POSIX and the CPU work has already been done, so I don't think this would be an outlandish amount of work for any skilled Hurd hacker. Any takers? I'd really like to see this running on all the Debian architectures, if possible.
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