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I did this:

# freebsd-update fetch # freebsd-update install # reboot

# freebsd-update upgrade -r 9.1 # freebsd-update install # reboot

# freebsd-update install # reboot

remotely without any problems.

Yeah, after the second (in your case 3rd) reboot, I no longer have ssh access and not enough access to the rest of the network to tell why. I was able to successfully reboot into the 9.1 kernel after the first upgrade/install. It was only the second that didn't work.

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