Hello,

Does sysupgrade leave any kind of logging behind which could help me to pinpoint why it is failing on one system while working on another apparently identical system?

You should get emails:

Subject: hostname upgrade response file
Subject: hostname upgrade log
Subject: hostname rc.sysmerge output
Subject: hostname rc.firsttime output

If you don't get them, my best guess would be that the system didn't boot the upgrade kernel. In that case check the /etc/boot.conf first.
For example

$ cat /etc/boot.conf
boot

prevents the upgrade kernel from being used.

(Because of that I have a simple "mv /etc/boot.conf /etc/boot.conf-Temp-sysupgrade", "mv /etc/boot.conf-Temp-sysupgrade /etc/boot.conf" in my Ansible upgrade script.)

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