FreeBSD Jail Upgrade

Upgrade, and then install. Note that the install step will put you in vi diff hell. Enjoy that part.

freebsd-update -b /jails/jailname --currently-running `jexec -l jailname freebsd-version` -r 12.1-RELEASE-p1 upgrade
freebsd-update -b /jails/jailname --currently-running `jexec -l jailname freebsd-version` -r 12.1-RELEASE-p1 install

Restart the jail and run the install command again

service jail restart jailname
freebsd-update -b /jails/jailname --currently-running `jexec -l jailname freebsd-version` -r 12.1-RELEASE-p1 install

Upgrade packages

pkg -j jailname upgrade -f

Why not restart it one last time

service jail restart jailname