randy/bookworm-to-trixie.md

Upgrade Bookworm to Trixie

Prep Sources

First make sure things are current

apt update && apt upgrade

Then snatch the new trixie sources list from a trixie system

rsy rip.psg.com:/etc/apt/sources.list.d/debian.sources /etc/apt/sources.list.d/debian.sources

First Upgrade Steps

First tail /etc/crontab so you capture your mods, as this update will mash it.

Then tun the simple upgrade accepting the new versions of crontab and 50unattended-upgrades

apt update
apt upgrade --without-new-pkgs

Now edit and fix /etc/crontab and then copy a good 50unattended-upgrades

rsy rip.psg.com:/etc/apt/apt.conf.d/50unattended-upgrades /etc/apt/apt.conf.d/50unattended-upgrades

The Big Upgrade

The real upgrade

apt full-upgrade

And then copy in files that were upgraded but we have local versions

rsy rip.psg.com:/etc/chrony/chrony.conf /etc/chrony
rsy rip.psg.com:/etc/ssh/sshd_config /etc/sshd
rsy rip.psg.com:/etc/default/grub /etc/default
update-grub

Auto-Remove usually finds nothing, but run it just in case

apt autoremove

Do these two very carefully

apt purge '?obsolete'
apt purge '?config-files'

And then some final cleanup. The setcap to fix trixie breaking ping, should probably just be apt install linux-sysctl-defaults per this page

setcap cap_net_raw+p /bin/ping
rm /etc/apt/sources.list
rsy rip.psg.com:.bashrc .
chown randy:randy .bashrc

If this is a ZFS system

cat > /etc/apt/sources.list.d/trixie-backports.sources << EOF
Types: deb
URIs: https://deb.debian.org/debian
Suites: trixie-backports
Components: main contrib non-free non-free-firmware
Signed-By: /usr/share/keyrings/debian-archive-keyring.gpg
EOF

and

cat > /etc/apt/preferences.d/90_zfs << EOF
Package: src:zfs-linux
Pin: release n=trixie-backports
Pin-Priority: 500
EOF

and then you probably need to

sudo apt update
sudo apt install linux-headers-amd64
sudo apt install zfsutils-linux

and zpool import tank or whatever

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2026.01.10