Updated over 2 years ago by Jamila Khan

Debian 10 to 11

Pre update check

Stretch check

Check if any sources still point to stretch

cd /etc/apt
grep -nr stretch .

If so, bring those up to buster and run updates first
https://redmine.palantetech.coop/projects/commons/wiki/Debian_9_to_10

Metapackage check

Check to make sure kernel metapackage is installed, not just specific kernel

dpkg -l "linux-image*" | grep ^ii | grep -i meta should have results
If not, install metapackage
https://www.debian.org/releases/bullseye/amd64/release-notes/ch-upgrading.en.html#kernel-metapackage

Purged package check

List and purge removed packages with config files remaining
https://www.debian.org/releases/bullseye/amd64/release-notes/ch-upgrading.en.html#purge-removed-packages

aptitude search '~c'
aptitude purge '~c'

Hold check

These commands should have no results

aptitude search "~ahold" 
dpkg --get-selections | grep 'hold$'

Update sources list

Check which sources exist that point to buster

cd /etc/apt
grep -nr buster .

Edit the main list, and any others that come up

vim /etc/apt/sources.list

replace buster with bullseye

:%s/buster/bullseye/g

replace bullseye/updates with bullseye-security

:%s/bullseye\/updates/bullseye-security/g

https://www.debian.org/releases/bullseye/amd64/release-notes/ch-information.en.html#security-archive

Upgrade the system

Check for Necessary Disk Space

apt-get -o APT::Get::Trivial-Only=true dist-upgrade

Update the sources

apt-get update

Minimal Upgrade

 apt-get upgrade

Full Upgrade

apt-get dist-upgrade

Upgrade MySQL databases (if MySQL/MariaDB installed)

mysql_upgrade

Check that things are up

Check what packages were removed

Common problems

tbd