Upgrading from Debian Jessie i386 to Bullseye amd64 after ~30 years  ↦

chiark is my “colo” - a server I run, which lives in a data centre in London. It hosts ~200 users with shell accounts, various websites and mailing lists, moderators for a number of USENET newsgroups, and countless other services…

chiark’s last major OS upgrade was to jessie (Debian 8, released in April 2015). That was in 2016.

A harrowing tale of planning and peril. Surprisingly, it went quite well!


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