How we maintain 1000+ servers : from security updates to newer Debian releases.
summary
Describes how a hosting company runs and upgrades over 1000 Debian servers using Ansible playbooks/roles plus shell scripts to automate bulk weekly security updates (applied to all servers in under an hour) and periodic multi-year upgrades to newer Debian stable releases, outlining the practical steps, manual handoffs, and reusable tricks from prior MiniDebConf Toulouse 2024 material.
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