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Automatic updates: a cautionary tale
(tarneo.fr)
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I think auto-upgrading Debian Stable is probably the one exception I'd make to "no blind upgrades", though I still don't feel comfortable recommending it due to potential dependency/apt problems that could somehow happen. In the case of Debian Stable it barely ever has package upgrades anyway so I'd just do it manually once a week and it would take like 30 seconds to grab 4 packages. If you're public-facing you might want a tighter system for notifying about security upgrades, or just auto-upgrade security patches.