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This seems to be a problem unique to Debian unstable (also named sid) where it doesn't publish a version ID.

gus@apollo:~ % docker run --rm debian:buster grep VERSION_ID /etc/os-release
VERSION_ID="10"

gus@apollo:~ % docker run --rm debian:bookworm grep VERSION_ID /etc/os-release
VERSION_ID="12"

gus@apollo:~ % docker run --rm debian:sid grep VERSION_ID /etc/os-release
gus@apollo:~ %

My advice is to use a published stable version of Debian like bookworm, or manually install Teleport on the affected hosts by following this guide: https://goteleport.com/docs/enroll-resources/server-access/getting-started/#step-14-install-teleport-on-your-linux-host

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Answer selected by webvictim
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