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I have an old Debian 3.1 (kernel 2.4.19) where the version of ssl is

$ openssl version
OpenSSL 0.9.8c 05 Sep 2006

I read that there was some issue about random generator being guessable.

https://www.debian.org/security/2008/dsa-1571

But then it seems that the version I use is not vulnerable because it is just before the change. Or is there a way to verify this? Should I try and upgrade OpenSSL regardless of it being vulnerable or not?

3

Probably vulnerable.

CVEDetails has a list of 49 vulnerabilities for that version.

Take your pick.

Also: Debian 3.1 has had no security updates for nine years.

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