I have to make sure an old rails 2.3.5 application can support TLS 1.2.
The server currently has openssl 0.9.8 installed, and I understand my first task would be to update openssl to > 1.0.1
The server is running Ubuntu 8.04.3 LTS
I will take a snapshot of the VM before starting, but how risky of a upgrade is this on such a old server?
If I update openssl will it cascade into other required upgrades?