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I use testssl[1], and it saved me quite a few times with Nginx and other TLS issues. Give it a try. It is written bash (the only requirement) and works for Linux, macOS, *BSD and WSL. [1] https://testssl.sh/

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I use testssl too, the dockerfile has saved me countless times, as having an image to run and test old SSL versions is godlike.

For reference what are the advantages of something like this vs. something like openssl?

One advantage is the easier usage. Openssl Syntax is quite hard.

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