neurotrigger

Gmail requires a secured connection for authentication and for this we need a certificate, here’s how:

Verify the current certificate gmail is using with this command:

openssl s_client -connect smtp.gmail.com:995 -showcerts

Hit Ctrl-c to terminate the command once you got something like this:

—–BEGIN CERTIFICATE—–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—–END CERTIFICATE—–

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Authenticating with regular mechanisms even with ssh always sends your password in clear text, using the RSAAuthentication requires you use a pair of files known as public/private key pair. You can use a passphrase on them for even more security (eg.: let’s say someone gets his hands on these files, without the passphrase there is still no chance to use the key) or use them without passphrase, resulting in a passwordless, automatic login, which is very nice but you have to take care of your precious keys.

Here’s how to generate your pair of keys:

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