this post was submitted on 16 Jul 2023
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Starttls smtp wont work (zerobytes.monster)
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The original was posted on /r/openssl by /u/eyal_cohen_m on 2023-04-01 22:53:35+00:00.

Hello, im trying to send email using openssl through gmail with port 587.

When using the -starttls smtp flag, the connection simply halt after the tcp handshake. The openssl client dont try to upgrade the connection.

What can be the reason?

Ive tried this not only with openssl but with python which wraps openssl basically as well.

Thanks!

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