DevOps & SysAdmins: Test SMTP security with OpenSSL?

DevOps & SysAdmins: Test SMTP security with OpenSSL?

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How can I send e-mails via Gmail SMTP via OpenSSL (on Windows)?
How can I send e-mails via Gmail SMTP via OpenSSL (on Windows)?
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How can I send e-mails via Gmail SMTP via OpenSSL (on Windows)?

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