msmtp

msmtp is an SMTP client.

In the default mode, it transmits a mail to an SMTP server (for example at a free mail provider) which takes care of further delivery.
To use this program with your mail user agent (MUA), create a configuration file with your mail account(s) and tell your MUA to call msmtp instead of /usr/sbin/sendmail.

Features include:

  • Sendmail compatible interface (command line options and exit codes).
  • TLS/SSL support, including client certificates.
  • Authentication methods PLAIN, LOGIN, CRAM-MD5, EXTERNAL, GSSAPI, SCRAM-SHA-1, DIGEST-MD5, and NTLM.
  • PIPELINING support for increased transmission speed.
  • DSN (Delivery Status Notification) support.
  • RMQS (Remote Message Queue Starting) support (ETRN keyword).
  • IPv6 support.
  • LMTP support.
  • Support for multiple accounts.

http://msmtp.sourceforge.net/

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