(Sorry I didn't realize I didn't answer on the mailing)
> So vm1 is good you are just having trouble getting V2 to relay through it. > Correct? > I don't known where is the probleme. VM1 can send mail VM2 can send mail through gmail but VM2 can't send mail through VM1 I made a litle change in the VM2 smtpd.conf table secrets file:/etc/smtpd/secrets listen on lo accept from any for any relay via secure+auth://label@192.168.0.209:587 auth <secrets> so i have got some interesting logs VM2 Dec 1 09:01:07 esprit-bourse mail.info smtpd[4682]: smtp-out: Server certificate verification failed on session 59fc89231eb7ee0b Dec 1 09:01:07 esprit-bourse mail.info smtpd[4682]: 59fc89231eb7ee0b mta event=error reason=AUTH not advertised Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: 59fc892407839642 smtp event=connected address=local host=esprit-bourse.lan Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: 59fc892407839642 smtp event=message msgid=b721bddf from=<r...@esprit-bourse.com> to=< u...@gmail.com> size=397 ndest=1 proto=ESMTP Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: 59fc892407839642 smtp event=closed reason=quit Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: 59fc892ebc3280d8 mta event=connecting address=tls://192.168.0.209:587 host=mail.lan Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: 59fc892ebc3280d8 mta event=connected Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: 59fc892ebc3280d8 mta event=starttls ciphers=version=TLSv1.2, cipher=ECDHE-RSA-CHACHA20-POLY1305, bits=256 Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: smtp-out: Server certificate verification failed on session 59fc892ebc3280d8 Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: 59fc892ebc3280d8 mta event=error reason=AUTH rejected: 421 4.3.0: Temporary failure Dec 1 09:01:37 esprit-bourse mail.info smtpd[4682]: smtp-out: Disabling route [] <-> 192.168.0.209 (mail.lan) for 15s Dec 1 09:01:39 esprit-bourse mail.info smtpd[4682]: smtp-out: No valid route for [connector:[]->[relay:192.168.0.209,port=587,starttls,smtps, auth=secrets:label,mx],0x0] Dec 1 09:01:48 esprit-bourse mail.info smtpd[4682]: 0000000000000000 mta event=delivery evpid=b721bddf79034f70 from=<r...@esprit-bourse.com> to=< u...@gmail.com> rcpt=<-> source=- relay=192.168.0.209 delay=11s result=TempFail stat=Network error on destination MXs Dec 1 09:01:52 esprit-bourse mail.info smtpd[4682]: smtp-out: Enabling route [] <-> 192.168.0.209 (mail.lan) VM1 Dec 1 09:01:07 mail mail.info smtpd[2166]: 83939bc1a83150a1 smtp event=connected address=192.168.0.254 host=192.168.0.254 Dec 1 09:01:07 mail mail.info smtpd[2166]: 83939bc1a83150a1 smtp event=starttls ciphers="version=TLSv1.2, cipher=ECDHE-RSA-CHACHA20-POLY1305, bits=256" Dec 1 09:01:37 mail mail.info smtpd[2166]: 83939bc542d08fe2 smtp event=connected address=192.168.0.205 host=192.168.0.205 Dec 1 09:01:37 mail mail.info smtpd[2166]: 83939bc542d08fe2 smtp event=starttls ciphers="version=TLSv1.2, cipher=ECDHE-RSA-CHACHA20-POLY1305, bits=256" Dec 1 09:01:37 mail mail.info smtpd[2166]: 83939bc542d08fe2 smtp event=authentication user=testm...@esprit-bourse.com result=tempfail Dec 1 09:01:37 mail mail.info smtpd[2166]: smtp-in: Failed command on session 83939bc542d08fe2: "AUTH PLAIN (...)" => 421 4.3.0: Temporary failure Dec 1 09:01:37 mail mail.info smtpd[2166]: 83939bc542d08fe2 smtp event=closed reason=disconnect
