Issue msmtp Error 550 - The from address does not match a verified Sender Identity

[Nik G]

in my example this is MSMTP at 64-180, which uses 68-4 as remote MTA

• Return-Path: [email protected] - Plesk server cron root user
• X-Original-To: [email protected] - mailbox, to what finally msg from cron was delivered (adm@ is an alias of this mailuser)
• Delivered-To: [email protected] - Administrator email of my Plesk server

in your maillog

smtpstatus=550 smtpmsg='550 The from address does not match a verified Sender Identity

pointed that something is wrong with sender, looks like some misconfiguration there..

there's only one difference in my msmtprc:

~]# egrep -v '^$|^#' /etc/msmtprc /tmp/msmtp.txt
/etc/msmtprc:defaults
/etc/msmtprc:syslog LOG_MAIL
/etc/msmtprc:tls_certcheck off
/etc/msmtprc:tls off
/etc/msmtprc:auto_from on
/etc/msmtprc:maildomain a10-52-64-180.qa.plesk.int
/etc/msmtprc:domain a10-52-64-180.qa.plesk.int
/etc/msmtprc:account default
/etc/msmtprc:host 10.52.68.4
/etc/msmtprcort 25
/etc/msmtprc:auth on
/etc/msmtprc:user [email protected]
/etc/msmtprcasswordeval /usr/lib64/plesk-9.0/msmtp-pwdeval

I didn't use tls so my remote port is 25. but it shouldn't matter.

as a future investigations steps i'd recommend to ask sendgrid's support about MTA logs on their side from your IP address.
what sender, hostname and IP they receive in fact and what's wrong with sender's domain verification.
for now, there's nothing wrong at Plesk side from my point of view. it should work but didn't..

 

[Sean-weblite]

You'll need to set auto_from to off in the msmtprc config file. E.g.:
****
# Automatic envelope-from generation.
# Caution: this overrides explicitly set envelope-from via --from or other means.
auto_from off
****

This setting overwrites your return-path and is a bad default and is not configurable in the plesk UI.

 

[cloudhostpk]

Hi,

I have exactly the same issue.
@myplesk Can you please share the solution worked for you?

 

[cloudhostpk]

It worked for by adding "set_from_header on" in msmtprc