Email notifications with Gmail

[Burny]

Hello all, I'm having trouble configuring backup email notifications. Can anyone point in me the right direction?
Testemails remain stuck in the postqueue.


Command used to test:

echo "This is a test email body." | mail -s "Test Subject123" -a "From: me@gmail.com" recipient@domain.com

postqueue -p output, where it looks like the sender is wrong, should be "me@gmail.com".
Where can I change this?

-Queue ID-  --Size-- ----Arrival Time---- -Sender/Recipient-------
39A9C15FF9F     421 Thu Oct 17 10:42:48  root@PM-Backup.local
(lost connection with smtp.gmail.com[66.102.1.109] while receiving the initial server greeting)
                                         recipient@domain.com

-- 0 Kbytes in 1 Request.

My /etc/postfix/main.cf

# See /usr/share/postfix/main.cf.dist for a commented, more complete version

myhostname = PM-Backup.local

smtpd_banner = $myhostname ESMTP $mail_name (Debian/GNU)
biff = no

# appending .domain is the MUA's job.
append_dot_mydomain = no

# Uncomment the next line to generate "delayed mail" warnings
#delay_warning_time = 4h

alias_maps = hash:/etc/aliases
alias_database = hash:/etc/aliases
mydestination = $myhostname, localhost.$mydomain, localhost
relayhost = [smtp.gmail.com]:465
smtp_use_tls = yes

mynetworks = 127.0.0.0/8
inet_interfaces = loopback-only
recipient_delimiter = +

# Postfix compatibility level
compatibility_level = 2

# Only use IPv4
inet_protocols = ipv4

# Security-related configurations for Gmail SMTP
smtp_use_tls = yes
smtp_tls_security_level = encrypt
smtp_tls_CAfile = /etc/ssl/certs/ca-certificates.crt

# Gmail SMTP authentication settings
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options = noanonymous
smtp_sasl_mechanism_filter = plain

I also configured an app password on my Gmail account that I used in the sasl_passwd file in this format and then used postmap to hash it:

[smtp.gmail.com]:465 me@gmail.com:**** **** **** ****

 

[fireon]

Is there a reason why you don't just use the notification plugin and configure your Gmail there?

 

[Burny]

Good question. I had no idea what to put in "Endpoint Name" so I started searching the documentation and this forum. And this quickly escalated into configuring Postfix.
I had another look at the builtin plugin but I still struggle with the endpoint name. What does it mean?

 

[fireon]

I had another look at the builtin plugin but I still struggle with the endpoint name. What does it mean?

It can be anything, it's just the name.

 

[Burny]

Thank you, it works!
I must have tried 5-6 different things in that field and always got a regex error. My best guess is that it will not accept a space.

 

[indylmc]

Yep same for me. It worked like a charm