Configure postfix as relay for OS X

macosx-configure-postfix-as-relay.md

Configure postfix as relay for macOS Sierra – Sonoma

• Source: http://www.developerfiles.com/how-to-send-emails-from-localhost-mac-os-x-el-capitan/
• Source: http://budiirawan.com/install-mail-server-mac-osx/
• Source: https://apple.stackexchange.com/questions/32228/whats-the-correctly-way-to-make-postfix-run-permanently-on-lion-not-server

1. Edit postfix configuration file

1. sudo vi /etc/postfix/main.cf
2. Ensure that the following values are set:

   mail_owner = _postfix
   setgid_group = _postdrop
   

3. Add the following lines at the end of the file:

   # Postfix as relay
   #
   #Gmail SMTP
   relayhost=smtp.gmail.com:587
   #Hotmail SMTP
   #relayhost=smtp.live.com:587
   #Yahoo SMTP
   #relayhost=smtp.mail.yahoo.com:465
   # Enable SASL authentication in the Postfix SMTP client.
   smtp_sasl_auth_enable=yes
   smtp_sasl_password_maps=hash:/etc/postfix/sasl_passwd
   smtp_sasl_security_options=noanonymous
   smtp_sasl_mechanism_filter=plain
   # Enable Transport Layer Security (TLS), i.e. SSL.
   smtp_use_tls=yes
   smtp_tls_security_level=encrypt
   tls_random_source=dev:/dev/urandom
   

2. Create sasl_passwd file

1. sudo sh -c 'echo "\nsmtp.gmail.com:587 your_email@gmail.com:your_password" >> /etc/postfix/sasl_passwd' Replace your_email@gmail.com and your_password with actual values.
2. sudo postmap /etc/postfix/sasl_passwd

3. Autorun postfix on boot and restart postfix

1. Copy the postfix master plist out of System folder.

   sudo cp /System/Library/LaunchDaemons/com.apple.postfix.master.plist /Library/LaunchDaemons/org.postfix.custom.plist
   

2. sudo vi /Library/LaunchDaemons/org.postfix.custom.plist

3. Change the label value from com.apple.postfix.master to org.postfix.custom

   Remove these lines to prevent exiting after 60s

     <string>-e</string>
     <string>60</string>
   

   Add these lines before </dict>

     <key>KeepAlive</key>
     <true/>
     <key>RunAtLoad</key>
     <true/>
   

4. Relaunch the daemon.

   sudo launchctl unload /Library/LaunchDaemons/org.postfix.custom.plist
   sudo launchctl load /Library/LaunchDaemons/org.postfix.custom.plist
   

5. Check that daemon has started.

   sudo launchctl list | grep org.postfix
   

4. Turn on less secure apps for gmail

In Gmail we must switch on the option "Access for less secure apps", otherwise we will get the error: SASL authentication failed

5. Test

1. echo "Test sending email from Postfix" | mail -s "Test Postfix" youremail@domain.com

   Change youremail@domain.com with valid email with mailbox access for easy checking.

2. Check mail queue and possible delivery errors with mailq.

3. Check mail log with tail -f /var/log/mail.log.

just please can you tell me how to configure Mutt (step 2)
are these commands to put in terminal or any lines to add to a certain file,....

Those lines are the content of the file ~/.muttrc; use any plain-text editor to create the file. I've updated my post to clarify.

just please can you tell me how to configure Mutt (step 2)
are these commands to put in terminal or any lines to add to a certain file,....

Those lines are the content of the file ~/.muttrc; use any plain-text editor to create the file. I've updated my post to clarify.

Thank you very much dear.
I will do it immediately and post here the result.
thank you again

IT WOOOORKKKS super
thanks a lot dear David

mutt is working via shell, but not with my php.mail() function
is there any additional settings to do or maybe in mamp pro conf or in php.ini file?
thank you for your help david

hello @dfkotz
I have explored many solutions and now, i think i could know more about the problem,
i have this error message
(Cannot start TLS: handshake failure)
any advice pease??

Thanks @dfkotz my gmail is working it in Monterey!