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Ubuntu sendmail using smtp.gmail.com
#!/bin/bash
HOST=$(hostname)
function install_postfix() {
echo | sudo debconf-set-selections <<__EOF
postfix postfix/root_address string
postfix postfix/rfc1035_violation boolean false
postfix postfix/mydomain_warning boolean
postfix postfix/mynetworks string 127.0.0.0/8 [::ffff:127.0.0.0]/104 [::1]/128
postfix postfix/mailname string $HOST
postfix postfix/tlsmgr_upgrade_warning boolean
postfix postfix/recipient_delim string +
postfix postfix/main_mailer_type select Internet with smarthost
postfix postfix/destinations string $HOST, localhost.localdomain, localhost
postfix postfix/retry_upgrade_warning boolean
# Install postfix despite an unsupported kernel?
postfix postfix/kernel_version_warning boolean
postfix postfix/not_configured error
postfix postfix/sqlite_warning boolean
postfix postfix/mailbox_limit string 0
postfix postfix/relayhost string [smtp.gmail.com]:587
postfix postfix/procmail boolean false
postfix postfix/bad_recipient_delimiter error
postfix postfix/protocols select all
postfix postfix/chattr boolean false
__EOF
echo "Postfix should be configured as Internet site with smarthost"
sudo apt-get install -q -y postfix
}
if ! dpkg -s postfix >/dev/null;
then
install_postfix
else
echo "Postfix is already installed."
echo "You may consider removing it before running the script."
echo "You may do so with the following command:"
echo "sudo apt-get purge postfix"
echo
fi
if zenity --version >/dev/null; then
GMAIL_USER=$(zenity --entry --title="Gmail username" --text="Enter your gmail username:")
GMAIL_PASS=$(zenity --entry --title="Gmail password" --text="Enter your gmail password:" --hide-text)
else
read -p "Gmail username: " GMAIL_USER
read -sp "Gmail password: " GMAIL_PASS
fi
echo # an empty line
if [ -z "$GMAIL_USER" ]; then echo "No gmail username given. Exiting."; exit -1; fi
if [ -z "$GMAIL_PASS" ]; then echo "No gmail password given. Exiting."; exit -1; fi
if ! [ -f /etc/postfix/main.cf.original ]; then
sudo cp /etc/postfix/main.cf /etc/postfix/main.cf.original
fi
sudo tee /etc/postfix/main.cf >/dev/null <<__EOF
relayhost = [smtp.gmail.com]:587
smtp_use_tls = yes
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options = noanonymous
smtp_tls_loglevel = 1
smtp_tls_per_site = hash:/etc/postfix/tls_per_site
smtp_tls_CAfile = /etc/ssl/certs/Equifax_Secure_CA.pem
smtp_tls_session_cache_database = btree:/var/lib/postfix/smtp_tls_session_cache
__EOF
echo "[smtp.gmail.com]:587 $GMAIL_USER:$GMAIL_PASS" | sudo tee /etc/postfix/sasl_passwd >/dev/null
sudo chmod 400 /etc/postfix/sasl_passwd
sudo postmap /etc/postfix/sasl_passwd
echo "smtp.gmail.com MUST" | sudo tee /etc/postfix/tls_per_site >/dev/null
sudo chmod 400 /etc/postfix/tls_per_site
sudo postmap /etc/postfix/tls_per_site
sudo service postfix restart
echo "Configuration done"
mail -s "Email relaying configured at ${HOST}" $GMAIL_USER@gmail.com <<__EOF
The postfix service has been configured at host '${HOST}'.
Thank you for using this postfix configuration script.
__EOF
echo "I have sent you a mail to $GMAIL_USER@gmail.com"
echo "This will confirm that the configuration is good."
echo "Please check your inbox at gmail."
@sshtmc

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@sshtmc sshtmc commented Oct 25, 2012

You can download and run this using a one-liner:

wget https://raw.github.com/gist/3952294/ -O- | bash

@smonff

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@smonff smonff commented Nov 28, 2012

Hey, thank you so much for this man !

@ddoherty03

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@ddoherty03 ddoherty03 commented Dec 3, 2012

Sasa,

Thanks for this script. It makes a tedious job a snap. I now have cron mailing errors to me again.

Regards,

@kforner

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@kforner kforner commented Jan 19, 2013

Awesome, thank you so much !

@wvermin

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@wvermin wvermin commented Dec 30, 2013

Indeed, awesome, thanks!

@sklazer-disabled

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@sklazer-disabled sklazer-disabled commented Feb 11, 2014

OMG, works like magic!

@IanFinlayson

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@IanFinlayson IanFinlayson commented Mar 6, 2014

Wow, thanks I wish I found this a few hours ago!

@cdechery

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@cdechery cdechery commented May 27, 2014

Not working for me. :(
I didn't have "mail" installed, so I ran apt-get install mailutils, but it also comes with postfix. So I uninstalled postfix, ran the script again. Still doesn't work. :/

@fpt

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@fpt fpt commented Aug 14, 2014

Thank you so much!
It works for me on trusty after installing mailutils manually.

@jagoliveira

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@jagoliveira jagoliveira commented Sep 1, 2014

Works like a charm after installing manually mailutils.
Thanks a lot.

@hoppinjohnz

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@hoppinjohnz hoppinjohnz commented Feb 20, 2016

Hey, thanks a lot!

This script worked great for me. I wasted a day trying to configure sendmail for Ubuntu 14.04 and visited half-dozen sites before finding this well-written script.

It prompted me for not having mail. Once I ran 'sudo apt-get install mailutils' and 'sudo apt-get install sensible-mda', the script started to send email to my newly created gmail account. Don't use your existing gmail accounts, Google may block the traffic as a security protection measure.

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@markandersonus markandersonus commented Apr 28, 2016

I get this when i run the wget command:

Connecting to raw.githubusercontent.com (raw.githubusercontent.com)|23.235.39.133|:443... connected.
HTTP request sent, awaiting response... 400 Bad Request
2016-04-27 22:10:24 ERROR 400: Bad Request.

@AdamPI314

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@AdamPI314 AdamPI314 commented Feb 7, 2017

This script works like magic. Save me a lot of time.

@khaledAX

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@khaledAX khaledAX commented Apr 27, 2017

@markandersonus the proper wget command is:

wget https://gist.githubusercontent.com/sshtmc/3952294/raw/7b5b230a04994ab387538b118d7a32dda54eb757/ubuntu-configure-sendmail-with-gmail/ -O- | bash

add sudo if necessary.

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@SimonFearby SimonFearby commented Aug 20, 2017

I can't see where to add my Gmail username and password to /etc/postfix/main.cf

snip from the tail of the command above
Running newaliases
Processing triggers for libc-bin (2.23-0ubuntu9) ...
Processing triggers for systemd (229-4ubuntu19) ...
Processing triggers for ureadahead (0.100.0-19) ...
Processing triggers for ufw (0.35-0ubuntu2) ...
bash: line 44: zenity: command not found
No gmail username given. Exiting.

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@wvermin wvermin commented Oct 30, 2017

since end oct. 2017 the thing didn't work anymore. In the syslog complaints:
untrusted issuer /OU=GlobalSign Root CA - R2/O=GlobalSign/CN=GlobalSign
After editing the script: change Equifax_Secure_CA.pem into GlobalSign_Root_CA_-_R2.pem and
re-executing the script it is working again.

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