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Setting Up Gmail (and Other Email) on a Raspberry Pi

Use Postfix to let your Pi send email and text messages

A Raspberry Pi
It just wants you to know it misses you

Adding Email

The first thing you need is some additional software. I am going to use Postfix, which is a mail transfer agent (MTA) — that is, something that knows how to talk to other MTAs to send and receive email. In particular, Postfix supports the simple mail transfer protocol (SMTP), so it can talk to nearly any other MTA out there, including Google’s Gmail. In case you don’t like Gmail, there are guides online like this one for getting Postfix to talk to other SMTP servers.

1. Install Postfix

Run the following command at the prompt to install Postfix along with simple authentication layer security (SASL), which Postfix will use to connect to Gmail.

sudo apt install postfix libsasl2-modules
Screenshot of package configuration screen
So many choices
Screenshot of a package configuration dialog
Set the server name

2. Get an Application Password for Postfix from Google

I have Google set up for two-factor authentication (2FA), so how will the Pi be able to send an email? Well, it turns out you can get Google to generate an application password, which is a password to allow a specific application to connect.

Screenshot of Google account options
Account security settings
Screenshot of Google account security options
Manage your application passwords
Screenshot of app password manager
Time to create a new application password
Screenshot of new application password
A new application password! Don’t get excited; I’ve already deleted it.

3. Configure SASL

(A lot of the content of this section is taken from the Postfix SASL HowTo.)

sudo nano -B /etc/postfix/sasl/sasl_passwd
[smtp.gmail.com]:587 username@gmail.com:password
sudo chmod u=rw,go= /etc/postfix/sasl/sasl_passwd
sudo postmap /etc/postfix/sasl/sasl_passwd
sudo chmod u=rw,go= /etc/postfix/sasl/sasl_passwd.db

4. Configure Postfix

Now let’s finish up the configuration of Postfix. Run the following commands.

sudo cp /etc/postfix/main.cf !#$.dist
sudo nano /etc/postfix/main.cf
relayhost = [smtp.gmail.com]:587
# Enable authentication using SASL.
smtp_sasl_auth_enable = yes
# Use transport layer security (TLS) encryption.
smtp_tls_security_level = encrypt
# Do not allow anonymous authentication.
smtp_sasl_security_options = noanonymous
# Specify where to find the login information.
smtp_sasl_password_maps = hash:/etc/postfix/sasl/sasl_passwd
# Where to find the certificate authority (CA) certificates.
smtp_tls_CAfile = /etc/ssl/certs/ca-certificates.crt
Screenshot of an editor session
File with changes in place
sudo systemctl restart postfix

Testing Email

Next, let’s verify that we can send an email via Google’s SMTP server. Type the following at the command line, replacing username with your Gmail user name (so the email goes to you).

sendmail username@gmail.com
Subject: It works!
Hey, it works!
.

Checking for Problems

The most obvious problems are an inability to reach the Gmail server and a failure to authenticate with the Gmail server.

Success; the SMTP server is reachable
Dec 10 08:04:01 raspberrypi postfix/smtp[18329]: 331F960582: SASL authentication failed; server smtp.gmail.com[108.177.122.108] said: 535-5.7.8 Username and Password not accepted. Learn more at?535 5.7.8  https://support.google.com/mail/?p=BadCredentials c188sm1372198ywb.56 - gsmtp

Adding Email Aliases

You can add email aliases by editing the file /etc/aliases and then running the newaliases command. This can be used to tell Postfix how to handle local email addresses.

sudo nano -R /etc/aliases
pi: username@gmail.com
sudo newaliases

Sending Text Messages

A computer in our server room sends me a text message each morning using a dedicated cellular long term evolution (LTE) modem. The Pi doesn’t have one (though you can buy them; for instance, here’s one), but if you’ve successfully followed the above instructions, your Pi can send email, and it turns out you can send a text message by first sending an email.

Email to Text

Cellular providers will convert emails sent to a special address into text messages, and forward them along. Text replies may be converted back to a return email, but this is less certain. The two articles below cover this in some detail and provide information for both short message service (SMS) and multimedia message service (MMS), where supported.

Email to Text from the Raspberry Pi

My carrier is Sprint, and my number is (not really) 724–555–1212. So to send a text to my phone I can send a short text email to 7245551212@messaging.sprintpcs.com. Let’s try a test.

echo "Test" | sendmail 7245551212@messaging.sprintpcs.com
Screenshot of a text message
Success!

Reply to Text

What happens if you reply to a text? Well, that depends on your service provider. For my provider (Sprint) an email is created and sent.

Reply email
Talking back to the text

Things to Say

Now that you can send email and text messages from the Pi, what should the Pi say? Well, as mentioned at the start, I set my Pi up to be a file server, and so one thing I would like is a report on the file system usage each morning when I get up. I’m also mildly paranoid, so I’d like to know when someone logs into the Pi. One is almost trivial. The other requires a bit more work.

alert: 7245551212@messaging.sprintpcs.com

Reporting File System Usage

I am using two drives to store information: /data/a and /data/b (I’m not that creative). I can check on the file system used with the following command.

df --output=target,pcent /data/a /data/b
Mounted on Use%
/data/a 3%
/data/b 2%
df --output=target,pcent /data/a /data/b | \
tail +2 | /usr/sbin/sendmail alert
A screenshot of text messages
Success! Information you can ignore until it gets out of hand.
crontab -l
# Edit this file to introduce tasks to be run by cron.               
#
# Each task to run has to be defined through a single line
# indicating with different fields when the task will be run
# and what command to run for the task
#
# To define the time you can provide concrete values for
# minute (m), hour (h), day of month (dom), month (mon),
# and day of week (dow) or use '*' in these fields (for 'any').
#
# Notice that tasks will be started based on the cron's system
# daemon's notion of time and timezones.
#
# Output of the crontab jobs (including errors) is sent through
# email to the user the crontab file belongs to (unless redirected).
#
# For example, you can run a backup of all your user accounts
# at 5 a.m every week with:
# 0 5 * * 1 tar -zcf /var/backups/home.tgz /home/
#
# For more information see the manual pages of crontab(5) and cron(8)
#
# m h dom mon dow command
# m h  dom mon dow   command
0 6 * * * ( df --output=target,pcent /data/a /data/b | tail +2 | /usr/sbin/sendmail alert )
# m h  dom mon dow   command
30 17 * * FRI ( df --output=target,pcent /data/a /data/b | tail +2 | /usr/sbin/sendmail alert )

Reporting SSH Logins

I have the Pi set up to allow remote logins using two-factor authentication. I wrote a short article on how to do that, too.

sudo nano /etc/notify-ssh-login.sh
#!/bin/bashPATH=/bin:/usr/bin:/usr/sbin
SUBJ="Alert - Remote SSH access from ${PAM_USER}"
if [ -z "$PAM_TYPE" -o "$PAM_TYPE" == "open_session" ]
then
sendmail alert <<END
$(hostname) $(date): LOGIN by ${PAM_USER} from ${PAM_RHOST}
$(who)
END
elsesendmail alert <<END
$(hostname) $(date): LOG OUT by ${PAM_USER} from ${PAM_RHOST}
END
fi
sudo nano -R /etc/pam.d/sshd
sudo chmod go-w /etc/notify-ssh-login.sh
# Notify on successful login / log out.
session optional pam_exec.so /etc/notify-ssh-login.sh
Screenshot of text messages reporting login and log out
Watching log in and log out. The list of users in the first message includes the console user (tty1)

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Stacy Prowell

Stacy was in the garage, taking something apart. “I can fix it,” he said. Maybe. He is probably be the one who broke it.